Westport, CT Homes

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  $12,950,000 Pending

  • 6 Beds
  • 9 Baths
  • 11,150 Sq Ft

  39 Compo Pkwy, Westport, CT 06880

  Welcome to your dream home on Westport's premier Compo Beach cul-de-sac - an extraordinary 2+ acre estate offering privacy, luxury, and resort-style living in one of Fairfield County's most coveted coastal neighborhoods. Custom-built by Schmiedeck Construction with interiors by Havilande Whitcom Design, this modern farmhouse blends stunning architecture with high function and comfort. Steps from

  Michelle Genovesi William Raveis Real Estate

  39 Compo Pkwy, Westport, CT 06880
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  $14,000 total monthly price

  • 5 Beds
  • 4.5 Baths
  • 4,668 Sq Ft
  • House for Rent

  91 Turkey Hill Rd S, Westport, CT 06880

  Luxury Furnished Rental in the heart of Greens Farms. This timeless 5 bedroom, 6 bath Colonial is where sophistication meets modern ease designed for how you live, work, and entertain. A circular drive, stone walls and a charming front porch create an inviting first impression. Inside, a sun filled double height entry sets the tone for open and gracious living. Curl up by the fireplace in the

  Chrissie Rodriguez Higgins Group Real Estate

  91 Turkey Hill Rd S, Westport, CT 06880
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  $605,000 Sold Oct 27, 2025

  • 1,344 Sq Ft
  • $450/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  61 Hills Ln Unit 61, Westport, CT 06880

  A wonderful lifestyle awaits at Birchwood Condos. Maintenance worries melt away and peaceful living takes center stage. Nestled on the border of Westport and Norwalk, this serene condo offers the perfect blend of tranquility and convenience. Just off Westport Avenue and across the street from Whole Foods! Step inside this sundrenched, spacious condo and you will immediately notice the numerous

  Arlene Bubbico Coldwell Banker Realty

  61 Hills Ln Unit 61, Westport, CT 06880
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  Est $1,213,550 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,291 Sq Ft

  220 Riverside Ave Unit 8, Westport, CT 06880

  220 Riverside Ave Unit 8, Westport, CT 06880
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  $1,795,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,190 Sq Ft

  7 Morningside Ln, Westport, CT 06880

  A Westport treasure, this c.1900 beauty enchants with timeless charm and a magical warmth. Once the homestead of one of Westport's largest onion farms, you may still find one growing wild on the lawn. The wrap-around screened porch is perfect for summer mornings or unwinding at sunset. Inside, sunlit living spaces are filled with original character, and the chef's kitchen offers high-end

  Michelle Genovesi William Raveis Real Estate

  7 Morningside Ln, Westport, CT 06880
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  $3,250 total monthly price

  • 2 Beds
  • 1 Bath
  • 931 Sq Ft
  • Condo for Rent

  91 Saugatuck Ave Unit 2, Westport, CT 06880

  2 Bedroom - Great Kitchen, bathroom and Location. Spacious rear outdoor deck. Immediate to downtown Saugatuck area. 3 min walk to the Westport Train Station. Convenient to shopping, restaurants and amenities - all in walking distance. Newly Renovated. Rustic Wood flooring. New Stainless Steel appliances. HE Washer/Dryer/dishwasher. Bright, comfortable, spacious, clean and new. 1st floor, easy

  91 Saugatuck Ave Unit 2, Westport, CT 06880
• 

  $3,210,000 Sold Oct 23, 2025

  • 6,610 Sq Ft
  • $486/SF
  • 26 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 2025

  8 Fillow St, Westport, CT 06880

  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 and 300+ completed homes. SIR carefully selects each property, designs every detail, and handpicks all finishes delivering a 100% complete, turnkey home. Perfectly positioned on a quiet, walkable street, this 6-BR, 5.2-bath residence

  Julie Haroun Westport Residential, LLC.

