My Company's Sold Listings - Page 8

$11,000,000 ^(USD)

Greenwich Area Single Family Home

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151 Old Church Road Greenwich, CT 06830

8 Bed

10 Baths

10935 sqft

''Oak Castle Farm'', an extraordinary 7-bedroom turn-of-the-century English-style granite and shingle home, masterfully renovated and expanded under the supervision of noted architect, Alisberg Parker. Stunning 2014 transition incorporates relaxed grandeur with all modern-day luxuries. Exquisite detail, quality and scale with high ceilings throughout. Spectacular landscape and manicured grounds with towering specimen trees, broad lawns and perennial gardens set atop this multi-lot 3.98-acre compound at end of private lane. Complete with pool, spa, tennis/sports court, and numerous outdoor entertainment areas. 1-bedroom carriage house with office suite, multi-media theater and 3-car garage. Close proximity to schools, houses of worship and transportation minutes from downtown Greenwich.

Listing Courtesy of GREENWICH MLS / Listed By: John McAtee, Coldwell Banker Realty

$8,986,000 ^(USD)

Greens Farms Area Single Family Home

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19 Beachside Common Westport, CT 06880

7 Bed

9 Baths

8232 sqft

Like-new custom modern home with open-concept living designed for comfort and entertaining. The main level connects the family room, dining room, office, and chef's kitchen featuring Sub-Zero and Wolf appliances, invisible speakers, quartzite countertops, custom cabinetry, two large islands and multiple sliding glass doors leading to an outdoor oasis. The spacious pantry includes custom shelving, an ice maker, and built-in water dispenser. The primary suite features cathedral ceilings, gas fireplace, a private balcony, expansive walk-in closet, and a spa-inspired bath with radiant heated floors, steam shower, soaking tub, and wet bar with refrigerator. The second level also includes four additional en-suite bedrooms and a spacious laundry room with double washer and dryer and custom cabinetry. The third-floor lounge with wet bar and roof deck provides additional entertaining space along with another bedroom and full bath. The finished lower level offers a great room with wet bar, temperature-controlled wine room, gym, media/playroom, and en-suite guest bedroom. Outdoor spaces feature bluestone patios, a heated covered porch with fireplace, built-in grill, heated Gunite pool and spa and heated walkways. Additional highlights include Savant smart home system, Lutron lighting, whole-home audio, radiant heat, multi-zone HVAC, generator, and three-car garage with electric vehicle charger. Walk to Burying Hill Beach, Greens Farms Academy, and Greens Farms train station.

Listing Courtesy of SMART MLS / Listed By: Gina Hackett, Compass Connecticut, LLC

$7,750,000 ^(USD)

Coleytown Area Single Family Home

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319 Bayberry Lane Westport, CT 06880

6 Bed

8 Baths

6738 sqft

This exceptional Modern estate, originally crafted by Skyview as the builder's own residence, is available in as-new condition and enhanced by inspired customization. Set on 2+/- private acres in Coleytown, adjacent to the Paul Newman-Poses Nature Preserve, the home is approached by a long, gated drive that opens to a motorcourt ideal for grand entertaining. Triple-glazed Klar Studio windows frame the natural surroundings, creating a seamless indoor-outdoor connection. ICF construction, a lifetime Davinci roof & Viessmann boiler with radiant heat throughout ensure enduring quality. Tall ceilings, dramatic glass-lined stairs, curated lighting & a warm minimalist aesthetic define the interiors. The Great Room offers three exposures & the 1st of four fireplaces. The Miele-appointed kitchen features custom cabinetry & a pantry that flows to the dining rm w/illuminated ceil. The fam rm opens to a heated porch w/fireplace; the vast rear skylit porch leads to the pool, summer kitchen & spa. The finished LL now includes a gym, speakeasy-style pub & a kids climbing gym. Epic primary suite. Freshly painted and meticulously maintained throughout, offered in true move-in-ready condition. No new construction compares.

Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$7,480,000 ^(USD)

Newport Heights (Newh) Area Single Family Home

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526 Riverside Avenue Newport Beach, CA 92663

5 Bed

7 Baths

5964 sqft

Beautifully reimagined, this recently renovated home offers nearly 6,000 square feet of refined living in the heart of Newport Heights — one of Newport Beach’s most coveted and centrally located coastal enclaves. With 5 bedrooms and 6.5 baths, this custom residence blends sophisticated design with a relaxed Southern California lifestyle defined by connection, comfort, and effortless indoor-outdoor living.

Mornings begin in a sunlit kitchen designed for gathering, where marble and limestone countertops, dual oversized islands, and a statement range by La Cornue anchor the space. Fully outfitted with premium appliances by Thermador and complemented by a fully equipped secondary kitchen, the home is thoughtfully designed for both intimate family dinners and larger-scale entertaining. Expansive sliding doors by La Cantina open the living spaces entirely to the west-facing yard, creating a seamless transition to outdoor living while welcoming ocean breezes.

Afternoons unfold poolside at the private spool or relaxing beneath the covered outdoor lounge with fireplace, television, and built-in BBQ — a true extension of the home designed for year-round enjoyment. A gated front patio with fire pit and lush hedging offers yet another inviting space to gather with neighbors and friends. Upstairs you will find a luxurious primary suite featuring a serene retreat with fireplace, spa-inspired bath with Waterworks fixtures, and his and her walk-in closets. Additional highlights include a spacious bonus room, high ceilings, three fireplaces, oak and porcelain flooring, a richly paneled downstairs study with built-ins, coffered ceilings, and private bath, plus an additional main level bedroom suite.

Located minutes from world class beaches, premier schools, Lido Marina Village, Fashion Island and the various boutiques and restaurants on 17th Street. Don’t miss this exceptional opportunity to own a modern sanctuary in the heart of Newport Beach.

Listing Courtesy of CRMLS / Listed By: Cari Young, Compass

$7,255,000 ^(USD)

Greenwich Area Single Family Home

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33 Highland Farm Road Greenwich, CT 06831

6 Bed

10 Baths

9051 sqft

Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands, and professional-grade appliances, all centered around a custom command station with built-in desk and storage. The kitchen opens seamlessly to a sun-filled family room with bespoke cabinetry, creating the perfect setting for relaxed gatherings. The first floor also features a front-to-back living room, elegant dining room, inviting home office, and private en-suite guest suite. The second floor features four spacious en-suite bedrooms, including a luxurious primary suite with two spa-inspired primary bathrooms and two expansive walk-in closets. A large laundry room and recreation/family room complete this level, offering flexibility for work, play, or relaxation. The lower level is fully finished and thoughtfully designed with a game room, lounge, gym, and media room, providing abundant space for leisure and entertaining. Outside, the resort-quality pool/guest house, designed in 2017 by renowned Greenwich designer Susan Alisberg, sets a new standard for leisure. A folding Nano wall blurs the lines between indoors and out, revealing a vibrant kitchen with snack bar and stylish lounge that open to the bluestone-surrounded pool. Whether hosting summer soirées or unwinding in the evening breeze, this is an entertainer's paradise. Additional highlights include a Savant whole-house sound system, three-car garage, and 40-kW Cat generator. A rare offering combining timeless design, modern comfort, and absolute privacy in one of Greenwich's most coveted locations.

Listing Courtesy of GREENWICH MLS / Listed By: Houlihan Lawrence

$7,255,000 ^(USD)

Back Country Area Single Family Home

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33 Highland Farm Road Greenwich, CT 06831

6 Bed

10 Baths

9051 sqft

Tucked away on over seven quiet acres off prestigious Round Hill Road, this private estate offers a serene blend of luxury, space, and style. The main residence is complemented by a beautiful pool/guest house designed for effortless entertaining and resort-style living. At the heart of the home, a Christopher Peacock kitchen showcases statuary marble countertops and backsplash, double islands, and professional-grade appliances, all centered around a custom command station with built-in desk and storage. The kitchen opens seamlessly to a sun-filled family room with bespoke cabinetry, creating the perfect setting for relaxed gatherings. The first floor also features a front-to-back living room, elegant dining room, inviting home office, and private en-suite guest suite.

Listing Courtesy of SMART MLS / Listed By: Joy Kim Metalios, Greenwich Brokerage

$7,180,000 ^(USD)

Greenwich Area Single Family Home

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11 Bobolink Lane Greenwich, CT 06830

5 Bed

7 Baths

5441 sqft

1st time on market in 50 years! Lovingly maintained Stately brick and slate Georgian colonial built in 1941. Elegant 5,500 +/- sf 5 bedroom, 6+ bath, center hall classic built of the finest materials and craftsmanship encompassing both light-filled formal and informal rooms. English entrance hall with sweeping staircase, generous living room with fireplace, handsome pine paneled library, eat-in kitchen, solarium, office, family/game room and spa. Spacious primary suite with walk-in closets and luxury bath, 4 additional bedrooms and rear staircase. Nestled on 1.79 parklike acres enhanced by mature grounds, walled gardens, expansive patio, pool, tennis court and 3-car garage. Ideally situated on a peaceful lane in one of Greenwich's most coveted locations with close proximity to town.

Listing Courtesy of GREENWICH MLS / Listed By: John McAtee, Coldwell Banker Realty

$7,000,000 ^(USD)

Saugatuck Area Single Family Home

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15 Burritts Landing North Westport, CT 06880

4 Bed

4 Baths

3809 sqft

A Waterfront Estate That Lives Like a Private Resort. Few homes offer this rare blend of privacy, elegance, and waterfront access-just minutes from downtown Westport. Located at the end of a private lane in Westport's most sought after waterfront enclave, this estate is a haven for those who demand more from life. Wake to panoramic water views. Step outside to your own deep-water dock. Entertain on a grand scale with a sunlit patio, sparkling pool, and walled gardens. Indoors, vaulted ceilings, a glass-wrapped sunroom with fireplace, and seamless living spaces create an atmosphere of relaxed sophistication. Whether you're hosting a summer soiree, enjoying quiet evenings by the fire, or setting out by boat on a whim, this home gives you the freedom to live beautifully. Everything you need is here-and everything else is just minutes away. Live where others vacation. Own what few can.

Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty

$6,649,000 ^(USD)

Greens Farms Area Single Family Home

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7 Roshab Lane Westport, CT 06880

6 Bed

8 Baths

8215 sqft

Now complete! Set on over 2 acres in one of Westports's most desired neighborhoods, this stunning new construction by HOBI award winner, Rick Benson, blends modern luxury with timeless design. Surrounded by mature trees, this home offers privacy & serenity minutes from trains, town, shopping & beaches. Discover luxurious living spaces, 6 ensuite bedrooms, 7 full/1 half baths, seamless flow between open-concept living & refined formal spaces. The gourmet kitchen is a chef's dream, featuring 60" Wolf range, Sub-Zero appliances, galley sink, fridge drawers, hidden shelves next to range, & a working pantry. Elevator-ready for 5 stops, the home is built for long term comfort. Entertain effortlessly in the family room containing a full wet bar with wine column & beverage center; the room opens to the covered porch & outdoor kitchen & dining area. The resort-style backyard is anchored by a 20'x40' foot pool with internal spa & sunning platform, looking over the extensive graceful lawn. The sumptuous primary suite is marked by vaulted ceiling, spacious deck with glass railings & wellness room. Additional highlights include 10" ft ceilings on the 1st floor, 9" on other floors, Lutron lighting, 2 instant hot water heaters, 4 gas fireplaces, fabulous walk-out lower level with full bar, gym, large gathering space & wine tasting area. Space exists for a 1000 sq ft ADU or 300 sq ft pool house, huge unfinished 3rd floor awaiting your ideas. Schedule your private tour today.

Listing Courtesy of SMART MLS / Listed By: Totney Benson, Coldwell Banker Realty

$6,450,000 ^(USD)

Greenwich Area Condominium

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702 Steamboat Road 6 Greenwich, CT 06830

3 Bed

3 Baths

2300 sqft

Premier offering on Greenwich Harbor--the Royal Hobart penthouse at The Corsair, masterfully envisioned by Robert A. M. Stern.
This exceptional waterfront residence captures sweeping western views over Long Island Sound and Belle Haven. Featured 3 bedrooms, 2.5 baths, a grand living room with fireplace, and a serene primary suite with spa-like bath and walk-in closet. Two expansive private terraces.
Residents enjoy a private dock, heated waterfront pool, landscaped grounds, reserved garage parking and a discreet lobby with elevator -- minutes from Greenwich Avenue and Metro-North. corsairpenthouseingreenwich.com

Listing Courtesy of GREENWICH MLS / Listed By: Kara Cugno, Coldwell Banker Realty

$6,400,000 ^(USD)

Greenwich Area Single Family Home

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9 Frost Road Greenwich, CT 06830

6 Bed

8 Baths

6998 sqft

Exquisitely renovated Cotswold-style manor on a private road, blending timeless charm with modern elegance. Set on two serene, landscaped acres overlooking Horseneck Brook, this home offers tranquility and understated sophistication. A gourmet kitchen anchors the home with high-end finishes and seamless flow for everyday living and entertaining. French doors from the living, dining, and kitchen areas open to an expansive terrace, while a stunning great room with soaring ceilings sits just beyond. The walk-out lower level features a versatile family room. Outdoors, enjoy a beautifully designed in-ground pool and picturesque grounds. Upstairs includes a refined primary suite, 5 bedrooms, and 4 baths. Complete with a 3-car garage, this is a rare and remarkable offering in a coveted location.

Listing Courtesy of GREENWICH MLS / Listed By: Linna Yuen, Coldwell Banker Realty

$6,400,000 ^(USD)

Round Hill Area Single Family Home

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Address Not Disclosed Greenwich, CT 06830

6 Bed

8 Baths

6600 sqft

An exquisitely renovated Cotswold-style manor set along a private road, masterfully blending timeless character with modern refinement. Nestled on two serene, landscaped acres overlooking Horseneck Brook, the property exudes a sense of quiet sophistication. The gourmet kitchen serves as the heart of the home, appointed with high-end finishes and designed for effortless everyday living and elegant entertaining. French doors from the living and dining rooms, as well as the kitchen, open seamlessly to an expansive terrace, while a striking great room with soaring ceilings and balcony enhances the home's sense of scale and light. The walk-out lower level offers a versatile family room, ideal for recreation or relaxation. Outdoors, a beautifully designed in-ground pool and picturesque grounds, creating a private retreat. The upper level features a primary suite, along with five additional bedrooms and four baths. Complete with a three-car garage, this exceptional residence presents a rare opportunity in a highly sought-after location.

