Featured Properties

Some or all of the listings below are provided by the Westport office.
$10,950,000 (USD)
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Westport Area Single Family Home

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5 Fraser Road Westport, CT 06880

6 Bed
10 Baths
8639 sqft
MLS# 122508
Embodying modern minimalist architecture by famous intl. architects and European sophistication, 5 Fraser Road is unlike anything you have seen before. 21st-century net-zero insulated concrete technology, floor-to-ceiling TRIPLE glazed European windows, all on a desirable cul-de-sac close to downtown. High-end, handmade, and hand-picked top-of-the-line materials. Walls of sliding glass doors, cathedral ceilings, floating stairs, radiant heat throughout the house (inc. w/o lower level and 3-car attached garage). Oversized patio with integrated gunite pool, spa, cabana area for relaxation and entertainment. The first floor welcomes you with multiple living and entertaining spaces. Modern kitchen with Miele appliances. Have a personal chef? check out a prep kitchen. 2nd floor is balanced between 5 large private bedrooms all ensuite, and a 2nd-floor family room and office. The lux primary suite features expansive his hers walk-in closets and a lavish bathroom. The finished attic offers a 6th bedroom, bathroom, and a bonus room with built-in bunk beds - for play, work, and enjoyment. The lower level brings a spa experience, a world-class gym, a bathroom, and a playroom. Multiple balconies overlooking the mature trees and professionally landscaped grounds yielding an interflowing harmony between home and nature. This house is all about design, comfort, and precise execution. If you can dream it, we can build it! Live your dream in this state-of-the-art property for generations!
Listing Courtesy of GREENWICH MLS / Coldwell Banker Realty / Alexander Chingas
$6,649,000 (USD)
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Greens Farms Area Single Family Home

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7 Roshab Lane Westport, CT 06880

6 Bed
8 Baths
8215 sqft
MLS# 24102877
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 / Coldwell Banker Realty / Totney Benson
$6,500,000 (USD)
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Greens Farms Area Single Family Home

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69 Beachside Avenue Westport, CT 06880

6 Bed
7 Baths
6585 sqft
MLS# 24070050
Nestled along Westport's prestigious 'Gold Coast,' this architecturally magnificent estate on 4+ acres of park-like grounds with a breathtaking pool and professional-grade Har-Tru tennis court is a haven for luxury living and distinguished entertaining. Surrounded by major estates in one of the most sought-after coastal regions in the Northeast, it boasts access to pristine beaches, sophisticated amenities, and renowned schools, all within an easy commute to NYC. A gated driveway winds through lush, specimen plantings, arriving at an impressive parking court and the home's awe-inspiring foyer with double staircases, custom ironwork, and panoramic windows. Highlights include a sun-drenched great room with limestone fireplace, cathedral-ceiling library, and gourmet kitchen with top appliances, marble finishes, and custom cabinetry. The second-floor bedrooms feature breathtaking views, including a five-star primary suite, while additional third-floor bedrooms enhance flexibility. A gym overlooks the tennis court, and a wine cellar/tasting room elevates entertaining. Stone terraces surround the pool, featuring a pergola with an outdoor kitchen and retractable cover. One of only four deeded gates to directly access the grounds of Greens Farms Academy. This exceptional property offers unparalleled luxury, privacy, and lifestyle opportunities.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$5,500,000 (USD)
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Long Lots Area Single Family Home

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10 Debra Lane Westport, CT 06880

6 Bed
9 Baths
6981 sqft
MLS# 24131564
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 / Coldwell Banker Realty / Linda Skolnick
$5,200,000 (USD)
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Long Lots Area Single Family Home

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125 Old Road Westport, CT 06880

6 Bed
9 Baths
2543 sqft
MLS# 24122302
Virtual Tour
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, this move-in ready home avoids delays & financial uncertainty of a proposed new build. 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 ref & frz, 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 clsts & lux bth. All en-suite BRs on 2nd flr. Finished 3rd flr w/ 2nd office, bonus rm & bath. The walk-out LL has 6th BR, full bath, gym, media, playrm. Quality construction, cohesive design & functional layouts are hallmarks of SIR homes.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Douglas "Doug" Bross
$4,995,000 (USD)
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Greenfield Hill Area Single Family Home

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2281 Redding Road Fairfield, CT 06824

5 Bed
5 Baths
3651 sqft
MLS# 24127092
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 / Coldwell Banker Realty / Cindy Raney
$4,899,000 (USD)
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Greens Farms Area Single Family Home

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10 Tierney Lane Westport, CT 06880

5 Bed
8 Baths
6135 sqft
MLS# 24103087
This is the second of 2 custom homes in final stages of completion, 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, 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 glass garage door that opens to a patio (great for car enthusiasts or just to enjoy a wonderful architectural accent), plus an additional room with a private entrance for Media, Office or use as a Bedroom and a Bath. This exceptional home is almost ready for occupancy. Professional photos to follow when home is completed.
Listing Courtesy of SMART MLS / Coldwell Banker Realty / Laurie Crouse
$4,350,000 (USD)
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Compo South Area Single Family Home

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102 Compo Road South Westport, CT 06880

7 Bed
8 Baths
5179 sqft
MLS# 24122256
Virtual Tour
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 / Coldwell Banker Realty / Douglas "Doug" Bross