  8 Fillow St, Westport, CT 06880
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  Est $1,176,356 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,291 Sq Ft

  220 Riverside Ave Unit 7, Westport, CT 06880

  220 Riverside Ave Unit 7, Westport, CT 06880
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  $5,306,000

  • 4 Beds
  • 4 Baths
  • 5,885 Sq Ft

  10 Surf Rd, Westport, CT 06880

  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

  Inna Agujen Coldwell Banker Realty

  10 Surf Rd, Westport, CT 06880
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  $6,100 total monthly price

  • 2 Beds
  • 3.5 Baths
  • 2,692 Sq Ft
  • House for Rent

  135 Regents Park, Westport, CT 06880

  Welcome to this bright and spacious 2-bedroom, 3.5-bath condo in one of Westport's most desirable communities! With nearly 2,700 sq. ft. across three levels, this rental offers comfort, style, and space in a peaceful, natural setting. The sun-filled main level features an open floor plan with a Living Room and Dining Room that both open to a wraparound deck-perfect for entertaining or relaxing

  Linda Skolnick Coldwell Banker Realty

  135 Regents Park, Westport, CT 06880
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  $2,495,000 Sold Oct 23, 2025

  • 1,838 Sq Ft
  • $1,357/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1955

  7 Buena Vista Dr, Westport, CT 06880

  Location, Location, Location! 7 Buena Vista Drive, is a rare and exceptional property in one of Westport's most sought-after beach neighborhoods. This prime 0.18-acre property sits at the top of Compo Hill and offers incredible views of the Long Island Sound. It is the perfect canvas to build your dream home just moments from the shoreline, where you can enjoy coastal living at it's finest.

  Jenny Bentley The Riverside Realty Group

  7 Buena Vista Dr, Westport, CT 06880
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  Est $2,852,909 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,733 Sq Ft

  4A Woodhill Rd, Westport, CT 06880

  4A Woodhill Rd, Westport, CT 06880
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  $3,300,000 Open Thu 11:30AM - 1PM

  • 5 Beds
  • 4 Baths
  • 2,944 Sq Ft

  3 Nassau Rd, Westport, CT 06880

  Modern coastal living on a quiet cul-de-sac in Westport's Saugatuck Shores. Completed in 2021, this five-bedroom, four-bath home spans more than 3,700 sq ft of finished space with a thoughtful open layout and timeless design. The main level features 9-ft ceilings, a sunlit living room with gas fireplace, and large windows framing serene water views. The kitchen offers custom cabinetry, quartz

  Judy Michaelis Coldwell Banker Realty

  3 Nassau Rd, Westport, CT 06880
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  /31

  $6,995 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,434 Sq Ft
  • Apartment for Rent

  5 Church Ln Unit 402, Westport, CT 06880

  ~HIGH END LIVING~ This home is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. Bedford Square is ideally situated in the

  Matt Murray Higgins Group Bedford Square

  5 Church Ln Unit 402, Westport, CT 06880
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  $3,045,000 Sold Oct 23, 2025

  • 5,092 Sq Ft
  • $598/SF
  • 50 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2022

  36 Bonnie Brook Rd, Westport, CT 06880

  Welcome to your dream home in one of Westport's most desirable and charming neighborhoods. This beautifully crafted residence includes a sparkling pool and is perfectly nestled in a peaceful, walkable community-for bike rides and evening strolls. This home seamlessly blends modern design with a fresh take on the timeless Modern Farmhouse, offering both style and function. A spacious front porch

  Michael Ferraro Compass Connecticut, LLC

  36 Bonnie Brook Rd, Westport, CT 06880
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  Est $4,948,934 Not Listed For Sale

  • 5 Beds
  • 7.5 Baths
  • 6,404 Sq Ft

  25 Flower Farm Cir, Westport, CT 06880

  25 Flower Farm Cir, Westport, CT 06880
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  $2,850,000 Open Sun 1:30PM - 3:30PM