Listing Courtesy of SMART MLS / Listed By: Linna Yuen, Coldwell Banker Realty

$6,219,419 ^(USD)

In-Town Area Single Family Home

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5 Brookside Drive Westport, CT 06880

5 Bed

8 Baths

8350 sqft

Elegant new construction home by Mattera Construction sits on one of the most sought after streets with a cul-de-sac in Westport. Dramatic 5 Bedroom home offers 6 full baths and 2 half baths with room for a pool. An oversized custom Kitchen with Breakfast area, Family Room, Office, Living Room , Dining Room, Mudroom and 2 half baths complete the main level. On the 2nd level the oversized Primary Suite features 2 large closets and private bath. 4 more en-suite Bedroom/Baths plus a Laundry Room are also on the 2nd floor. The Lower Level additional Family Room, Gym and a Full Bath, plus a the finished 3rd level complete this special property. Custom details and finishes throughout! ROOM FOR POOL. Ready Summer of 2024

Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty

$6,050,000 ^(USD)

New Fairfield Area Single Family Home

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59 Sail Harbour Drive New Fairfield, CT 06812

6 Bed

9 Baths

4872 sqft

An Exceptional Renovated Waterfront Retreat, set majestically on 5.19 private acs. offers 400' of frontage on Candlewood Lake complete w/private dock & sand beach. Enticing outdoor spaces include the heated, in-ground pool w/paving stone patio overlooking the lake, An expansive 20 X 40 deck on main level & a walk-out, lower level to a stone patio w/fire pit; ideal for summer entertaining! Approach the entry through glass doors to the 2 story foyer w/turn stair & modern lighting. French doors on the left, open to the formal dining room w/built ins, custom light fixtures & moldings. An expansive 38 ft great room w/marble fireplace, surrounded by windows exudes a warm, comfortable ambiance. A second stone fireplace warms the family room, ideal for TV viewing, reading or just relaxing. Custom millwork, built-ins, hardwood floors & a plethora of windows, showcase the views from every angle. The Chef's kitchen boasts Wolf appliances, marble countertops, wet bar & stunning center island plus a designer range hood! The enticing primary suite hosts his/her bathrooms, WIC, built-ins & loft w/ views. Three other designer bedrooms offer a Jack & Jill bath & an en-suite. An expansive lower level boasts 15 ft. ceilings, recreation space with stone fireplace, half bath, wet bar, bunk room w/full bath & a 5th en suite bedroom w/full bath. An additional full bath for future movie theater, 3 laundries, 3 car gar. plus SHC amenities:tennis, community beach, clubhouse. A one of a kind lake find!

Listing Courtesy of SMART MLS / Listed By: Barbara Sivba, Coldwell Banker Realty

$5,995,000 ^(USD)

Compo Beach Area Single Family Home

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22 Apple Tree Trail Westport, CT 06880

5 Bed

5 Baths

4550 sqft

Located on a quiet private lane just two blocks from Compo Beach, this newly built coastal residence at 22 Appletree Trail offers a rare combination of modern craftsmanship, thoughtful design, and effortless beach living in the heart of Westport. Spanning approximately 4,791 sq ft of living space, the home blends timeless architectural elements with refined contemporary finishes. White oak floors, soaring ceilings, and custom Italian cabinetry create a warm and sophisticated interior. The chef's kitchen features L'Ottocento cabinetry, Thermador appliances, and Compac Quartz surfaces, complemented by a fully equipped butler's pantry with a second dishwasher and wine refrigeration. An open-concept family room with a sleek linear gas fireplace flows seamlessly to the covered outdoor terrace overlooking the heated pool and landscaped grounds-perfect for both quiet evenings and entertaining. Upstairs, vaulted bedrooms include fully furnished custom closets. A sun-filled lounge opens to a private rooftop deck with a gas fireplace and seasonal views of Long Island Sound. The primary suite offers a private terrace, dual walk-in closets with custom Italian millwork, and a spa-inspired bath designed for relaxation. Set moments from the shoreline while offering easy access to Manhattan via train, this newly completed residence presents a rare opportunity to enjoy modern coastal living in one of Westport's most desirable neighborhoods.

Listing Courtesy of SMART MLS / Listed By: Deborah Aulfinger, Gold & Home Realty

$5,945,000 ^(USD)

Long Lots Area Single Family Home

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29 Sturges Commons Westport, CT 06880

6 Bed

9 Baths

8817 sqft

Custom built by Mattera Construction, this exceptional home offers over 11,000 sq ft+/- of refined living on 1.3 private acres in the highly sought-after Sturges Commons neighborhood, known for its strong sense of community and block gatherings. Recently enhanced w/ a brand-new, top-of-the-line cedar wood roof, the home blends timeless craftsmanship w/ modern luxury. The main level is ideal for both elegant entertaining & everyday living, featuring a chef's kitchen with Wolf/Subzero appliances, an inviting family room w/ fireplace, a richly detailed library w/ custom cabinetry, a gracious living room, & large sun filled dining room that can comfortably accommodate 12. Upstairs, the luxurious primary suite features architectural ceilings, fireplace, a stunning dressing room, a spa-like bath, & private study. Four additional en-suite bedrooms & a second family room complete the level. The third floor offers a large playroom w/ a walk-in closet & full bath. The walk-out lower level delivers exceptional recreation w/ a private theater, gym, & multiple spaces for games, crafts, & entertaining. Outdoor living rivals a resort, featuring a pool w/ spa, covered terrace w/ fireplace, outdoor kitchen w/ BBQ, & a full-size sport court. A rare opportunity to own a thoughtfully designed home offering scale, comfort, & lifestyle in one of Westport's most desirable neighborhoods. Minutes from all amenities yet situated on a lot with exceptional privacy, this home is not to be missed!

Listing Courtesy of SMART MLS / Listed By: Brett Lieberman, The Riverside Realty Group

$5,899,000 ^(USD)

Long Lots Area Single Family Home

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9 Burr Farms Road Westport, CT 06880

7 Bed

10 Baths

8273 sqft

The home of your dreams that exceeds every expectation awaits at this spectacular, like-new residence built w/the finest quality & elevated design. Perfectly sited on one of Long Lots' top cul-de-sacs behind a stone wall, the manicured acre w/saltwater gunite pool/spa offers a serene backdrop for this exceptional property. The impressive, soaring foyer w/exquisite millwork introduces interiors w/ 10-ft ceilings on the main level incl the grand LR w/modern marble fpl & DR w/architectural ceiling. Well-appointed library/home office w/built-ins, fireplace & French doors to side & rear porches. The show-stopping chef's kitchen dazzles w/custom cabinetry, marble counters & island, backsplash w/subtle bronze inlay, Sub Zero & Wolf appliances, walk-in pantry, butler's pantry to DR & sunlit dining area, flowing into the stunning fam rm w/French doors & gorgeous fireplace. Expansive rear hall w/full pool bath, mudroom w/ample storage, 3-car garage access, back stairs to 2nd & 3rd flrs. With 7 BRs, 8 full & 2 half baths, there is space for all. Luxe primary suite w/spacious BR, sitting area w/fpl, dressing rm, coffee bar, 2 incredible walk-in clsts, marble bath. Bonus rms on 2nd flr w/built-ins & 3rd flr w/climbing structure. Incredible LL w/media rm, gym, wine cellar, bar, game rm w/fpl, sauna. Resort-style property w/covered porch, pergola, firepit, outdoor kitchen & level lawns framing the 45-ft pool. Generator, Savant smart home system & much more. Impeccable & move-in ready.

Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty

$5,795,000 ^(USD)

Greenwich Area Single Family Home

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21 Ridge Street Greenwich, CT 06830

6 Bed

6 Baths

5577 sqft

Situated on a quiet St. in the heart of Greenwich, this cedar/stone house is beautifully designed with the style and comfort to meet the needs in today's living. Taken down to the studs, expanded, and professionally designed by the owners. A welcoming front porch opens to the two-story, dramatically lit entry hall w/ repetitive archways passing by a gracious LR, into the light, bright kitchen/family rm. Showcasing a marble FP, the area leads to a balcony w/views of the patio and gardens. The 2nd floor features an open hallway, spacious primary suite, a cathedral, beamed ceiling, luxurious bath, walk-in closets & balcony. 3 add'l Bdrms, w/ baths & laundry room. 3rd FL boasts a Suite, 1BA, w/walkout balcony. LL-1BR/BA, Playroom, Wet Bar, walkout to the Bluestone Terrace. TARA BENET DESIGN.

Listing Courtesy of GREENWICH MLS / Listed By: Dorothy Salisbury, Coldwell Banker Realty

$5,750,000 ^(USD)

Compo Beach Area Single Family Home

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8 Bradley Street Westport, CT 06880

5 Bed

7 Baths

4532 sqft

Nestled on a rare double lot in Westport's coveted Compo Beach, this custom-built sanctuary blends timeless elegance with modern coastal luxury. Embracing the essence of beachside living, this 4,532 sq. ft. home boasts exquisite millwork, a gourmet kitchen with custom cabinetry, and sun-drenched living spaces. French doors lead to a private terrace featuring an outdoor kitchen, shower, and fireplace, while a stunning heated rooftop deck offers panoramic Long Island Sound views, a gas fireplace, and built-in sound system-perfect for sunset entertaining. The primary suite is a serene retreat with a fireplace, office nook, spa bath, and dual walk-in closets. Four additional en-suite bedrooms ensure privacy and comfort. A radiant-heated mudroom, two-car heated garage with EV charging, and professionally landscaped grounds complete this unique coastal offering-just minutes from downtown Westport, Metro-North, and 50 miles from Midtown Manhattan.

Listing Courtesy of SMART MLS / Listed By: Erin Melson, The Agency Fairfield County

$5,695,000 ^(USD)

Greenwich Area Single Family Home

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155 E Elm Street Greenwich, CT 06830

5 Bed

7 Baths

5506 sqft

Just completed, this exquisite, brand new construction, single-family house is ideally located in the heart of downtown Greenwich, just moments from Greenwich Avenue, schools, and the train station, allowing for an easy commute to Manhattan. Thoughtfully designed with every luxury in mind, this home offers five spacious bedrooms, each with its own beautifully appointed ensuite bathroom, plus an elegant powder room. The stunning primary suite features a private balcony, an incredible shower, and a very generous walk-in closet.
Spanning four floors, all accessible by an elevator, the layout blends comfort and sophistication. Enjoy multiple spaces suitable for various needs, including office, gym, and a media room. Laundry on two floors adds convenience, while the third-floor balcony offers stunning views over downtown Greenwich, equally impressive by day or by night. The yard is surrounded by mature trees, providing privacy both inside and out. The house is generator-ready.
Experience the exceptional craftsmanship and attention to detail that sets this home apart.

Listing Courtesy of GREENWICH MLS / Listed By: BHHS New England Properties

$5,575,000 ^(USD)

Long Lots Area Single Family Home

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29 Sturges Commons Westport, CT 06880

6 Bed

9 Baths

8817 sqft

Masterfully crafted by Mattera Construction, this 12,000+/- sq ft residence sits on 1.3+/- pastoral acres on coveted Sturges Commons, a vibrant neighborhood known for block parties and a strong sense of community. Designed for both luxury and functionality, this home boasts exquisite custom finishes, soaring ceilings, and impeccable interior design. The main level offers a chef's kitchen, a stunning family rm with a fireplace, a library w/artisan cabinetry, and a grand living room. Upstairs, the breathtaking primary suite features a study, tray ceilings, a fireplace, dual dressing areas, and a spa-like bath. Four addl en-suite BR's and a lounge that can be combined for an in-law suite complete the level. The 3rd flr hosts a playroom, BR & bath. The walk-out LL delivers unmatched recreation with a theater, gym, and rooms for games, crafts, playroom & billiards. Outdoor living is elevated with a full-size, lit sport court, flagstone terrace, pool, spa, cabana, outdoor kitchen with BBQ and fireplace. A masterpiece of design and a sumptuous lifestyle.

Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$5,500,000 ^(USD)

Long Lots Area Single Family Home

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10 Debra Lane Westport, CT 06880

6 Bed

9 Baths

6981 sqft

Stunning 6 Bedroom 9600SF (including all 4 levels) Colonial in the heart of Westport. Built by Bluewater Home Builders, this stunning custom residence is situated on a private cul-de-sac in the central Hunt Club area. The traditional design boasts exceptional interior details, including soaring ceilings, beamed and coffered accents, shiplap paneling, and sleek millwork throughout all finished levels. The state-of-the-art gourmet Kitchen flows seamlessly into the grand Family Room, both opening to a covered bluestone patio featuring a fireplace, remote-controlled phantom screens, and a built-in outdoor kitchen-perfect for entertaining.The 1st floor office also opens to the peaceful yard and Patio. A 20'x45' saltwater Pool with automatic cover and sun ledge add a resort-like touch, complemented by mature landscaping, a koi pond, multiple gathering areas and a fire pit. Luxurious Primary Suite offers a soaring 11' ceilings, a fireplace, dressing/sitting room, and a marble spa bath. Five additional en-suite Bedrooms provide ample space for family and guests. The finished Lower Level includes a Game Room, Media Room with stadium seating, Gym, Wine Center and an 6th Bedroom. Finished 3rd floor offers bunk beds for sleep overs, a stage, an art area, lounge,cedar closet & abundant storage. Modern amenities include a generator and Lutron lighting system throughout. Located on a perfect acre, this home combines elegance, comfort, and convenience-just moments from all Westport amenity.

Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty

$5,499,000 ^(USD)

Greens Farms Area Single Family Home

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11 Tierney Lane Westport, CT 06880

6 Bed

9 Baths

6787 sqft

Combining classic design with modern detailing, this masterfully crafted home by an established local builder of premier residences is sure to delight even the most discerning buyer. Impressively positioned at the end of a private lane in the heart of the Greens Farms, this one of 2 exceptional custom homes. The main level exudes luxury, showcasing the expert millwork that flows throughout the beautifully proportioned Living Room, Dining Room and Study into the stunning Chef-inspired Kitchen that adjoins the sunny Family Room with fireplace and access to a large deck. The second level includes an elegant Primary Suite with built-in custom cabinetry, a fireplace and a spa-like bathroom, 4 additional ensuite Bedrooms, a Family Room/Lounge and a Sitting Room or Office. The third level has a Flex Space/Playroom. The handsomely appointed walk-out Garden Level features a 6th Bedroom, Full Bath, a Family Room, with a stylish well-equipped Bar, a Gym with mirrored walls and rubber floor, a tiered level Home Theater with pre-installed wiring, a Sauna and a room for a Wine Cellar. Graciously situated on 2 sunny picturesque acres with a Salt Water Swimming Pool, surrounded by a large Granite patio and a site for a Pool House. This exceptional home has just been completed and is available for immediate occupancy.

Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty

$5,450,000 ^(USD)

Compo Beach Area Single Family Home

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32 Burnham Hill Westport, CT 06880

6 Bed

7 Baths

6641 sqft

Experience refined coastal living in this exceptional hilltop residence, just a short walk to Compo Beach. Built by celebrated Bluewater Home Builders, this stunning Nantucket-style home set on a rare & secluded .92-acre property on a quiet cul-de-sac is ideally positioned on one of the area's most prestigious & sought-after streets, offering an unparalleled blend of privacy & lifestyle. This home is surrounded by beautiful landscaped grounds and features a gunite pool, spa & water views of Mill Pond. Spanning 4 finished levels, the home offers 6 bedrooms, 7 baths, including 2 home offices-perfect for today's lifestyle. The grand foyer leads to the Dining Room with Butler's Pantry and the Living Room with fireplace. At the heart of the home is the Gourmet Kitchen with upscale appliances and an open floor plan to the Family Room. There is a screened in 3 season porch off the kitchen. On the second floor the luxurious Primary Suite features its own private office and a 2nd floor balcony with water views. 3 additional bedrooms are ensuite. A private third floor offers a bedroom, full bath and balcony ideal for guests, family or a secluded work space. The finished above ground walk-out lower level to the pool/patio is designed for both relaxation and fun, complete with a Playroom, Exercise Room, Bedroom, Full Bath, Wine Cellar, second laundry area and extensive storage. There is a full house generator. NO flood insurance is needed. Minutes to train station. Vacation year round.