  • 4 Beds
  • 5 Baths
  • 5,207 Sq Ft

  123 Greens Farms Rd, Westport, CT 06880

  Classic Greens Farms Colonial - Timeless Elegance Meets Modern Comfort ~ Nestled in one of Westport's most desirable neighborhoods, this beautifully updated Center Hall Colonial offers the perfect blend of timeless charm and modern luxury. Ideally located just minutes from Sherwood Island State Park-with its miles of golden sand beaches, scenic picnic areas, and sweeping views-this home provides

  Shalini Madaras Silver Pine Real Estate

  123 Greens Farms Rd, Westport, CT 06880
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  $6,750 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Apartment for Rent

  5 Church Ln Unit 410, Westport, CT 06880

  ~HIGH END LIVING~ This home is located in the "Golden Triangle" of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. Bedford Square is ideally situated in the

  Matt Murray Higgins Group Bedford Square

  5 Church Ln Unit 410, Westport, CT 06880
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  $4,150,000 Sold Oct 23, 2025

  • 10,414 Sq Ft
  • $399/SF
  • 183 Days On Market

  • 6 Beds
  • 11 Baths
  • Built 2002

  5 Boxwood Ln, Westport, CT 06880

  Refined living awaits on Boxwood Lane, a prime Hunt Club cul-de-sac featuring tranquil private entrances to stately colonial style homes. From its cobblestone-lined, semi-circular driveway to the backyard pool and bluestone patio oasis, the grounds of 5 Boxwood Lane are simply spectacular. The home itself stands apart, meticulously designed with exquisite details and custom amenities. Four

  Karen Scott Compass Connecticut, LLC

  5 Boxwood Ln, Westport, CT 06880
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  Est $6,067,859 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 9,657 Sq Ft

  3 Flower Farm Ln, Westport, CT 06880

  3 Flower Farm Ln, Westport, CT 06880
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  $4,700,000

  • 6 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  11 Wake Robin Rd, Westport, CT 06880

  Welcome to 11 Wake Robin Road Located in the sought-after Greens Farms area of Westport, this dramatic new construction sits on a quiet, desirable cul-de-sac. This 6,000+ sq ft contemporary colonial spans three finished levels with 9-foot ceilings throughout and will feature 6 bedrooms and 5.5 bathrooms. Meticulous craftsmanship, elegant finishes, and abundant natural light combine to create a

  Judi Lake The Riverside Realty Group

  11 Wake Robin Rd, Westport, CT 06880
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  $12,000 total monthly price

  • 4 Beds
  • 4 Baths
  • 2,752 Sq Ft
  • House for Rent

  158 Hillspoint Rd, Westport, CT 06880

  Historic beach area home completely renovated, with 4 bedrooms and 3 bathrooms, plus a guest cottage with full bath! The light and bright main floor offers a living room, dining room, sun room and family room, and a bedroom, while upstairs there is a primary suite plus two additional bedrooms. There is a beautiful in ground pool, and the property is located steps from both Old Mill and Compo

  Leslie Clarke Compass Connecticut, LLC

  158 Hillspoint Rd, Westport, CT 06880
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  $1,950,000 Sold Oct 17, 2025

  • 2,268 Sq Ft
  • $860/SF
  • 8 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1900

  138 Roseville Rd, Westport, CT 06880

  Set in the heart of Westport, this beautifully renovated Cape style home blends classic character with modern sophistication. The 3 bedroom 3.5 bath residence set on 1 acre features all en-suite baths, each finished in luxurious marble. The marble-floored foyer opens to expansive hardwood floors that flow through the main level. The living room is rich in detail, with custom millwork, built-ins,

  Deborah Hidy Houlihan Lawrence

  138 Roseville Rd, Westport, CT 06880
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  Est $1,340,647 Not Listed For Sale