Listing Courtesy of SMART MLS / Listed By: Cindy Saul, Coldwell Banker Realty

$5,396,000 ^(USD)

Long Lots Area Single Family Home

Sold

19 Joann Circle Westport, CT 06880

6 Bed

9 Baths

2849 sqft

Elegant new construction home by Mattera Construction sits in the middle of one of the most centrally located neighborhoods in Westport. Dramatic 6 Bedroom home, features an inground Gunite Pool, while offering 6 full baths and 3 half baths on 4 finished levels. An oversized custom Kitchen with Breakfast area, Family Room, Office, Living Room , Dining Room, Mudroom and 2 half baths complete the main level. On the 2nd level the oversized Primary Suite features 2 large walk in closets and a private bath. 4 more en-suite Bedrooms and Baths plus a Laundry Room are also on the 2nd floor. The Lower Level boasts an additional Family Room, Gym and a Bedroom with Full Bath. The finished 3rd level offers an additional Playroom or Office plus a half bath. Custom details and finishes throughout!

Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty

$5,375,000 ^(USD)

Coleytown Area Single Family Home

Sold

9 Greenbrier Road Westport, CT 06880

7 Bed

9 Baths

11161 sqft

A RARE SECOND CHANCE. This estate drew multiple offers within days, then sellers pressed pause. With plans now finalized, it's back on the market. Charming. Unique. Soulful. These are the words the current owner uses to describe this exceptional estate-and from the moment you arrive, you'll understand why. Poised on 2.85 private acres, this exceptional estate seamlessly weaves timeless heritage with modern luxury. At its core: a preserved 1930 Frazier Peters stone cottage-now a 2-bed, 2-bath guest house. At its heart: a 2007 custom-built main residence by Coastal Construction, echoing Peters' signature stonework with scale and sophistication. Step inside and you'll understand why guests so often say, "Every room tells a story." A just-completed interior redesign has curated every finish, light fixture, and wall covering to create warmth and quiet elegance. The flow between rooms is not just open-it's meaningful, revealing itself gradually like a favorite novel. The barrel-ceilinged primary suite, sunlit kitchen, cozy living room, hidden reading nooks, and versatile third-floor retreat all invite you to live more slowly, more beautifully. A gym, media room, and music studio offer space to move, create, and unwind. Outside, a pool/spa, pool house, and terrace with fireplace and outdoor kitchen extend the experience. Offered fully furnished at an additional cost if desired. Where every detail invites you to live with intention, comfort and quiet luxury.

Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty

$5,300,000 ^(USD)

Riverside Area Single Family Home

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21 Lake Drive Riverside, CT 06878

6 Bed

5 Baths

6006 sqft

The house you've been waiting for in Riverside! Perfect location, sweet neighborhood, 6 bedrooms, 4.5 bathrooms, 2 offices, wrap around porch, beautiful view of the lake, close to the train and schools.. The house you dreamed you grew up in. Classic charm but fully renovatedl in 2025.

Listing Courtesy of GREENWICH MLS / Listed By: Lin Lavery, Coldwell Banker Realty

$5,250,000 ^(USD)

Ponus Ridge Area Single Family Home

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26 Pequot Lane New Canaan, CT 06840

6 Bed

8 Baths

9385 sqft

THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, RARE CUSTOM ELEVATOR, SPORTS TENNIS COURT, MEDIA ROOM, HIS & HER SEPARATE BATHS, ALSO INCLUDED ARE SEVERAL PRACTICAL AND FUN AMENITIES THAT GRACE THIS ONE OF A KIND HOME. WITH PRIVACY ON ALL FOUR SIDES THIS HOME PRESENTS ONE OF THE BEST LOTS, SCHOOL SYSTEMS IN CT. STONE WALLS & SPECIMEN PLANTINGS ABOUND AND ONLY 1.8 MILES FROM POUND RIDGE N.Y. AND 4 MILES FROM THE TOWN OF NEW CANAAN CT. NEW CANAAN IS ONE OF THE SAFEST COMMUNITIES IN THE TRI STATE AREA, A MUST SEE IN THESE TIMES. THE REPLACEMENT COST OF THIS HOME IS ESTIMATED AT OVER 10 M, SO AT THIS ASKING PRICE IT IS CLEARLY A GREAT DEAL. IT CAN BE SOLD FURNISHED IF DESIRED. IN ADDITION A POOL TABLE, EXERCISE EQUIPMENT, DESK, A MAGNIFICENT CHANDELIER ARE INCLUDED. CUSTOM BUILT BY THE ONLY OWNER IT IS A MUST SEE. YOU WILL NOT BE DISAPPOINTED. ITS BEAUTIFUL MOLDINGS, VERANDA AND CLASSIC DESIGNS ARE RARE IN TODAYS BUILDING COMMUNITY. WITH THE HIGHEST QUALITY CONSTRUCTION & APPLIANCES IT WILL SERVE THE NEW OWNERS WELL.

Listing Courtesy of SMART MLS / Listed By: Susan Morelli, Coldwell Banker Realty

$5,100,000 ^(USD)

Greenwich Area Single Family Home

Sold

459 Field Point Road Greenwich, CT 06830

5 Bed

5 Baths

4766 sqft

Much-admired stone & shingle carriage hse nestled on oversized .78-acre lot on historic Belle Haven Peninsula. Built in 1888, +/- 5,000 sq.ft home completely updated & renovated in 2006 w/many recent improvements. A long drive leads to this charming south-facing 5 BD, 4.5 Bth jewel w/classical accents including: detailed molding, hdwd flrs, oversized casement & bay windows, beamed & coffered ceilings & 4 fpls. Flexible fl plan balances formal & informal spaces anchored by sun-filled EIK adjacent to one of 2 generous FR's. Unique level property discretely set from the street w/broad lawn, entertaining terrace, perennial gardens, firepit & deck. Conveniently located to downtown Greenwich. Significant square footage available for future expansion, potential pool/pool hse. 2-car garage.

Listing Courtesy of GREENWICH MLS / Listed By: John McAtee, Coldwell Banker Realty

$5,036,000 ^(USD)

Long Lots Area Single Family Home

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125 Old Road Westport, CT 06880

6 Bed

9 Baths

2543 sqft

Experience the elevated ease of modern luxury in this brand new SIGNATURE Home by SIR Development, Westport's most respected ground-up RE developer with 30+ years & 300+ completed homes. Set on a scenic park-like acre w/ gunite pool & circular drive, conveniently located within walking distance of Long Lots School & shops, just 1.7 mi to train. Experience the grandeur of the soaring two story foyer, the generous artisan millwork, decorative accents & remarkable scale of 10 ceilings w/ character grade oak floors on main level. LR has unique modern built-ins & DR has a wall of glass. Grand in scale, the Great Room has a distinctive modern fpl, reclaimed antique wood beams that give organic authenticity, walls of glass & an open flow to breakfast rm into the kitchen, which was designed w/upgrades: full-size Sub Zero refrigerator & freezer, fully integrated Wolf cooktop & wall ovens, stunning waterfall island, cabinetry & pantry. Tucked away, arts & crafts workshop or office has a private entry & built-ins. The mudroom leads to 3-car garage & pool. Grand primary suite w/ incredible closets & lux bath. All en-suite BRs on 2nd flr. Finished 3rd floor w/ 2nd office, bonus rm & bath. The walk-out LL has 6th BR, full bath, gym, media, playroom. Quality construction, cohesive design & functional layouts are hallmarks of SIR SIGNATURE Homes.

Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$5,000,000 ^(USD)

Saugatuck Shore Area Single Family Home

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10 Surf Road Westport, CT 06880

4 Bed

4 Baths

5885 sqft

Custom-built waterfront retreat on Bermuda Lagoon is an extraordinary find. Lovingly maintained and never flooded, 100 feet of private beach, a deepwater dock, and breathtaking views of Long Island Sound and Bermuda Lagoon. Designed for year-round enjoyment, the home's soaring ceilings and expansive windows perfectly frame the stunning water vistas. Imagine savoring sunsets from the wraparound deck or cozying up by the fire as snow gently falls. Two dedicated offices, one on the main floor with a full bath, and a second in the primary suite with a private deck and panoramic Sound views provide ideal work-from-home solutions. The gourmet kitchen, complete with an industrial stove, is a chef's dream. The primary suite, a true haven, features a private deck, generous walk-in closets, and a spa-like bath. Three additional bedrooms, two with charming lofts, offer ample space for family and guests. The lower level, an entertainer's paradise with a fireplace warmed family room and a wellness oasis, recently upgraded 42-foot indoor pool, sauna, steam room, and gym. This rare waterfront sanctuary, complete with a full-house generator, offers a unique blend of natural beauty, luxurious living, and enduring tranquility.

Listing Courtesy of SMART MLS / Listed By: Inna Agujen, Coldwell Banker Realty

$5,000,000 ^(USD)

Long Lots Area Single Family Home

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129 Long Lots Road Westport, CT 06880

6 Bed

8 Baths

7663 sqft

One of the most impressive and distinctive offerings to become available in Westport, the historic "John Hyde V House" combines the magnificently restored original home with more recent additions and new updates. Accessed off Peabody Lane and set on nearly 2.5 tranquil acres of spectacular, landscaped property with a new swimming pool & waterfall spa, tennis court, enclosed garden, dining terrace, vast lawns and barn. The courtyard leads to a front porch and into the large entry hall with beams and the first of 8 fireplaces. This 6 bedroom, 6.2 bath residence offers every amenity for a gracious lifestyle. Period details add unique character to the living rm, office & sitting rms. The holiday-sized DR has fpl, stone-clad built-ins, dbl French doors to patio w/htd pergola. Entertaining-sized gourmet kitchen opening to a soaring Great Room, adjacent rec/play rm. Attached pool cabana w/full bth & 2nd laundry. The skylit stairs lead to the main section of the 2nd lvl, incl 4 BRs, each w/ a private bth, and a 2nd laundry rm. The plush primary suite with incredible designer bath & two lrg custom dressing rooms has a vast balcony overlooking this pastoral setting. Rear stairs lead to 2 addl BRs. Amazing mudroom leads to the attached garage. All new heating & cooling incl Viessmann boiler. Excellent storage space. This entire home and property has been enhanced w/ outstanding taste & quality, ready for you to enjoy. Just 1.7 miles to train to NYC; 0.4 mile to school.

Listing Courtesy of SMART MLS / Listed By: Alexander Chingas, Coldwell Banker Realty

$5,000,000 ^(USD)

Newport Heights (Newh) Area Single Family Home

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430 Aliso Avenue Newport Beach, CA 92663

4 Bed

5 Baths

3873 sqft

Nestled in one of Newport Heights’ most coveted enclaves, this exquisite custom home blends timeless architectural elegance with warm and contemporary charm. Meticulously crafted with an uncompromising dedication to detail, this residence captures well-appointed everyday living and effortless entertaining.

The classic façade with Bevolo gas-lit exterior lanterns, a heritage Magnolia tree and inviting front porch delivers striking curb appeal. Inside, the home unfolds effortlessy, rich natural textures, custom millwork, stone accents, and built-ins echo the principles of thoughtful modern farmhouse design while state-of-the-art systems add seamless modern functionality. Ten-foot ceilings offer a bright, airy and spacious feel, yet the home is balanced with comfortable and relaxed living.

The chef’s kitchen is outfitted with top-of-the-line Thermador and Sub-Zero appliances, 2 dishwashers, 3 ovens, an ice maker, and a 48” range. A spacious island with seating, 36” ceramic farm sink, walk-in pantry, and butler’s pantry. The kitchen flows seamlessly into the expansive great room/media lounge, where a 200” drop-down theater screen, 4K projector, and 75” wall-mounted TV create a world-class entertainment experience.

Oversized folding glass doors opening to a private backyard oasis. Enjoy nights around the built-in fire pit or relax in the pool or spa, this yard is designed for year-round enjoyment.

Each of the four ensuite bedrooms is generously sized and thoughtfully appointed. The primary suite is a private sanctuary, featuring a spa-inspired bathroom, walk-in closet with custom built-in’s

Additional highlights include: Two interior gas fireplaces, Family dining area, Built-in bar and two wine refrigerators, Advanced Crestron smart home, automation, Integrated audio, lighting, climate, and security systems, Water filtration and softening systems, Dedicated laundry room, Finished garage with epoxy flooring, A/C unit, and custom racking system, Copper rain gutters and down spouts, Side yard/dog run and more.

With thoughtful design that honors tradition while embracing innovation, this home perfectly balances the aesthetics of modern farmhouse living with the comforts of cutting-edge technology.

Located just minutes from award-winning schools, Lido Marina Village, the beach, the bay, and 17th Street’s vibrant shops and restaurants , this home offers the ultimate in coastal luxury and convenience.

Listing Courtesy of CRMLS / Listed By: Melissa "Missy" Barnes, Coldwell Banker Realty

$4,950,000 ^(USD)

Greenwich Area Single Family Home

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Address Not Disclosed Greenwich, CT 06830

5 Bed

9 Baths

5139 sqft

This New Construction single family in Downtown Greenwich is smart, alluring and sophisticated. The layout and architectural design blend seamlessly with uncompromising quality and details, both inside and out. Sundrenched with floor to ceiling windows, wide planked hardwood floors and an open floor plan make this home a true Gem. Complimented with state-of-the-art gourmet kitchen appliances and finishes, this is the consummate chefs dream. Exceptional primary suite hosts private balcony, two walk in closets and a luxurious bath. The large rear yard is amazing for downtown living. Glowing masterpiece, a true pinnacle of architectural harmony. This spectacular home is in a prime location a few blocks from "The Ave" know for its stunning shops, restaurants and easy proximity to the train.

Listing Courtesy of SMART MLS / Listed By: Barbara Zaccagnini, Coldwell Banker Realty

$4,950,000 ^(USD)

Greens Farms Area Single Family Home

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108 Clapboard Hill Road Westport, CT 06880

5 Bed

5 Baths

5312 sqft

On two sweeping acres in the heart of Greens Farms sits a quintessential antique home that has been there since 1920. Throughout their 28 years in residence, the current owners have refined and expanded impeccably, enlisting a local architectural team whose forte is historical accuracy, hidden function, and understated luxury. The oversized front door opens to a stunning foyer that provides a view of the property, bringing the outdoors in. With character and warmth, and an abundance of natural light, this is a rare gem w/views of the landscape from virtually every room. The library has the original Delft tile bordered fireplace, window-seats and walls lined with bookcases. The gracious living room welcomes you w/a fireplace, French doors to verdant gardens, and connects to a spacious dining room - also w/a wide fireplace and French doors to the terrace. Beautiful chef's kitchen with plentiful wooden and glass-paned cabinetry, butcher-block center island, and a top of the line suite of appliances. A sun-drenched dining area leads to an incredible family room w/a wooden cathedral ceiling, oversized fireplace and office. The exquisite central staircase leads to a second floor w/vaulted primary suite, one ensuite bedroom and two additional bedrooms that share a hall bathroom. There is also a guest room on the main floor, full bath and easy access to the pool and bluestone patio. The gunite pool is bordered by lilac hedges and a wisteria covered pergola - weathered to perfection.

Listing Courtesy of SMART MLS / Listed By: Lynne Nolan, Compass Connecticut, LLC

$4,950,000 ^(USD)

Greenwich Area Single Family Home

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42 Mallard Drive Greenwich, CT 06830

5 Bed

9 Baths

6000 sqft

Step into refined sophistication with this brand-new construction nestled in one of Greenwich's coveted downtown locations. Designed with contemporary elegance and meticulous craftsmanship, this stunning residence offers the perfect balance of upscale comfort and urban convenience. Boasting 5 bedrooms and 9 bathrooms, the home features an open-concept layout with soaring ceilings, wide-plank hardwood floors, and oversized windows that flood the space with natural light. The gourmet kitchen is a chef's dream, outfitted with custom cabinetry, premium stainless-steel appliances, and sleek quartz countertops. Retreat to the primary suite complete with a spa-inspired bathroom and walk-in closets. Enjoy seamless indoor-outdoor living with private terraces or a beautifully landscaped yard. Additional highlights include a home office, gym, location for a media room and a 2 car garage that can accommodate a lift. Located just steps from world-class dining, shopping, parks, and the train station, this residence redefines luxury living in Downtown Greenwich.

Listing Courtesy of GREENWICH MLS / Listed By: Barbara Zaccagnini, Coldwell Banker Realty

$4,925,000 ^(USD)

New Canaan Area Single Family Home

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114 Ferris Hill Road New Canaan, CT 06840

6 Bed

9 Baths

7700 sqft

The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular historical stone home anchored by a breathtaking 100 year old elm tree. A welcoming Dutch door leads to the expansive foyer. You can't miss the treasured telephone nook tucked under the original stairs as you enter. A second staircase leads to the masterfully designed custom kitchen with a generous butler's pantry and scullery. The family room with fireplace offers view of the large stone terrace and expansive gardens. The first level also includes sunroom, elegant dining and living rooms each wit a fireplace.

Listing Courtesy of GREENWICH MLS / Listed By: Marsha Charles, Coldwell Banker Realty

$4,925,000 ^(USD)

New Canaan Area Single Family Home

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114 Ferris Hill Road New Canaan, CT 06840

6 Bed

9 Baths

7700 sqft

The beloved 1925 Elmstone Estate situated on over 4 acres in the heart of Ferris Hill has been lovingly restored w/ high-end finishes that blend original charm and modern-day luxury. A gated drive leads to a spectacular iconic stone home anchored by a breathtaking historic elm tree. A welcoming Dutch door leads to the expansive foyer. A second staircase leads to the masterfully designed custom kitchen w/ a generous butler's pantry and scullery. The family room with fireplace offers views of the large stone terrace and expansive gardens. The first level also includes four-season sunroom, elegant dining and living rooms each with a fireplace. A paneled library with picturesque privacy, built-ins and wet bar is the ultimate home office. Storage abounds throughout the home, including a large primary suite with an oversized marble bath, walk-in closet, fireplace, and Juliet balcony. A wide, gracious hallway, leads to four more bedrooms and one with its own oversized private balcony. Basement level is complete with a home gym, wine cellar/tasting room, sauna, fp, and large utility space. This scenic property includes a breathtaking two-story multi-use modern barn and professional garages with eight-car parking, entertaining, and living spaces. Beautifully landscaped pool w/ pool house has a full bath and outdoor kitchen. The tennis court is a private gem bordered by stone walkway & pergola. Your own private club and oasis, this is a generational country estate not to be missed!

Listing Courtesy of SMART MLS / Listed By: Marsha Charles, Coldwell Banker Realty

$4,850,000 ^(USD)

Beach Area Single Family Home

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Address Not Disclosed Fairfield, CT 06824

5 Bed

6 Baths

5341 sqft

Welcome to 222 Sunnie Holme Drive, a stunning residence nestled in the highly sought-after Fairfield community. Rebuilt with an eye to all original period details and nuances. This beautifully maintained home offers spacious and inviting living areas filled with natural light, perfect for both entertaining and comfortable everyday living. Enjoy modern amenities combined with classic charm, featuring an updated kitchen, elegant finishes, and generous bedrooms. Step outside to a private backyard oasis and custom pool ideal for relaxation and outdoor gatherings. This home provides the perfect blend of suburban tranquility and urban accessibility. Don't miss the opportunity to make this exceptional property your new home!

Listing Courtesy of SMART MLS / Listed By: Lis Reed, Coldwell Banker Realty

$4,850,000 ^(USD)

Compo Beach Area Single Family Home

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14 Mayflower Parkway Westport, CT 06880

6 Bed

8 Baths

7600 sqft

Stunning, grandly-scaled & remarkably-built stone & shingle classic located in THE quintessential, Compo Beach neighborhood (quieter & NOT in the flood plain) w/expansive, private, level property, embraced by stone walls & scenic entertaining opportunities 2nd to none. Just a short walk to celebrated Westport beaches, Longshore Club, Saugatuck Center & Metro Nth Station footpath, in coveted AA zone, across from Aspetuck Land Trust wooded scenery. Thoughtfully-designed, impeccable 10,000+ SF on 3 levels + enormous walkup attic for expansion potential. Fabulous wide plank oak floors thru-out, stone detail, & many recent upgrades/improvements, incl gorgeous newly-resurfacd, heated pool/spa. Capacious interiors w/great flow, stately rooms & high-qual finishes, including: lux LR, library & banquet-sized formal DR w/extensive butlers pantry; spacious gourmet, prof-equip "front-to-back" country kitchen w/lg bkfst area & walk-in pantry; massive sunroom addt'n adjoining veranda & overlooking lush surroundings. Grand primary suite above has spacious sep sitting w/fpl, tray ceil, spa bth & 3 w-i closets, built-ins & coffee bar; 5 other fam BRs, incl enormous sep bonus suite; massive walkout lower entertaining level, equip w/bar, guest bth + poten. 7th BR. Covered front & rear porches, cabana, expansive bluestone patios in pool area, separate gourmet cooking area, Oversized garage/utility spaces & systems complete this inviting picture. Note: Owners have used bonus suite/6th BR as office

Listing Courtesy of SMART MLS / Listed By: Joni Usdan, Coldwell Banker Realty

$4,775,000 ^(USD)

Coleytown Area Single Family Home

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165 Bayberry Lane Westport, CT 06880

6 Bed

9 Baths

7594 sqft

6 Bedrooms | 6.3 Baths | 10,000 +/-| SQ. FT. | 1.2 +/- Acres This exquisite cedar shingle and stone home, meticulously crafted with the finest materials, sits on 1.2 level acres and offers 6 bedrooms, 6 full, and 3 half baths across four levels. The grand family room features soaring double-height ceilings, a cozy stone fireplace, and large windows, seamlessly connecting to the open-concept living areas. The lower level offers a full-swing golf simulator, gym, wine room, and multiple family rooms, while the outdoor space boasts an expanded patio, top-of-the-line outdoor kitchen, firepit, beautifully landscaped gardens, a sports court, and a serene water feature. This extraordinary home offers the perfect blend of luxury and tranquility, making it the pinnacle of modern living.

Listing Courtesy of SMART MLS / Listed By: Pamela Cornfield, Coldwell Banker Realty

$4,700,000 ^(USD)

Greenfield Hill Area Single Family Home

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2281 Redding Road Fairfield, CT 06824

5 Bed

5 Baths

3651 sqft

Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's kitchen opens to elegant dining and living areas, with French doors to a bluestone terrace designed for candlelit dinners under the stars. A first-floor guest suite with a full bath provides flexibility and privacy, while upstairs, four additional bedrooms-including a serene primary suite-offer refined comfort and room to breathe. Beyond the home, the grounds unfold like a private resort. A two-story pool house features a full kitchen, bath, and playful loft. A climate-controlled barn houses a Trackman 4 golf simulator, sauna, and space for training or unwinding. Outdoors, discover a saltwater pool and spa, sport court, vegetable gardens, wildflower meadow with carved walking trails, orchard of apple, cherry, and peach trees, and a cider press-all with a private path leading to the Patterson Club. Whether for weekends or a lifetime, this estate elevates every season and every gathering-minutes from town, yet a world apart.

Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty

$4,700,000 ^(USD)

Greenwich Area Single Family Home

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191 North Street Greenwich, CT 06830

4 Bed

5 Baths

4156 sqft

Experience a vacation-like ambiance every day in this beautifully renovated home, privately set back from the road with a spacious yard and serene pond views. This white brick French Colonial, reimagined with modern design elements, is both stylish and inviting.
The open-concept kitchen and family room create a bright gathering space, featuring floor‑to‑ceiling windows and doors that seamlessly connect to the outdoors. A walk‑in pantry and butler's pantry provide exceptional storage and flow into the formal dining room, complete with a wood‑burning fireplace—an ideal setting for memorable entertaining.
The second floor showcases a luxurious primary suite with a spa‑like bath, along with two additional ensuite bedrooms. The finish lower level offers flexible living options with a TV/playroom, kitchenette, bedroom and full bathroom, ample storage, a mudroom and access to the attached two-car garage.
The peaceful backyard has offered its current owners a deep sense of tranquility and well-being and they are confident it will bring the same positivity and prosperity to its next owners.

Listing Courtesy of GREENWICH MLS / Listed By: Sotheby's International Realty

$4,625,000 ^(USD)

Greens Farms Area Single Family Home

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10 Tierney Lane Westport, CT 06880

5 Bed

8 Baths

6135 sqft

This is the second of 2 custom homes, beautifully sited at the end of a private lane in the heart of Greens Farms. Combining classic design with modern detailing by an established local builder of premier residences, this masterfully crafted home is sure to delight even the most discerning buyer. The main level showcases expert millwork and warm white oak accents throughout, flowing from the Living and Dining Rooms with paneled walls into the Study with built-in cabinetry. The Chef's Kitchen with Wolf and Cove appliances adjoins the sunny Family Room which opens to a picturesque 1.4 acres with salt water Swimming Pool and Spa, surrounded by a handsome granite patio. An elegant Primary Suite with fireplace, luxurious Bathroom, dressing area and 2 walk-in closets with custom cabinetry, plus 4 additional Bedrooms with 3 additional Baths, a Family Room/Lounge and Laundry Room grace the second level. The third floor has a Playroom and an additional Flex Space/Office. The lower level features a Gym with mirrored walls and rubber floor, a Sauna, a handsome Bar and gathering area with a glass garage door that opens to a patio, a full bath plus an additional room with a private entrance for Media, Office or use as a Bedroom. Available for immediate occupancy.

Listing Courtesy of SMART MLS / Listed By: Laurie Crouse, Coldwell Banker Realty

$4,500,000 ^(USD)

Long Lots Area Single Family Home

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4 Peach Lot Place Lot Pl Westport, CT 06880

5 Bed

8 Baths

6112 sqft

Perfect Colonial o 4 finished levels with flat and private yard

Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty

$4,500,000 ^(USD)

Greenwich Area Land

Sold

0 Doverton Drive Greenwich, CT 06831

Bed

0 Baths

sqft

Listing Courtesy of GREENWICH MLS / Listed By: Benjamin "Ben" Cohen, Coldwell Banker Realty

$4,495,000 ^(USD)

Compo South Area Single Family Home

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104 Compo Road South Westport, CT 06880

7 Bed

8 Baths

5179 sqft

THE ESTATES AT SOUTH COMPO - SIR Development presents a stunning new enclave of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. Refined modern elegance awaits upon entering the large foyer. The heart of this home centers around an exquisite gourmet kitchen/great room space, noteworthy for both the scale and fine quality. The vast island, nearly full wall of glass, walk-in pantry, Thermador appls incl dbl dishwashers, a butler's pantry w/beverage chiller and unique style make the kitchen an amazing area to entertain. It opens into a glass-lined breakfast rm w/three exposures, and through to a fantastic fam rm w/modern beams. The DR showcases a statement light fixture. The office/library is tucked in a quiet corner w/a lit tray ceil, designer built-ins. Mudrm w/desk leads to att gar. The spacious 7 BR layout begins w/ 5 on the 2nd flr, highlighted by a primary suite w/ exquisite window, feature wall millwork, mega clsts, unique ridged wall bathrm. Fin 3rd flr has rec space & 6th BR w/bth. The fin, walk-out LL is a recreational haven w/a cabana bar to serve the landscaped pool area and several spaces to enjoy incl media/gym/play, lrg 7th BR & bath. Walk to town, shops, bike to Compo Beach, golf at Longshore, mins from train to NYC.

Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$4,475,000 ^(USD)

Coleytown Area Single Family Home

Sold

21 Warnock Drive Westport, CT 06880

6 Bed

9 Baths

9324 sqft

This striking architectural design meets refined luxury in a meticulously crafted 9,300+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern sophistication w/ premium finishes, contemporary design elements & sun-drenched living spaces. Soaring 10-foot ceilings on the first floor, expansive floor to ceiling windows, open flexible floorplan, & grand-scale rooms set the tone for luxury. The chef's kitchen that flows seamlessly into the great room is the heart of the home, featuring professional-grade appliances, custom cabinetry, & refined finishes. Upstairs, a decadent primary retreat offers a relaxing seating area & serene spa-like bathroom, w/ 4 additional spacious bedrooms, each w/ en-suite baths. Finished on 4 levels, including a walkout lower level w/ additional bedroom, full bathroom, exercise room, & expansive rec space. Designed for indoor & outdoor entertaining, the beautiful level 1 acre property features areas to relax & play w/ a heated 20x 40 swimming pool w/ automatic cover. The home has space for an elevator & includes an automatic generator. Located in a desirable Coleytown neighborhood, 21 Warnock offers proximity to Westport's top-rated schools, vibrant downtown area, and stunning beaches.

Listing Courtesy of SMART MLS / Listed By: Brett Lieberman, The Riverside Realty Group

$4,395,000 ^(USD)

Shorefront Park Area Single Family Home

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72 Shorefront Park Norwalk, CT 06854

4 Bed

7 Baths

4263 sqft

Welcome to 72 Shorefront Park-a recently built waterfront FEMA compliant masterpiece by renowned CJT Builders, where luxury and lifestyle meet in perfect harmony. Thoughtfully designed with the finest finishes and exceptional attention to detail, this elegant residence features 4 spacious bedrooms, 4 full en suite baths, and 3 half baths. Take in sweeping water views from nearly every room, or retreat to your private outdoor oasis complete with a sparkling pool, outdoor kitchen, and soothing hot tub. Boating enthusiasts will love the private dock with direct access to the tranquil waters of Long Island Sound-perfect for kayaking, paddle boarding, or exploring the picturesque Norwalk Islands. An in-home elevator provides seamless access to all levels, enhancing both comfort and convenience. Enjoy access to two association parks. Whether you're hosting unforgettable gatherings or savoring quiet waterfront moments, this exceptional home offers a refined blend of sophistication, comfort, and coastal charm and is ready for you to enjoy this summer.

Listing Courtesy of SMART MLS / Listed By: Peter Stuart, Darien Brokerage

$4,350,000 ^(USD)

Greens Farms Area Single Family Home

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26 Morningside Drive South Westport, CT 06880

7 Bed

8 Baths

6980 sqft

Now fully complete, this newly built residence in Greens Farms offers a rare blend of architectural presence, modern comfort, and understated luxury. Crafted by a seasoned Westport builder with a fresh perspective, the home delivers a level of finish and warmth that distinguishes it from typical new construction. The outdoor experience is now fully realized with a custom gunite pool and over $150,000 of additional landscaping, creating a private, resort-style setting designed for everyday enjoyment and entertaining. Inside, a chef's kitchen anchors the main level with bespoke cabinetry, professional appliances, and a generous island that naturally brings people together. Open dining and family spaces flow seamlessly, complemented by a private library and an oversized three-car garage designed for the car enthusiast. The primary suite is a serene retreat with sitting area, spa-inspired bath, and custom dressing room, joined by four additional en-suite bedrooms and second-floor laundry. The third floor offers a full movie theater, office, and game area, while the finished lower level features a climate-controlled wine room, sauna, gym, and secondary prep kitchen with full-size refrigerator and freezer ideal for hosting or extended stays. Bluetooth audio, designer lighting, integrated TVs, and three fireplaces enhance the home throughout. Minutes to train to NYC, Compo Beach, Westport's best amenities, this move-in-ready home represents exceptional value at this price.