  • 2 Beds
  • 4 Baths
  • 2,992 Sq Ft

  5 Terra Nova Cir, Westport, CT 06880

  5 Terra Nova Cir, Westport, CT 06880
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  $3,750,000

  • 7 Beds
  • 9 Baths
  • 10,104 Sq Ft

  249 Greens Farms Rd, Westport, CT 06880

  Storied and superbly restored, 'The Lookout' at 249 Greens Farms Rd blends the grandeur of a 1907 Victorian with todays modern luxury. Privately set among perennial gardens and antique copper beeches, this iconic 16-room residence offers a gracious floor plan with elegant formal spaces, a chefs eat-in kitchen, media room, wine cellar, and inviting family areas. Original architectural details

  Kim Harizman Compass Connecticut, LLC

  249 Greens Farms Rd, Westport, CT 06880
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  $4,500 total monthly price

  • 1 Bed
  • 1 Bath
  • 935 Sq Ft
  • House for Rent

  205 Hillspoint Rd Unit 2nd Floor, Westport, CT 06880

  Wake up to sunlight dancing across the water and end your day wrapped in the calm of coastal living. Nestled within Westport's coveted Hillspoint/Compo Beach enclave, this 1-bedroom, second-floor apartment offers direct waterfront living on the serene pond preserve - a peaceful retreat where every moment feels like a getaway. Expansive walls of windows flood the almost 950 sq ft interior with

  Jessica Christ Coldwell Banker Realty

  205 Hillspoint Rd Unit 2nd Floor, Westport, CT 06880
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  $2,825,000 Sold Oct 17, 2025

  • 3,015 Sq Ft
  • $937/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1959

  4 Budner Ln, Westport, CT 06880

  Featured in New England Home, Luxe Magazine, and Westport Lifestyle, 4 Budner Lane is an award-winning home located on a private street in Westport's coveted Greens Farms neighborhood. Taken to the studs in 2019, this 4-bedroom, 3-bathroom residence was completely reimagined with the highest level of craftsmanship, design, and functionality. Every detail of this four bedroom, three full bath home

  Carly Woodard William Raveis Real Estate

  4 Budner Ln, Westport, CT 06880
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  Est $1,709,527 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,358 Sq Ft

  76 Terra Nova Cir, Westport, CT 06880

  76 Terra Nova Cir, Westport, CT 06880
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  /40

  $2,785,000

  • 4 Beds
  • 3.5 Baths
  • 5,434 Sq Ft

  6 Nutcracker Ln, Westport, CT 06880

  A rare Westport retreat blending serenity, sophistication & resort-style living. Privately set at the end of a quiet cul-de-sac off Bayberry Lane, this elegant four-bedroom, three-and-a-half-bath home offers over 4,600 sq ft of sun-filled living space surrounded by beautifully landscaped grounds. The property's two private acres feel like a personal park-complete with mature trees, curated

  Michelle Sperry Coldwell Banker Realty

  6 Nutcracker Ln, Westport, CT 06880
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  $14,000 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,762 Sq Ft
  • House for Rent

  200 Hillspoint Rd, Westport, CT 06880

  Compo Beach, Westport | Short-Term Rental Experience the magic of waterfront living at this 3BD | 2.2BA Compo Beach retreat-where sunrises and moonrises paint the sky from a stunning rooftop deck with wide, unobstructed views of the Sound. Designed for peace and comfort, this fully furnished home offers a zen-like atmosphere perfect for a cozy holiday stay or memorable Thanksgiving gathering.

  Kim Harizman Compass Connecticut, LLC

  200 Hillspoint Rd, Westport, CT 06880
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  $850,000 Sold Oct 17, 2025

  • 2,408 Sq Ft
  • $353/SF
  • 105 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1956

  110 Cross Hwy, Westport, CT 06880

  This house is a tear down. listing agent to show. Exterior showings only.