Listing Courtesy of SMART MLS / Listed By: John Schiaroli, Coldwell Banker Realty

$4,325,000 ^(USD)

Ponus Ridge Area Single Family Home

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652 Ponus Ridge New Canaan, CT 06840

6 Bed

7 Baths

6843 sqft

Welcome to 652 Ponus Ridge Road, a stunning estate nestled on a quiet cul-de-sac surrounded by stone walls and a private gated entrance. This gracious home offers six spacious bedrooms featuring a pristine open kitchen with abundant natural light while, the adjacent multi-purpose prep kitchen and coffee bar serve to enhance everyday ease and entertaining. The expansive great room seamlessly blends contemporary style with all the warmth and comforts of home. A four season solarium with a French door brings the outdoors inside all year long. A wet bar with wine fridge, arched openings, and pocket doors leads to the paneled library/billiard room offering an ideal space for balancing work and play. Retreat to the primary suite with cozy fireplace, two walk-in closets, and a spa worthy bathroom boasting double vanities, oversized shower, and whirlpool tub- everything you need to unwind in comfort and style. There are five additional bedrooms and four bathrooms on the second level and a third floor studio. Two lower level rooms allow for plenty of exercise, games, and loads of movies! Surrounded by an array of ornamental trees, enjoy a relaxing plunge in the inviting pool and spa. Discover luxurious moments and endless sunsets under the heated cabana overlooking two level park-like acres. A rare and spectacular offering with a host of special features in a fabulous location!

Listing Courtesy of SMART MLS / Listed By: Marsha Charles, Coldwell Banker Realty

$4,321,000 ^(USD)

Greenwich Area Single Family Home

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6 Coachlamp Lane Greenwich, CT 06830

5 Bed

7 Baths

6166 sqft

Discover refined living in this elegant center hall colonial, ideally set on a private cul-de-sac just minutes from downtown Greenwich. Meticulous attention to detail is evident throughout, from sophisticated coffered ceilings to exceptional craftsmanship. The open-concept gourmet kitchen is the heart of the home, with generous counter space and a seamless flow into the spacious family room. Five ensuite bedrooms offer comfort and privacy, highlighted by a luxurious primary suite with its own sitting room for a serene retreat. Versatile living areas provide endless options for a home office, study, playroom, or home theatre. Additional features include a three-car garage, finished basement, and fenced yard.

Listing Courtesy of GREENWICH MLS / Listed By: Barbara Zaccagnini, Coldwell Banker Realty

$4,300,000 ^(USD)

Old Quarry Area Single Family Home

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250 Joshua Point Road Guilford, CT 06437

4 Bed

5 Baths

4325 sqft

Welcome to an unparalleled living experience at 250 Joshua Point Road, Guilford, CT. This magnificent Nantucket style home offers the perfect blend of luxury, comfort, and breathtaking views, making it an ideal sanctuary for those seeking the finest in coastal living. This prestigious 2 acre estate sits at the end of a peninsula and boasts direct access to the serene waters of Long Island Sound, providing panoramic views, tranquil ambiance, and total privacy. Designed with meticulous attention to detail, the property features a harmonious blend of classic New England charm and modern sophistication. The exterior showcases elegant stonework, expansive windows, and beautifully landscaped grounds. The interior is a masterpiece of design, offering spacious and light-filled rooms. The generous foyer welcomes you to the main living spaces with soaring ceilings, and clear story windows. The open-concept first floor includes a gourmet kitchen equipped with a large island, a formal dining room, and a generous breakfast area. These areas open directly onto an expansive patio overlooking Long Island Sound and The Thimble Islands. The first floor also includes a cozy library with fireplace and private office space. The home has multiple luxurious bedrooms, each with its own en suite bathroom, including a suite on the main floor. The master suite is a private retreat, featuring a spa-like bathroom, two walk-in closets and magnificent views of the water.

Listing Courtesy of SMART MLS / Listed By: Jane von Holzhausen, Coldwell Banker Realty

$4,275,000 ^(USD)

Long Lots Area Single Family Home

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86 Old Road Westport, CT 06880

6 Bed

6 Baths

7960 sqft

Magnificent move-in ready new construction brought to you by Sound Home Builders. Centrally located in the heart of Westport's coveted Long Lots, Hunt Club and Greens Farms neighborhoods. Elegant design and finishing detail, soaring ceilings and master craftsmanship throughout. Oversized European windows and doors fill the home with natural light. The kitchen features custom cabinetry, warm hues, designer lighting, gourmet appliances and spacious layout. Arched doorways grace a holiday-sized dining room with full wet bar, adjoined by the awe-inspiring living room with serene backyard views and beautiful wood burning fireplace. Convenient first floor guest bedroom and full bath. The large and open primary suite showcases a breath-taking cathedral ceiling and spa-like setting. The walkout basement includes 9' ceilings, an au pair's bedroom and full bath, a generous amount of multi-functional space, a large gym, plus room for a home theater, game room or bar area. Oversized doors open to a large patio overlooking the heated gunite pool, adjoining bluestone patios and outdoor fireplace - surrounded by flat lawn, mature trees, colorful plantings and full fence enclosure. Three-car garage has ample room for storage.

Listing Courtesy of SMART MLS / Listed By: Tom Preston, Keller Williams Realty

$4,225,000 ^(USD)

Greens Farms Area Single Family Home

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49 Hillspoint Road Westport, CT 06880

5 Bed

7 Baths

6320 sqft

Set discreetly at the end of a long drive and screened by mature landscaping, this exceptional Hillspoint residence offers a surprising sense of privacy in one of Westport's most convenient coastal settings. Just moments from Longshore Club Park, Compo Beach, town and train, it perfectly blends luxury, lifestyle and accessibility. Inside, soaring ceilings and sun-filled spaces create a light, airy flow enhanced by high-end finishes throughout. Designed for everyday living and effortless entertaining, the expansive chef's kitchen with double refrigerators, dishwashers and ovens anchors the home, opening to inviting dining and gathering spaces. Upstairs, a private family wing with its own library and a finished third-floor retreat provides flexible space for study, play or creative pursuits. The walk-out lower level elevates the experience with a laser home theater, media lounge, gym and game room for year-round enjoyment. Outdoors, a heated saltwater pool and spa, pergola and sweeping lawn framed by roses and grasses create a private resort setting. Savant smart home technology offers integrated music inside and out, lighting controls, automated shades, full irrigation, landscape lighting and comprehensive security, all managed from your phone. Peaceful, refined and unexpectedly serene, this home lives like a retreat while placing you at the center of everything Westport has to offer.

Listing Courtesy of SMART MLS / Listed By: Michelle&Team, Westport

$4,199,000 ^(USD)

Long Lots Area Single Family Home

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1 Greystone Farm Lane Westport, CT 06880

5 Bed

6 Baths

5182 sqft

Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a "farm-to-table" lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous landscaped oasis. This home is for those who value both grand-scale entertaining and quiet everyday comforts. It's conveniently located to all town amenities, trendy downtown dining, and transportation hubs, while still maintaining the privacy of country living.

Listing Courtesy of SMART MLS / Listed By: Lisa Hartmann, William Pitt Sotheby's Int'l

$4,160,000 ^(USD)

Beach Area Single Family Home

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324 Sunnieholme Drive Fairfield, CT 06824

4 Bed

5 Baths

4432 sqft

HIGHEST AND BEST OFFERS DUE TUESDAY 1/27/26 5PM. A Quiet Circle. A Life Well-Lived. Just twelve homes. One private green. And a sense of calm that's increasingly hard to find. Welcome to 324 Sunnieholme Drive - a custom Jack Franzen-designed residence nestled in one of Fairfield Beach's most coveted enclaves. Built in 2010 and inspired by timeless architecture, this home captures the romance of shingle style with the ease of modern coastal living. Inside, sunlight moves freely. The floor plan feels open yet personal, with spaces that flow and flex as life changes. A first-floor office with full bath becomes a guest suite when needed. A finished third floor offers privacy and comfort. The lower level invites play, fitness, or escape. Out back, a private patio offers the perfect place for morning coffee or evening wine - surrounded by garden greenery and the hush of a quiet lane. All just a walk away from the beach, train, and the town center. Meticulously kept and quietly refined, this is beachside living without pretense. Custom. Turnkey. Enduringly rare.

Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty

$4,100,000 ^(USD)

In-Town Area Single Family Home

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32 Webb Road Westport, CT 06880

8 Bed

9 Baths

6863 sqft

Discover luxury living in the heart of Westport at 32 Webb Road, a newly built 2026 Colonial offering 8,412 square feet of open-concept living on a private 0.64-acre cul-de-sac lot just minutes from Compo Beach. This exceptional new construction features 8 ensuite with a first floor and 9 bathrooms, including a stunning primary suite with a private balcony, walk-in closet, and spa-like bath. A first floor guest with ensuite bathroomMultiple flexible spaces are ideal for entertaining, working from home, or multi-generational living. The gourmet chef's kitchen is the centerpiece, outfitted with top-of-the-line appliances, custom cabinetry, and seamless flow into sun-filled living and dining areas with soaring ceilings and designer finishes. This property includes a fully approved pool permit, pool already staked out-offering a clear vision for a luxury outdoor oasis. Buyers can move forward immediately, eliminating the uncertainty of approvals-a key advantage in the Westport market. The private backyard is perfect for entertaining and relaxation, with ample space for a resort-style experience. Highlights include custom millwork, high ceilings, natural light, attached garage, and brand-new modern systems. Located 0.5 miles to Compo Beach, moments to downtown Westport's shopping, dining, and Metro-North for easy NYC access..A rare opportunity to own a luxury new construction home in Westport-combining location, scale, and long-term value in one exceptional property.

Listing Courtesy of SMART MLS / Listed By: Judy Michaelis, Coldwell Banker Realty

$4,100,000 ^(USD)

Greenwich Area Single Family Home

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151 E Elm Street Greenwich, CT 06830

5 Bed

7 Baths

5000 sqft

Modern chic with glamour, this new construction single family home is located in Downtown Greenwich. Sundrenched with floor to ceiling windows, the open floor plan, chef's kitchen and large rear yard is ideal for downtown living. Exceptional primary suite hosts a private balcony, two walk in closets and a luxurious bath. The layout and architectural design blend seamlessly with upcoming quality and attention to detail, both inside and out. Location, lot and layout with yard space create the perfect blend of sophistication and style making it easy to call this home.

Listing Courtesy of GREENWICH MLS / Listed By: Barbara Zaccagnini, Coldwell Banker Realty

$4,025,000 ^(USD)

Greens Farms Area Single Family Home

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42 Morningside Drive South Westport, CT 06880

6 Bed

8 Baths

5760 sqft

Nestled within a picturesque enclave of distinguished luxury homes in Westport's coveted Greens Farms neighborhood, you'll know you've arrived as mature, stately hedges guide you down a flowering, tree-lined driveway. This Hampton-style home has been masterfully reimagined and updated by its current owners. It sings with natural light, refined millwork, custom moldings, and offers an elegant blend of classic craftsmanship with today's modern comforts. Every room invites a sense of grace and tranquility, while still offering impressive scale and presence. The generously proportioned public rooms showcase walls of windows. The Study is cozy and richly appointed. The white Eat-in Kitchen is just wonderful and opens to the Family Room and has French doors to the patio. Thoughtful details abound: 4 fireplaces, rich paneling, and finely crafted built-ins offer warmth and character throughout. All ensuite, this 5/6 bedroom home offers a charmed lifestyle that exudes versatility and privacy. The walkout lower level includes an oversized recreation room, pool changing room (or bdrm 6), and generous storage. Step outside and enjoy resort-like living with an oversized pool and spa, a ground level and elevated patio, and the most magnificent 1 acre backdrop of matures trees, bushes, and flowers. Ideally located just minutes from Westport's beaches, boutiques, and restaurants, and only a short sidewalk stroll to GFS, "The Hedges on Morningside" - I can't wait to show you this beauty.

Listing Courtesy of SMART MLS / Listed By: Jaclyn Picarillo, Higgins Group Bedford Square

$4,000,000 ^(USD)

Candlewood Lake Area Single Family Home

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164 North Lake Shore Drive Brookfield, CT 06804

4 Bed

6 Baths

4362 sqft

Exceptional Candlewood Lake offering. Discover Lake Living at It's Ultimate! Amazing, expansive 6500+SF open plan, offering 4/5 BRs, 5 full & 2 half baths with enticing lake views in every direction! Completely level lot, 2 car att. garage & plenty of parking in the paved level driveway. A grand entry welcomes you to sweeping lake vistas through walls of windows from the living room, dining room, kitchen, sunroom & primary ste on the 1st floor. Three bedrooms, loft , sitting room and office also boast the same dynamic views. The great room offers open flow from the living to dining room and kitchen with adjacent sunroom: ideal entertaining space. The efficient, custom off white kitchen hosts an island bar, gas cooktop, double ovens with convection, 2 dishwashers, Monogram fridge plus double drawer refrigerator & 2 sinks. A custom designed elevator & a stunning turn stair access the upper floor. A second primary with vaulted sitting room & full bath, a third bedroom, full bath & an attached room can be a fabulous bunk room. Wide plank hardwood floors, on main 2 levels plus an expansive,W/O family room on the lower level create a sumptuous lake oasis. The 44 ft family room with tile floors, summer kitchen, game room plus 1 full & 1 half bath boast lakeside convenience & share the same special views. Ideally situated, close to the lake with a lakeside bluestone patio & stone steps that lead to the newer dock Just 70 min. to NY city. A true lake paradise! Don't Miss It!

Listing Courtesy of SMART MLS / Listed By: Barbara Sivba, Coldwell Banker Realty

$3,995,000 ^(USD)

Greenwich Area Condominium

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57 Locust Street A Greenwich, CT 06830

5 Bed

7 Baths

4577 sqft

Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is close distance to everything the downtown area has to offer- train, shops, library and restaurants.

Listing Courtesy of GREENWICH MLS / Listed By: BHHS New England Properties

$3,995,000 ^(USD)

Greenwich Area Condo

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57 Locust Street A Greenwich, CT 06830

5 Bed

7 Baths

4182 sqft

Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is walking distance to everything the downtown area has to offer- train, shops, library and restaurants.

Listing Courtesy of SMART MLS / Listed By: Nina Frandson, Berkshire Hathaway NE Prop.

$3,963,000 ^(USD)

Compo South Area Single Family Home

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102 Compo Road South Westport, CT 06880

7 Bed

8 Baths

5179 sqft

THE ESTATES AT COMPO SOUTH - SIR Development presents the last of two luxury residences set back on beautiful property, each with their own distinct Modern style and pool. Officially designated by the State of CT as a Scenic Roadway, this location offers ultimate convenience to every amenity that makes Westport one of the most highly desired towns in the nation. This elevator-ready home begins with a spectacular glass-lined foyer, filling the entire layout with sun. The private office/library with extensive built-ins provides a wonderful place to work. The dining room is accented by steel-framed glass panels and a crisp tray ceiling detail, while the butler's pantry has a fluted backsplash. The incredible gourmet kitchen features a pale oak-accented ceiling, generous island, Thermador appls incl double dishwashers and massive ref/frz. The open flow continues into the fam rm w/bold coffered ceil detail, linear gas fpl and glass doors to the deck. The oversized mudrm links the hub of the home to the garage and casual entry. Upstairs, the first 5 BRs incl the primary suite, which is an awe-inspiring sanctuary of refined design and ultimate comfort, beginning w/the cath ceil BR w/fpl, massive dbl clsts, a designer bath & more. Each BR has unique appeal. 3rd flr bonus space & the 6th BR. The finished, walk-out LL has the 7th BR, rec/gym/media, cabana bar for poolside entertaining, all stepping out to a patio. Just moments to Compo Beach, Longshore Club Park, train and town.

Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$3,950,000 ^(USD)

New Fairfield Area Single Family Home

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8 Heritage Island Road New Fairfield, CT 06812

4 Bed

4 Baths

4002 sqft

A Unique Opportunity! Sail Harbour Club, on Candlewood Lake, showcases this Rare Waterfront Find! Completely level property w/west exposure,195 ft frontage, dock, beach, IG pool & spa, on a private 1.44 acs. The stunning open plan exudes a casual elegance.The vaulted great room has a floor to ceiling stone fireplace, hand hewn beams, new hardwoods & amazing views from walls of windows, overlooking an idyllic yard. The expansive kitchen w/a large island bar overlooks both dining room & kitchen eat-in area surrounded by windows & sliders, bringing the outdoors in. Granite counters tops, white wood cabinets, stainless appliances & new hardwood floors, ideal for gathering. Sliders lead to the bluestone, canopied patio & lush lawn to lake with new dock & lakeside beach. The main level owner's suite offers a private oasis, grand bath with double sinks, granite counters, frameless glass shower & even a bidet.Two oversized bedrooms with newly renovated full baths flank the vaulted loft/office, all with dynamic lake views. wide plank floors, tiled baths, abundant closet space & custom built-ins with quality details. A 23 x 24 bedroom over the garage serves as an ideal guest space or bunk room. Another full bath, in the main level mudroom offers easy access from yard & pool. The lower level is ready for media/game room & is equipped with a maids quarters/office. Extensive custom renovations make this a true lake find! SHC amenities include:tennis, pickleball, clubhouse, beach & marina!

Listing Courtesy of SMART MLS / Listed By: Barbara Sivba, Coldwell Banker Realty

$3,900,000 ^(USD)

Greenwich Area Single Family Home

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141 Woodside Drive Greenwich, CT 06830

4 Bed

4 Baths

3386 sqft

Total renovation of a waterfront 4 bedroom, 3 and 1/2 bath Colonial sited on 0.44 level acres in the Milbrook Association. The new entrance vestibule opens to a double height ceiling and an open plan living room, sun-filled office and kitchen with westerly views of the Lower Lake. The new gourmet, eat-in kitchen is easily accessed from a two car garage and adjoins a formal dining room with a picturesque bay window. An extensive stone terrace can be accessed from the sunroom, living room, kitchen area. The second floor includes a primary bedroom with a cathedral ceiling, two custom closets, renovated en-suite bathroom with separate shower and floating, soaking bath and private deck. Also on the second floor, 3 secondary bedrooms with vaulted ceilings, 2 renovated baths and laundry.

Listing Courtesy of GREENWICH MLS / Listed By: Miha Zajec

$3,895,000 ^(USD)

Coleytown Area Single Family Home

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17 Vineyard Lane Westport, CT 06880

5 Bed

6 Baths

5645 sqft

Stunning custom-built residence, newly completed in 2024, set within one of Westport's most coveted enclaves. Impeccably designed, this home offers soaring ceilings, refined finishes, and exceptional craftsmanship throughout. At the heart of the home, a chef's kitchen features an oversized center island, Thermador appliance package, seamlessly opening to the dining room adorned with Thibaut wallpaper. The family room showcases vaulted ceilings, a Carrara marble gas fireplace, and French doors leading to the backyard and patio for effortless indoor-outdoor living. The main level also includes a formal living room, office, powder room, mudroom, and access to a three-car garage. Upstairs, the primary suite features vaulted ceilings, two oversized walk-in closets, and a spa-like bath with double vanities, soaking tub, and glass-enclosed shower. Three additional bedrooms, two full baths, and a spacious laundry room complete the second level. A finished third floor provides a versatile bonus room with full bath. The lower level features a media room, fitness space, second office, and ensuite guest suite. Professionally landscaped and fenced, the grounds offer privacy and a beautiful setting for outdoor living. Just minutes to Westport's beaches, shopping, dining and metro north for seamless access to NYC.

Listing Courtesy of SMART MLS / Listed By: Jennifer Leahy, Compass Connecticut, LLC

$3,875,000 ^(USD)

Compo Beach Area Single Family Home

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4 Buena Vista Drive Westport, CT 06880

5 Bed

5 Baths

3129 sqft

Want to enjoy everything there is to love about the beach area, without the hassle of a flood zone? This home has everything you need. Perched at the top of Compo Hill, 4 Buena Vista Drive is a picture perfect colonial with water views and modern upgrades.This beautifully maintained home offers a traditional layout with high ceilings, arched doorways, and abundant natural light from the oversized windows. Thoughtful details include custom millwork, a butler's pantry, and spacious living/dining room great for entertaining. An open kitchen with high end appliances overlooks the family room with lots of custom built ins and a wood burning fireplace. Upstairs, the primary suite includes dual closets, wonderful water views, and a private deck creating a serene retreat. Primary bath has radiant heat. Three other upstairs bedrooms are spacious and flexible, including one with a Murphy bed for multipurpose use. In the lower level, there is a versatile hangout space and an additional bedroom which has access to a full bath. A generous mudroom for all your belongings, and 2 car tandem garage with lots of storage space rounds out this level. Enjoy the outdoors with a stone patio for dining, and admire the professional landscaping throughout the property. A whole-house generator and countless upgrades ensure comfort and peace of mind.

Listing Courtesy of SMART MLS / Listed By: Debra Shaughnessy, Coldwell Banker Realty

$3,870,000 ^(USD)

Coleytown Area Single Family Home

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42 Easton Road Westport, CT 06880

6 Bed

7 Baths

5227 sqft

Majestically sited behind a classic stone wall and fence on 1.16 dry flat acres, this exceptional 6-bedroom, 5.2-bath residence offers the perfect blend of elegance, comfort, and modern living. Designed by noted local architect William A. Achilles, the home showcases a dramatic open floor plan filled with natural light and refined architectural detail across three beautifully finished levels. At the heart of the home is a stunning chef's kitchen featuring state-of-the-art appliances, custom cabinetry, and generous gathering spaces ideal for entertaining and everyday living. A private study provides the perfect work-from-home retreat, while the luxurious primary suite offers a serene escape with a spa-like bath and abundant closet space. There are 4 additional Bedrooms on the 2nd floor. The Lower level boasts a legal 6th bedroom and bath, a gym and a perfect spot for an in-home theatre. Thoughtful craftsmanship and high-end finishes are evident throughout, complemented by a 20kw generator for peace of mind. Outdoors, enjoy your own private resort with a gunite pool, spa, and automatic cover, surrounded by expansive lawn, gorgeous patio and mature landscaping with an in-ground irrigation system-perfect for play, relaxation, and entertaining. This is a rare opportunity to enjoy timeless design, modern amenities, and exceptional space both inside and out.

Listing Courtesy of SMART MLS / Listed By: Linda Skolnick, Coldwell Banker Realty

$3,800,000 ^(USD)

Greens Farms Area Single Family Home

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18 Woodhill Road Westport, CT 06880

6 Bed

7 Baths

7092 sqft

Nestled near the end of an upscale cul-de-sac in prime Greens Farms, the newest SIR SIGNATURE Home blends timeless design with modern luxury on beautifully flat, private grounds. A heated gunite pool with auto cover anchors the expansive backyard w/ two connecting raised patios creates a true indooroutdoor retreat. Inside, sunfilled spaces showcase the craftsmanship SIR is known for. High ceilings, custom millwork, wide-plank oak floors, and a stunning chef's kitchen opens to a spacious family room w/ a distinctive beamed ceiling & walls of glass overlooking the property are just some of the highlights which place this fine home in a class of its own. The purposeful layout offer effortless flow for everyday living and entertaining. Six bedrooms include a serene primary suite w/ spa inspired bath incl floating white oak vanity and generous dressing room. The finished third floor provides flexible bonus space w/ bath for work or play, while the fully finished walk-out lower level offers recreation, fitness, and media options. The private office with custom cabinetry provides an ideal place to work in serene surroundings. Thoughtful amenities like designer lighting, a terrific mudroom, pantry, and attached garage complete this exceptional home. Close to Greens Farms school, beaches, walk to Westport Tennis Club and only 1.6 mi to train. A rare opportunity to buy from Westport's most trusted builder with over 300+ completed homes in one of the town's most coveted neighborhoods.

Listing Courtesy of SMART MLS / Listed By: Douglas "Doug" Bross, Coldwell Banker Realty

$3,800,000 ^(USD)

Greenfield Hill Area Single Family Home

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1084 Sturges Highway Fairfield, CT 06880

6 Bed

9 Baths

6897 sqft

Luxury Living on the Fairfield/Westport Border. "Sturges Manor" is an exceptional 6-bedroom, 8-bath estate that offers a rare combination of privacy, elegance, and resort-style amenities - just minutes from the Post Road and 50 miles from NYC. Enjoy multiple town centers and restaurants. The house features expansive, sun-filled interiors ideal for everyday living and entertaining. Recently refreshed with new paint and carpeting, the home includes a formal living and dining room, a large eat-in kitchen, and generously sized family spaces throughout. The finished lower level is designed for wellness and fun, with a 6-person sauna, steam shower, and a spacious game/media room. A third-floor flex space offers the perfect spot for a yoga studio, home office, or quiet retreat. The outdoor experience is equally impressive: a heated saltwater pool and spa, tranquil ponds, a cascading waterfall, and lush manicured lawns set the tone for relaxed luxury. Entertain with ease using the fully equipped outdoor kitchen and fire pit, or shoot hoops on your basketball court. Additional highlights include a full gym, wine cellar, elevator servicing all levels, and two separate 3-car garages-ideal for collectors. A pre-paid landscaping contract through 2031 ensures the grounds remain pristine year-round. Close proximity to some the CT's best private and public schools. This is an extraordinary opportunity to enjoy the best of Fairfield County in a setting that feels like a private resort

Listing Courtesy of SMART MLS / Listed By: Andrew Whiteley, Brown Harris Stevens

$3,750,000 ^(USD)

Old Hill Area Single Family Home

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12 Old Hill Farms Road Westport, CT 06880

5 Bed

7 Baths

6406 sqft

Beautifully renovated vintage home offers timeless character on a professionally landscaped acre in coveted Old Hill. With 5 bedrooms, 5 full and 2 half baths with generous space and classic charm. The formal living room and elegant library both with fireplaces and hardwood floors create a warm and welcoming space for relaxing and entertaining. A spacious kitchen featuring a large center island, high-end appliances and seamless flow to the inviting family room with fireplace overlooks the grounds. The first floor also includes a private home office and a guest bedroom with en suite bath-perfect for visitors or multigenerational living.Upstairs, the serene primary suite includes a sitting area, dressing room and en suite bath with soaking tub. Two additional bedrooms each with bath complete the second floor. There is a large light-filled studio/bedroom ideal for long term guests or a private retreat above an attached 3-car garage. Outdoors, there are patios for sunning, a space for grilling and luxurious gunite pool with pergola. This home has been thoughtfully updated with modern amenities creating a truly special place to call home.

Listing Courtesy of SMART MLS / Listed By: Emily Gordon, Coldwell Banker Realty

$3,750,000 ^(USD)

Compo Beach Area Single Family Home

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312 Compo Road South Westport, CT 06880

4 Bed

4 Baths

3215 sqft

Coastal Living at Its Finest - Compo Beach, Westport, CT Some homes are simply houses - others are a lifestyle, and this exceptional Compo Beach Colonial is unmistakably the latter. Built in 2012 and maintained in pristine condition, this 4-bedroom, 3.5-bath residence offers the rare combination of newer construction quality and effortless coastal elegance, nestled just minutes from the sparkling shores of one of Westport's most coveted neighborhoods. Step inside to an open, airy floor plan bathed in natural light, where a spectacular great room and chef's kitchen flow seamlessly together - crisp whites, soothing blues, and natural textures creating a relaxed yet decidedly high-end atmosphere that simply lives beautifully. When the weather calls, the oversized porch becomes the true soul of the home - the perfect setting for morning coffee, evening gatherings, and the unhurried moments that define summer on the Connecticut shore. Upstairs, the primary suite redefines comfort with a private sitting room, home office, and a spa-inspired bath featuring heated floors, a heated towel rack, and a deep soaking tub - thoughtful luxuries that make every day feel like a getaway. With generous secondary bedrooms, meticulous finishes throughout, and a location that puts Compo Beach, Westport's beloved amenities, and Metro-North all within easy reach, this is coastal Connecticut living at its absolute finest.

Listing Courtesy of SMART MLS / Listed By: Jillian Klaff, Coldwell Banker Realty

$3,750,000 ^(USD)

Southport Area Single Family Home

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944 Pequot Avenue Fairfield, CT 06890

6 Bed

6 Baths

4307 sqft

Step into history in the heart of Southport Village, where this location doesn't get any better! On Pequot Ave, and just a short stroll to the beach, harbor, village shops, dining, library, and train to New York City, this beautifully restored 1853 Colonial was once home to Miss Augusta Smith's Seaside Seminary. The residence has been reimagined for today with warmth, elegance, and every modern comfort. Behind its gracious front porch and classic lines, over 4,300 sf unfold with light-filled rooms, hardwood floors, and three wood-burning fireplaces that invite gathering. The home offers six bedrooms, including two primary suites--one on the first floor and one upstairs--each a private retreat with spa-like baths. A country kitchen with its own fireplace, banquette dining, and French doors to the terrace becomes the heart of the home, perfect for everyday living and entertaining. Outdoors, stone walls and sweeping lawns frame a terrace where privacy abounds, and that looks over the guest cottage, playhouse, and charming red barn. The 1,100 sf cottage, complete with living room, kitchen, and bedroom suite, is ideal for visitors or extended stays. This one-of-a-kind gem of a property blends history, charm, and convenience... an opportunity to live in one of Connecticut's most cherished seaside villages!

Listing Courtesy of SMART MLS / Listed By: Libby McKinney Tritschler, Fairfield/Southport Team Afa

$3,700,000 ^(USD)

Beach Area Single Family Home

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254 Penfield Road Fairfield, CT 06824

5 Bed

5 Baths

4856 sqft

Rare beach area gem that checks ALL the boxes! With almost 5,000 square feet of living space on a rare and very private .43-acre lot, this highly custom home features a heated saltwater pool, spa/hot tub, 4-floor elevator, and so many high-end amenities. With an exceptionally wide footprint, this home offers 5-6 bedrooms, 4.5 bathrooms, 9-foot ceilings, front and back decks, a full-house generator, and an expansive garage with room for cars, bikes, and plenty of storage. The first floor boasts an open floor plan with stunning chef's kitchen, complete with an island, Sub-Zero refrigerator, and high-end appliances. A spacious family room with gas fireplace adjoins the living room and kitchen, while a butler's pantry connects to the dining room. The primary suite features a spa-like bath with radiant floor heating, an expansive walk-in closet, a gas fireplace, and a private balcony overlooking the yard and pool. 3 additional bedrooms with en-suite baths and a laundry room with sink complete this level. The third floor - also accessible by elevator - offers 2 more bedrooms and a fantastic recreation room with a serving bar, beverage center, an additional full bath, and generous storage. Custom paneling, built-ins, and window treatments throughout. Extensive, mature landscaping with irrigation in both front and back yards creates a lush outdoor setting, complete with a covered entertaining area on the lower level. Downtown, the train, and the beach are all just steps away!