  Kelly Loucas Compass Connecticut, LLC

  110 Cross Hwy, Westport, CT 06880
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  Est $3,589,066 Not Listed For Sale

  • 6 Beds
  • 7.5 Baths
  • 5,417 Sq Ft

  38 Whitney St, Westport, CT 06880

  38 Whitney St, Westport, CT 06880
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  /36

  $2,999,999

  • 6 Beds
  • 4.5 Baths
  • 5,325 Sq Ft

  3 Country Rd, Westport, CT 06880

  Located in the heart of one of Westports most coveted walk to town cul-de-sac locations on 1+ac. This sun-drenched 6 bdrm home blends timeless charm w/sophisticated modern renovations. Spanning over 5,000 sqft on stunning flat lush 1.02ac lot this home is perfectly situated for live-in child care/extended family members and effortless entertaining.Step inside to a reimagined custom kitchen

  Elizabeth Forrest Douglas Elliman of Connecticut

  3 Country Rd, Westport, CT 06880
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  $15,000 total monthly price

  • 6 Beds
  • 9 Baths
  • 7,447 Sq Ft
  • House for Rent

  355 Greens Farms Rd, Westport, CT 06880

  Rarely available opportunity to rent a mint-condition home. Refined living in this fully furnished 6-bedroom luxury home available for a short-term lease. The open kitchen and family room create a warm, inviting space ideal for both relaxation and entertaining. Set on 2.25 gated acres, this home offers exceptional privacy and comfort in a serene setting.

  Pam Toner Berkshire Hathaway NE Prop.

  355 Greens Farms Rd, Westport, CT 06880
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  $625,000 Sold Oct 15, 2025

  • 1,567 Sq Ft
  • $399/SF
  • 95 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1955

  4 Heather Hill, Westport, CT 06880

  Welcome to 4 Heather Hill in Westport! This charming 4 bedroom, 1.5 bath Cape Cod-style home is ideally located on a private road right in the heart of Central Westport. Nestled on a serene quarter-acre lot that is bordered in the rear by a classic stone wall, this property offers both privacy and promise. This home awaits your personal touches and updates. Several key improvements have already

  Matthew Loverci Coldwell Banker Realty

  4 Heather Hill, Westport, CT 06880
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  Est $2,590,154 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,084 Sq Ft

  14 Sandy Hill Terrace, Westport, CT 06880

  14 Sandy Hill Terrace, Westport, CT 06880
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  /35

  $3,295,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 4.5 Baths
  • 3,200 Sq Ft

  26 Treadwell Ave, Westport, CT 06880

  26 Treadwell Avenue is where historic charm meets a modern edgy vibe. Reimagined from the ground up in 2025 by Michael Greenberg, this 1894 Victorian Farmhouse has been transformed into a statement of refined design and craftsmanship. Notable features include exposed beams, white oak floors that ground the space, and curated architectural finishes that make every room feel intentional. Set on a

  Kim Harizman Compass Connecticut, LLC

  26 Treadwell Ave, Westport, CT 06880
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  $4,000 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,203 Sq Ft
  • House for Rent

  3 George St, Westport, CT 06880

  FLEXIBLE SHORT-TERM RENTAL UP TO SIX MONTH TERM IN HEART OF GREENS FARMS! Newly painted and recently upgraded cute farmhouse located on a convenient Greens Farms cul-de-sac off Maple Ave South, close to Post Road. Walk to shops and restaurants. A spacious light bright first floor with kitchen, dining area, family room, living room and sun room. 3/4 bedrooms on the second and third floor. Includes

  Todd Gibbons Boost Real Estate Group

  3 George St, Westport, CT 06880
• 

  $5,499,000 Sold Oct 15, 2025

  • 9,550 Sq Ft
  • $576/SF
  • 112 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 2025

  11 Tierney Ln, Westport, CT 06880

  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

  Laurie Crouse Coldwell Banker Realty

  11 Tierney Ln, Westport, CT 06880
• 

  Est $3,047,188 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,560 Sq Ft

  14 Marion Rd, Westport, CT 06880

  14 Marion Rd, Westport, CT 06880

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