Listing Courtesy of SMART MLS / Listed By: Ava Fisher, Coldwell Banker Realty

$3,650,000 ^(USD)

Back Country Area Single Family Home

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7 Mountain Laurel Drive Greenwich, CT 06831

5 Bed

6 Baths

4680 sqft

Country meets modern is this beautifully renovated turn-key home set on a private cul-de-sac. This home offers all the amenities to enjoy today's modern lifestyle. It's the perfect size for your first home in Greenwich or to scale down from a larger home. A two story entry welcomes you home. The living room features new hickory hardwood floors, glass front wine cabinets and a wet bar to service the adjacent covered porch and cedarwood spa for outdoor entertaining. The new reconstructed carrera marble and soapstone kitchen features Wolfe, Sub Zero and Miele appliances. The new primary bedroom has a cozy fireplace, direct access to the cedarwood spa and a new luxurious bath. 3 en suite bedrooms are on the upper level. The lower level offers an office or rec room and the fifth bedroom/exercise room. All this close to Greenwich's great restaurants,parks and beaches as well as a short drive to Armonk and Bedford, NY. Possible pool site in attached documents.

Listing Courtesy of SMART MLS / Listed By: Darlene Letersky, Coldwell Banker Realty

$3,650,000 ^(USD)

Greenwich Area Single Family Home

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7 Mountain Laurel Drive Greenwich, CT 06831

5 Bed

6 Baths

4680 sqft

Country meets modern is this open and bright turn-key home set on a private cul-de-sac. This home offers all the amenities to enjoy today's modern lifestyle. A two story entry welcomes you home. The living room features new hickory hardwood floors, glass front wine cabinets and wet bar to service the adjacent covered porch & cedarwood spa for outdoor entertaining. New carrara marble & soapstone kitchen with Wolfe, Miele & Sub Zero appliances. The new primary bedroom has a cozy fireplace and new luxurious bath. 3 en suite bedrooms on the upper level. The lower level offers an office and the 5th bedroom/exercise room. Close to Greenwich's great restaurants, parks and beaches and a short distance to Armonk, NY. Pool site in attached listing docs.

Listing Courtesy of GREENWICH MLS / Listed By: Darlene Letersky, Coldwell Banker Realty

$3,600,000 ^(USD)

Cos Cob Area Single Family Home

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18 Cat Rock Road Cos Cob, CT 06807

6 Bed

8 Baths

6272 sqft

Enjoy easy living in this spectacular, pristine home with high ceilings and open floor plan perfect for today's lifestyle. Fabulous open gourmet kitchen with center island seating four, two pantries, and separate breakfast area. Family room with built-ins, wet bar with additional dishwasher & gas FP opens to kitchen and terrace/yard. Also included on first floor are oversized, beautiful dining and living rooms. 2nd floor showcases large primary suite with walk in closets and luxurious primary bath, 3 additional ensuite bedrooms, separate laundry room and linen closet.3rd flr has bedrm, full bath, home gym and home office. Finished LL with 2nd family room, half bath, mudroom, and lots of storage. Full house generator. Heated driveway.

Listing Courtesy of GREENWICH MLS / Listed By: BHHS New England Properties

$3,600,000 ^(USD)

Beach Area Single Family Home

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349 Beach Road Fairfield, CT 06824

5 Bed

5 Baths

4192 sqft

OPEN HOUSE TODAY HAS BEEN CANCELED. 349 Beach Road is the kind of home that instantly slows the pace of life - where mornings begin with walks to the beach, afternoons are spent by the pool beneath coastal skies, and evenings gather naturally around the warmth of the fire. Just moments from Fairfield's shoreline, the home offers a lifestyle that feels both relaxed and effortlessly elevated. Thoughtfully reimagined over time, the residence blends timeless character with refined modern living. Extensive updates and renovations completed throughout the past five years have elevated nearly every corner of the home while preserving its historic soul. Sunlight pours through open gathering spaces designed for connection and entertaining, while exposed antique beams, heart pine floors, and multiple fireplaces create warmth and authenticity throughout. The expanded kitchen serves as the heart of the home - a place for lingering dinners, holiday traditions, and everyday moments that feel special. Outside, the grounds feel private and resort-inspired, framed by mature landscaping and lush laurel plantings, with seamless indoor-outdoor flow to the newly added pool, stone terraces, and beautifully designed outdoor spaces. Whether hosting summer gatherings after a day by the water or enjoying quiet evenings under the glow of landscape lighting, every space was designed for effortless living. 3

Listing Courtesy of SMART MLS / Listed By: Cindy Raney, Coldwell Banker Realty

$3,600,000 ^(USD)

Fort Trumbull Beach Area Single Family Home

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Address Not Disclosed Milford, CT 06460

4 Bed

7 Baths

5312 sqft

Spectacular direct beachfront home in the desirable Fort Trumbull area of Milford, set on a quiet, cherished street and one of the widest beachfront lots in town. Custom built in 2017 by Gateway Development/Garceau Brothers, this exceptional home sits on .43 acres with almost 90 feet of direct sandy beach frontage and is within walking distance to Silver Sands State Park and the Milford Yacht Club. This highly custom home features 10-foot ceilings on the main level, 5 bedrooms, 6.5 bathrooms, 3 decks, a stone patio, stone walkways, and an enclosed outdoor shower, all complemented by stunning water views from every main-level room and the majority of rooms on the second and third floors. Oversized 2-car garage and large circular driveway with stone pavers provide plenty of off-street parking. Storm ready, the entire house is powered by natural gas generator. From 2022-2025, the current owners completed extensive improvements of the highest craftmanship throughout. A fully remodeled chef's kitchen with new premium appliances and custom cabinetry, a new dinning wet bar, two newly renovated primary bathrooms and custom walk-in closets, and the addition of a three-level Savaria Eclipse elevator and third-floor full bath are some of the few. An extensive smart home system features touch screen remotes, whole house audio systems, SONOS, whole house WiFi, automatic lighting control and video surveillance. This is a RARE offering on Milford's shoreline!

Listing Courtesy of SMART MLS / Listed By: Carrie Sakey, Coldwell Banker Realty

$3,550,000 ^(USD)

Greenwich Area Condominium

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148 E Elm Street 1 Greenwich, CT 06830

4 Bed

6 Baths

4472 sqft

Welcome to 148 E Elm Street, Unit 1- Another amazing property by R&R Homes where high-end luxury meets modern comfort in this exceptional townhome. This residence features a spacious layout with 4 bedrooms and 4.2 baths, designed to meet the needs of the most discerning homeowner. The chef's kitchen dazzles with top-of-the-line appliances, custom cabinetry, and a central island perfect for entertaining. Each bedroom is generously sized, with the lower-level suite offering privacy and flexibility for guests or live-in help. The spacious primary bedroom impresses with a stunning en suite bath, and a beautiful walk-in closet. Situated on a convenient street in downtown Greenwich, this home offers more than just living space—it's a lifestyle.

Listing Courtesy of GREENWICH MLS / Listed By: Compass Connecticut, LLC

$3,550,000 ^(USD)

Greenwich Area Townhouse

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148 East Elm Street 1 Greenwich, CT 06830

4 Bed

6 Baths

5678 sqft

Welcome to 148 E Elm Street, Unit 1- Another amazing property by R&R Homes where high-end luxury meets modern comfort in this exceptional townhome. This residence features a spacious layout with 4 bedrooms and 4.2 baths, designed to meet the needs of the most discerning homeowner. The chef's kitchen dazzles with top-of-the-line appliances, custom cabinetry, and a central island perfect for entertaining. Each bedroom is generously sized, with the lower-level suite offering privacy and flexibility for guests or live-in help. The spacious primary bedroom impresses with a stunning en suite bath, and a beautiful walk-in closet. Situated on a convenient street in downtown Greenwich, this home offers more than just living space-it's a lifestyle.

Listing Courtesy of SMART MLS / Listed By: Jenny Allen, Compass Connecticut, LLC

$3,525,719 ^(USD)

Long Lots Area Single Family Home

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2A Whippoorwill Lane Westport, CT 06880

6 Bed

8 Baths

6577 sqft

Bright and beautiful CT Colonial tucked on a private lane in the center of Westport! This 8558sqft transitional home welcomes with a charming front porch, a double height entryway & lovely formal living and dining rooms.Spanning the rear of the home there is a top level kitchen with central island, a 6 burner Wolf range, Subzero, a pantry, and a dining area with oversized windows.The spacious family room is anchored by a cozy stone fireplace and plenty of space for gathering and lounging! The main floor also holds a smart mudroom, a handsome office and two powder rooms.Upstairs, the primary suite is a true retreat with a sitting room, luxury bath with steam shower & heated floors, a walk-in closet/dressing room and a bedroom complete with a fireplace. There are 4 additional ensuite bedrooms as well as a laundry room rounding out the second floor. The entire 3rd floor is a blank canvas great room, fully finished and ready to be customized to suit your needs as play/office/or studio space. The living space continues to the lower level, where the home theater provides a perfect spot for watching movies or sports, plus tons of recreational space. There is also a LL gym (or bedroom) & full bath. The outdoor living options are endless - enjoy the stone patios, a garden area, lush lawn, or put in a swimming pool! 3 car garage w EV charging + whole house generator. central location is extra close to Wakeman Farm, school campuses and just a short ride to all Westport amenities!

Listing Courtesy of SMART MLS / Listed By: Leslie Clarke, Compass Connecticut, LLC

$3,525,000 ^(USD)

New Canaan Area Single Family Home

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199 Mariomi Road New Canaan, CT 06840

5 Bed

5 Baths

5805 sqft

Welcome to 199 Mariomi road, a modern colonial/farmhouse set on 2 acres. Four finished levels offer a generous living space with high - end kitchen, first floor bedroom with full bathroom and an office with attached deck. Large blue stone patio with build in grill is ready for outdoor entertaining. Glass staircase railing leads to the second floor where large master suite with walk in closet awaits you. Three additional bedrooms and two full bathrooms provide a comfort and space for family and guests. The walk up finished attic offers additional space for gym, playroom or office. The walk out 1179sf lower lever is ideal for a gym, playroom or a media room.

Listing Courtesy of SMART MLS / Listed By: Pavel Jansa, Coldwell Banker Realty

$3,525,000 ^(USD)

Beach Area Single Family Home

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2101 Fairfield Beach Road Fairfield, CT 06824

4 Bed

4 Baths

2693 sqft

Gorgeous waterfront retreat w/ breathtaking panoramic LI Sound views & miles of walkable sandy beach. This exceptional FEMA compliant coastal retreat includes a private boat dock w/ an additional two-car garage on the creek side, creating endless opportunities for waterfront enjoyment. Featuring 3 levels of spacious living, w/ 8 rooms & 4 full baths, thoughtfully designed for everyday living & entertaining. Enjoy stunning water views from every level w/ BOTH sunrises & colorful sunsets from multiple balconies that invite you to relax & take in the scenery. Highlights include a sun drenched open floor plan, high-end Wolf and Sub-Zero appliances, custom built-ins, a gas fireplace & white oak hardwood floors throughout. Additional private rooms offer flexibility for work, guests, or quiet retreat. A rare & highly desirable 1st floor bedroom w/ full bath is perfect for guests, in-laws or a home office. Outdoor living is just as impressive w/ an oversized patio ideal for entertaining, dining or simply watching sailboats glide by during regattas. Amazing features include roof top deck, 2 separate garages, driveway parking for up to 10 cars (a true rarity in the beach area), home generator, outdoor shower & a Tesla charging station. Ideally located close to town, train, parks, school & shopping. Beach walks, boating, peace & tranquility await in your very own premier luxury coastal home - Welcome home to 2101-2102 Fairfield Beach Road.

Listing Courtesy of SMART MLS / Listed By: Jackie Davis, Fairfield/Southport

$3,500,000 ^(USD)

Compo Beach Area Single Family Home

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150 Hillspoint Road Westport, CT 06880

4 Bed

4 Baths

3759 sqft

Just steps from the sand, this captivating Compo Beach retreat delivers the coastal lifestyle buyers dream about-effortless, elegant, and designed to be lived in year-round. Set above the flood zone on .52 acres of exquisitely landscaped grounds, this lovingly maintained 4-bedroom, 4-full-bath home feels both refined and relaxed, with outdoor living woven into every experience. Sunlight streams through expansive windows and doors, creating a seamless flow between indoors and out. The open main level invites connection, anchored by a welcoming living room with stone fireplace, a sunlit dining area, and well-designed kitchen that opens to an expansive Azek deck-ideal for summer dinners and sunset gatherings. A casual family room and coveted screened-in porch overlook the grounds, offering peaceful spaces to unwind. A main floor bedroom with access to a renovated hall bath provides flexibility, while a mudroom and direct access to the two-car garage add everyday ease. Upstairs, the primary suite is a private escape with vaulted beamed ceilings, a spa-like renovated bath with oversized shower, and a large walk-in closet. Two additional bedrooms, a light-filled study area, laundry room, and a dramatic bonus/rec room with soaring ceilings complete the second floor. The lower level gym provides walk out to patio with cozy firepit and outdoor shower. Full House Generator. Room for pool. Natural Gas, City Water and Sewer. Easy for commuters - located minutes to train and I-95

Listing Courtesy of SMART MLS / Listed By: Meredith Kamo, Compass Connecticut, LLC

$3,500,000 ^(USD)

Greenwich Area Single Family Home

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190 Lake Avenue Greenwich, CT 06830

7 Bed

8 Baths

7148 sqft

Lower Lake Avenue family compound, enter through a historic courtyard, foyer boasts hardwood and marble floors. All main house rooms open from the foyer: living room with built-ins and French doors to a terrace. Dining room with 3 exposures is light filled and has gorgeous views of the 1-acre level, fenced, beautifully landscaped property. The open, eat-in kitchen and family room are perfect for entertaining, access to multiple terraces. The stately colonial main house was built in 1900 and expanded in the 1970's, 5 bedrooms 4.1 baths. New addition for guest suite was built in 2018, 2 bedrooms/2.1 baths, one of the closets was engineered for a 2-story elevator. Total 7,148 sq ft. Located just minutes from downtown and the shops, restaurants, library, train and lifestyle that it offers

Listing Courtesy of GREENWICH MLS / Listed By: Sotheby's International Realty

$3,500,000 ^(USD)

New Canaan Area Single Family Home

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105 White Oak Shade Road New Canaan, CT 06840

4 Bed

4 Baths

3744 sqft

Totally transformed - English countryside meets classic CT! Prominently sited on ~1.3 private acres in the highly coveted South of the YMCA neighborhood, this stunning colonial estate offers an unparalleled lifestyle. Located just minutes from the heart of downtown New Canaan, Waveny Park, and top-rated schools, this extraordinary home is a rare gem. Thoughtfully transformed by its current owners, blending timeless charm with modern sophistication. This meticulously updated residence boasts 4+ spacious bedrooms, with 3.5 stunning baths, providing luxury and privacy. Every detail in this jewel box has been considered all the way down to the ultra high-end lighting, designer wallpaper, specialty paints, and SO much more. Bright and sun-drenched, the home's interiors exude warmth and character, creating a welcoming space for both relaxation and entertaining. This home is truly one-of-a-kind. Step outside and discover a true private oasis: lush manicured grounds, stunning flower beds and mature plantings. The sparkling pool, outdoor patio with fireplace & wraparound porch complete this outdoor paradise, offering the perfect setting for leisurely days or vibrant gatherings. This home is not just a property, but a lifestyle. It's the perfect combination of luxury, comfort, & convenience, and it's ready for you to move in & enjoy. Experience the best of New England living-bring your toothbrush & get ready to immerse yourself in the unparalleled beauty of this extraordinary property.

Listing Courtesy of SMART MLS / Listed By: Daniel McCamblau, Brown Harris Stevens

$3,500,000 ^(USD)

Coleytown Area Single Family Home

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6 Florian Court Westport, CT 06880

5 Bed

7 Baths

5263 sqft

Stunning, Custom Colonial on premier Westport cul-de-sac. Set on 1.1 acres of beautifully manicured grounds, this meticulously maintained home offers the perfect blend of luxury/serenity. Plus it's all set up for multigenerational living with separate, new 973 SF Apt! The private, flat, dry backyard at 6 Florian is ideal for outdoor enjoyment. Out/indoors are well integrated, w/charming blue stone Front Porch, large Screened In Porch overlooking the Backyd, 2 built in sound systems. Full Bath on Main Lvl w/Backyd access. Main Level: Foyer, Powder Rm, Full Bath, Liv/Dining Rms w/Butler's Pantry w/wine fridge, large EI Kitchen open to Family Room w/stone FP, Wet Bar, Screened In Porch and Sunrm. Oversized windows/natural light abound throughout. The luxurious Primary Bedroom Ste: Balcony, Spa Bathroom w/Steam Shower, Air Tub, Radiant Heated Floors, large WI Closet, Sitting Room/Office. Also on the 2nd floor are 3 other, ensuite Bedrooms, all w/WI closets. Lower Level: Large Gym, Family/Game Rm, Wine Rm, Storage. There is also a large, unfinished Attic for additional space. PLUS a brand new, separate apartment w/5th Bedrm, Full Bath, large WI Closet, Kitchen, Liv Room, Laundry, sep power panel (on generator), alarm, private entry and parking space! The craftsmanship/attention to detail in this home & apt are superior. Filled w/ happiness/special memories of 18 years, it's time for the next owners to come along and love it!

Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty

$3,500,000 ^(USD)

Hunt Club Area Single Family Home

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123 Cross Highway Westport, CT 06880

5 Bed

6 Baths

7048 sqft

A sophisticated blend of past & present, this private sanctuary offers the ultimate in modern design in the heart of Westport. Designed for effortless indoor-outdoor living, the property features 5 BRs, 4.5 BAs, a separate guest house, expansive decking & a gunite pool set on private 1.35 acres. The home retains its massive original central chimney now the striking centerpiece of the open main level. The rooms flow seamlessly to the exterior gardens, while expansive walls of glass create a natural connection to the outdoors throughout the seasons. The spectacular 14' limestone kitchen island anchors the space alongside a limestone accent wall & a dramatic portrait window overlooking the patio, dining pavilion & pool. Each impeccably curated room showcases a refined juxtaposition of old & new, creating a cohesive, timeless aesthetic. The luxurious primary suite includes a stunning marble bath, dressing room & scenic views of the grounds. The finished walk-out lower level offers space for yoga, fitness, recreation, plus a walk-in natural stone wine cellar & pool changing room. Tiered steps lead to the pool terrace, ideal for lounging amid magnificent specimen trees and lush gardens. A separate guest house mirrors the organic warmth & texture of the main residence. Mature landscaping screens the fully fenced private level property in a prime Westport location within walking distance to Wakeman Farm, minutes to the train, beaches, shops, restaurants, schools, and other amenities.

Listing Courtesy of SMART MLS / Listed By: Patricia "Pat" Shea, Coldwell Banker Realty

$3,499,999 ^(USD)

Long Lots Area Single Family Home

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13 Terhune Drive Westport, CT 06880

6 Bed

6 Baths

2061 sqft

Welcome to this beautifully crafted new construction home in the heart of Westport, where timeless design and thoughtful details come together to create a luxurious space. From the moment you step inside, you're welcomed by a bright and open floor plan with high ceilings and wide-plank flooring that runs throughout the main living space. Natural light fills every room, highlighting the custom finishes and high-end craftsmanship that define this exceptional home. The kitchen is a true showpiece, designed for both everyday living and entertaining. Full custom inset cabinetry and professional appliances, sleek quartz countertops and double oversized center islands provide plenty of prep space and seating. On the exterior, the home is clad in classic hardy board, an expansive outdoor kitchen, and elaborate stone detail with plenty of room for a pool, spa, or however you wish to complete your outdoor oasis. At the end of a quiet cup-de-sac, yet situated in a prime Westport location close to schools, beaches, shopping, and commuting options, this new construction offers everything you need in a forever home-modern comfort, classic style, and room to grow. Pool/spa included for $4,399,000

Listing Courtesy of SMART MLS / Listed By: Sara Santos, Coldwell Banker Realty

$3,470,000 ^(USD)

Old Hill Area Single Family Home

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3 Bolton Lane Westport, CT 06880

6 Bed

7 Baths

6306 sqft

This beautiful home with undeniable curb appeal crafted by Andy Frank, sits on a flat, centrally located acre in the heart of Westport. Designed with light-filled spaces and an open, eat in kitchen, the home is finished across 4 levels, offering versatile living for today's lifestyle. The primary suite flows into a large sitting area with a lovely deck overlooking the pristine backyard. Enjoy 5 additional bedrooms, sun drenched interiors, private home office with patio, and a walk-out lower level perfect for recreation or guest space. Outside, in the fully-fenced backyard, there is an 18x42 pool by RI pools with safety cover and spa, fire-pit, outdoor shower, kitchen and a huge play area which creates a private retreat, ideal for all seasons. A whole house generator ensures comfort and peace of mind year-round. Blending timeless design, functionality and location this Westport gem truly checks every box.

Listing Courtesy of SMART MLS / Listed By: Jen Kass, Higgins Group Bedford Square

$3,450,000 ^(USD)

Long Lots Area Single Family Home

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5 Elwil Drive Westport, CT 06880

5 Bed

6 Baths

5887 sqft

Welcome to this exceptional custom-built Colonial nestled on one of the most tranquil and conveniently located cul de sacs Westport has to offer. Thoughtfully designed and meticulously maintained, 5 Elwil defines the epitome of a "Forever Home". The Main floor features a welcoming Living Room with fireplace and multiple built-ins, a Great Room with fireplace and lofted cathedral ceilings, an Informal Dining room open to a Gourmet Kitchen and a splendid Formal Dining room with coffered ceilings. All main floor living spaces are beautifully proportioned, flooded with magnificent light and offer a unified cohesive circular flow. Upstairs you will find a spacious Primary Bedroom and bath along with 3 large, sunlit en-suite bedrooms and a sizable Recreation Room above the 3 car garage. For those searching for main floor living, there is a (5th) ensuite bedroom perfect for guests or multigenerational living. Outside you will find several bluestone patios that promise to call guests outdoors in the warmer months while offering remarkable privacy and views of nature year-round. Notable features & conveniences include: established garden beds with irrigation, a hardwired Generator, underground service lines, heated garage, an updated survey offering pool feasibility & potential future development, a reverse osmosis water filtration system, a spacious attic for storage and a full

Listing Courtesy of SMART MLS / Listed By: Jacqueline Tanya "Tanya" Sprague, Coldwell Banker Realty

$3,400,000 ^(USD)

Madison Area Single Family Home

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98 Island Avenue Madison, CT 06443

4 Bed

5 Baths

4505 sqft

Welcome to 98 Island Avenue in Madison, a stunning coastal residence just a short walk to the beach and town. Custom built in 2016 w/extraordinary attention to detail, this home combines timeless elegance with modern convenience. Inside, you'll find soaring 9-foot ceilings, 8-foot doors, hurricane-rated Andersen windows, & polished nickel Baldwin hardware throughout. The chef's kitchen is a showpiece, featuring a Wolf 8-burner range, Sub-Zero stand-alone refrigerator & freezer, Miele dishwasher, custom white cabinetry, Calacatta marble countertops w/slab backsplash, & a wine refrigerator. 3 full Luxurious bathrooms include Carrera and Calacatta gold marble, Kohler & Rohl fixtures, & custom cabinetry. There are 2 half bath's on the main level. The primary suite boasts dual walk-in closets w/built-ins & a spa bath. Additional highlights include a walk-up attic, reinforced flooring for a gym, & a large rec/family room. The home's exterior & systems are just as impressive, huge .86 area lot, yes, room for a pool, circular driveway, blue stone walkways & patio, screened porch w/ Ipe wood flooring. Natural gas fireplaces both inside & outdoors. A 13-zone sprinkler system, full-property fencing w/ an electric pet fence, Sono's speakers throughout, high-end lighting, security cameras, & a hardwired alarm ensure comfort & peace of mind. Energy efficiency is maximized with spray foam insulation, a Daikin heat pump system with natural gas backup, & a whole-home generator. A must see!

Listing Courtesy of SMART MLS / Listed By: Susan "Sue" Clifford, Coldwell Banker Realty

$3,400,000 ^(USD)

In-Town Area Single Family Home

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2 Webb Road Westport, CT 06880

6 Bed

7 Baths

4097 sqft

Winner of the 2025 HOBI Award for "Best In Town Spec Home" in CT! Exceptional new construction, on a quiet cul-de-sac, in one of Westport's most desirable neighborhoods. Walk to Post Road shops, restaurants, Winslow Dog Park, Main Street, Library & Levitt Pavilion. Only 3 miles to train! This stunning home offers 6 bedrooms, 5 full and 2 half baths across 4 finished floors. Features include a Gunite pool with automatic safety cover, a large, flat, fenced in, private yard with walk-out lower level, full house generator, EV charging outlet, and city water, sewer, and natural gas. Traditional layout with modern, high-end finishes and an abundance of natural light. Built by multi-award-winning Westport Family Homes.

Listing Courtesy of SMART MLS / Listed By: Lori Popkin, Coldwell Banker Realty

$3,276,000 ^(USD)

Hunt Club Area Single Family Home

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10 Sprucewood Lane Westport, CT 06880

5 Bed

5 Baths

4334 sqft

Tucked at the end of a coveted Hunt Club lane, 10 Sprucewood Lane offers exceptional privacy, architectural refinement, & an enviable setting within one of Westport's most sought-after neighborhoods. Thoughtfully renovated in 2017, this sophisticated Colonial showcases a gracious & versatile floor plan that seamlessly balances classic elegance with modern living. Sun-filled interiors & a curated neutral palette create a refined atmosphere throughout more than 5,000 square feet of beautifully appointed living space. At the center of the home is a stunning chef's kitchen, featuring Carrera marble, stainless steel appliances, & a walk-in pantry - expertly designed for both effortless daily living and elevated entertaining. Formal living spaces & the expansive great room connect seamlessly to an entertainer's backyard, highlighted by a spacious mahogany deck, sweeping lawn, & charming stone walls. A screened-in porch off the living room offers an inviting space for relaxation, casual dining, or gathering with guests. Distinctive highlights include two primary ensuite bedrooms - one featuring a luxurious steam shower, four fireplaces, two mudrooms, an oversized garage, & a dramatic great room anchored by a striking see-through fireplace. The fully finished lower level provides exceptional flexibility with an ensuite bedroom, home office, recreation room with fireplace, and an additional mudroom with abundant storage and direct exterior access. Room for a pool. Welcome Home!

Listing Courtesy of SMART MLS / Listed By: Barbara Sweeney, Coldwell Banker Realty

$3,250,000 ^(USD)

Greenwich Area Single Family Home

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420 Davis Avenue Greenwich, CT 06830

5 Bed

4 Baths

3158 sqft

Gracious pre-war, sun-filled 5-bdrm/3+bth English style home built in 1929. Abundance of original charm & character throughout, including living room w/fieldstone fpl, hardwood flrs & formal dining rm in addition to kitchen/solarium w/walls-of-windows overlooking a natural paradise. Majestic south facing setting w/neverending vistas of vibrant tidal inlet w/dock & access to Long Island Sound. Extraordinary opportunity to restore or build anew on this exceptional oversized 1.2 acre lot w/deeded pedestrian rights to ''Mead Point Beach'' within the private gated association. Neighboring some of Greenwich's Great Estates, near Bruce Park with its paths, tennis courts, playing fields & bocce court. Minutes to Island Ferries, Greenwich Ave, Bruce Museum, transportation & schools.

Listing Courtesy of GREENWICH MLS / Listed By: John McAtee, Coldwell Banker Realty

$3,250,000 ^(USD)

New Canaan Area Single Family Home

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322 Main Street New Canaan, CT 06840

4 Bed

5 Baths

4059 sqft

This distinguished Colonial, originally built in 1911, seamlessly blends timeless character with modern sophistication. Thoughtfully renovated and reimagined by renowned Country Club Homes, this HOBI Award-winning residence showcases exceptional craftsmanship, refined millwork, and today's most desirable amenities. Ideally situated in the heart of New Canaan, just moments from the train, downtown, and local conveniences, the home offers both elegance and accessibility. Architectural highlights include a striking curved wall of windows that fills the interiors with natural light, while the open floor plan provides effortless flow for everyday living and entertaining, with seamless access to inviting outdoor spaces. The second floor features a gracious primary suite along with three additional bedrooms, while the third level offers a private ensuite bedroom with sitting room and full bath-ideal for guests or extended family. Set amid beautifully landscaped grounds, the property is enhanced by terraces and outdoor fireplace, creating an exceptional setting for relaxation and gatherings. A rare offering, this home captures the perfect balance of old-world charm and modern living in a premier in-town location.

Listing Courtesy of SMART MLS / Listed By: Linna Yuen, Coldwell Banker Realty

$3,250,000 ^(USD)

New Canaan Area Single Family Home

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322 Main Street New Canaan, CT 06840

4 Bed

5 Baths

4643 sqft

Originally built in 1911, this distinguished Colonial seamlessly blends timeless character with modern sophistication. Thoughtfully renovated and reimagined by a renowned builder, this HOBI Award-winning home showcases exceptional craftsmanship, refined millwork, and today's most desirable amenities. Ideally located in the heart of New Canaan, moments from the train, downtown, and local conveniences, it offers elegance and accessibility. A striking curved wall of windows fills the home with natural light, while the open floor plan flows effortlessly to inviting outdoor spaces. Featuring a luxurious primary suite, four additional bedrooms, terraces, landscaped grounds, and an outdoor fireplace, this exceptional residence perfectly balances historic charm with modern living.

Listing Courtesy of GREENWICH MLS / Listed By: Linna Yuen, Coldwell Banker Realty

$3,250,000 ^(USD)

In-Town Area Single Family Home

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3 Hickory Hill Road Westport, CT 06880

5 Bed

5 Baths

5059 sqft

3 Hickory Hill Rd, an exceptional new construction sits on a quiet cut-de-sac close to Westport's Town Tennis courts & ball fields & 3 mins to Main St. With over 5000SF on 4 finished levels, this home blends modern design, luxury finishes, & thoughtful functionality. The main level features 9' ceilings, wide-plank white oak floors & a dramatic oak & glass staircase with white oak wall paneling.The chef's kitchen offers custom cabinetry, quartzite countertops & backsplash, a luxury Thermador appliance package & center island with seating for four. The breakfast area flows into a spacious FR with sliders to a bluestone patio. A gas-ready fireplace with stunning Sahara Noir marble surround & oak paneling is the focal point. Elegant tray-ceiling DR, walk-in pantry & mudroom with side & garage entry, large -format porcelain tile floors, custom oak -paneled cabinetry & benches complete the main level. Upstairs, the primary suite boasts a cathedral ceiling, dual walk-ins & spa- like bath with heated floors, Victoria & Albert soaking tub, large frameless shower with LED niches, custom cabinetry, marble counters & wall-mounted California Faucets. 2 BRS share a Jack & Jill bath, while the 4th has its own ensuite. The 3rd floor offers a private office & recreation/playroom & and the finished lower level includes the 5th BR, full bath & gym/media room. Professionally landscaped 0.34 acre lot with stone walls, sprinklers & room for a small pool. Home is EV charger & generator ready.

Listing Courtesy of SMART MLS / Listed By: Jillian Klaff, Coldwell Banker Realty