Westport, CT Homes for Sale

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  /37

  $4,799,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 7,583 Sq Ft

  11 Wake Robin Rd, Westport, CT 06880

  Just completed and ready for immediate occupancy, this beautifully crafted new construction home is set on a quiet cul-de-sac in the desirable Greens Farms area. Situated on a level one-acre property with a pool, the home is filled with abundant natural light and offers a thoughtful, well-balanced layout designed for both everyday living and entertaining. The stunning kitchen opens to a dramatic

  Judi Lake The Riverside Realty Group

  11 Wake Robin Rd, Westport, CT 06880
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  /40

  $1,535,000

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,416 Sq Ft

  783 Post Rd E Unit 204, Westport, CT 06880

  AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

  Todd Gibbons Boost Real Estate Group

  783 Post Rd E Unit 204, Westport, CT 06880
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  /7

  $4,100,000

  New Construction

  • 6 Beds
  • 5.5 Baths
  • 6,244 Sq Ft

  48 Woodside Ave, Westport, CT 06880

  A rare opportunity to own new construction in Westport's coveted Old Hill neighborhood, offering refined design, a swimming pool, and a walkable lifestyle near Post Road and downtown. Tucked within one of Westport's most sought-after enclaves, this newly constructed 6-bedroom, 5.5-bath home blends architectural sophistication with modern livability. Natural light, clean lines, and

  Judy Michaelis Coldwell Banker Realty

  48 Woodside Ave, Westport, CT 06880
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  /37

  $5,895,000

  $100K PRICE DROP

  • 4 Beds
  • 6 Baths
  • 5,567 Sq Ft

  46 Compo Mill Cove, Westport, CT 06880

  Set within Compo Mill Cove, a rare private association where homes are accessed only by footbridge and no cars are permitted, this Brooke Girty-designed shingle-style residence offers 5,567 SF of true coastal sanctuary. The footbridge approach immediately separates the home from daily life, delivering a level of seclusion few coastal properties can match. Interiors are warm, considered, and

  Evangela Brock Douglas Elliman of Connecticut

  46 Compo Mill Cove, Westport, CT 06880
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  /40

  $6,895,000

  New Construction $605K PRICE DROP

  • 6 Beds
  • 9 Baths
  • 9,576 Sq Ft

  8 Loretta Ct, Westport, CT 06880

  Introducing an exceptional new build from Simple Plan Home Builders, multiple HOBI Award winners known for iconic Westport homes. Just a short stroll to Compo Beach, this striking modern coastal retreat is privately set on a coveted cul-de-sac, blending luxury, light, and effortless living. Spanning four levels, this six-bedroom home features an airy layout with refined finishes throughout. The

  Lianne Owen Coldwell Banker Realty

  8 Loretta Ct, Westport, CT 06880
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  /40

  $15,000,000

  • 7 Beds
  • 6.5 Baths
  • 6,215 Sq Ft

  4 Sherwood Island Ln, Westport, CT 06880

  Hidden along a private lane in Westport's Greens Farms neighborhood, this extraordinary 20-acre waterfront estate unfolds as one of the most remarkable shoreline settings ever offered. For more than 65 years, it has been held and enjoyed by the same family as a place to gather, unwind, and take in the ever-changing views across Sherwood Island Park and Long Island Sound. Surrounded by protected

  Andrew Whiteley Brown Harris Stevens

  4 Sherwood Island Ln, Westport, CT 06880
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  /36

  $2,995,000

  • 4 Beds
  • 3.5 Baths
  • 3,150 Sq Ft

  16 Harbor Rd, Westport, CT 06880

  This beautiful coastal residence, set on a half-acre, offers stunning views of the Saugatuck Yacht Club and the harbor, stretching to the Long Island Sound. Relax and unwind on the expansive front deck, perfect for soaking in the serene water views. This home features four bedrooms, three and a half baths, two fireplaces, and two decks for waterfront living, with endless expansion

  Kelly Loucas Compass Connecticut, LLC

  16 Harbor Rd, Westport, CT 06880
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  /27

  $798,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  3 Keller Ln, Westport, CT 06880

  Weekender, year-round retreat, or investment opportunity; this condo alternative charmer checks every box. Sun-filled and single-story, this happy home was cherished by its original family for over 50 years and the now second owner refreshed and revealed the original integrity of the home through thoughtful updates and upgrades. Award-winning builder/owner created a beautiful blend of whimsy and

  Susan Vanech Compass Connecticut, LLC

  3 Keller Ln, Westport, CT 06880
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  /2

  $1,495,000

  • Land
  • 1 Acre
  • $1,495,000 per Acre

  9 Berkeley Rd, Westport, CT 06880

  **Plans submitted and waiting on final approvals likely completed July/August.** Rare opportunity to build new in one of Westport's most sought-after neighborhoods. Set on approximately one acre on a quiet Coleytown side street, this property offers the ideal combination of privacy, natural surroundings, and convenience. Surrounded by established homes and just minutes from top-rated schools,

  Jonathan Makovsky Compass Connecticut, LLC

  9 Berkeley Rd, Westport, CT 06880
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  /40

  $4,795,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 8,185 Sq Ft

  2 Windy Hill Rd, Westport, CT 06880

  Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypress Development was thoughtfully designed for the way today's luxury buyer lives, entertains, and unwinds. A dramatic two-story foyer introduces light-filled interiors highlighted by soaring ceilings, white oak flooring, natural

  Jacob Bivona Keller Williams Prestige Prop.

  2 Windy Hill Rd, Westport, CT 06880
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  /39

  $6,495,000

  New Construction $1M PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,260 Sq Ft

  16 Westport Ave, Westport, CT 06880

  Brand-new coastal smart home, steps from Compo Beach, built to run quietly through whatever Long Island Sound throws at it. This is the only just-completed residence on the Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/battery storage, intelligent load management, leak detection w/automatic water shutoff, energy-recovery ventilation,

  Karen Scott Compass Connecticut, LLC

  16 Westport Ave, Westport, CT 06880
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  /22

  $4,995,700

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  22 Dawn Dr, Westport, CT 06880

  Come walk this stunning 1.5 acre lot with me - totally private, tucked at the end of a cul de sac in Long Lots. Peace, quiet, and the highest quality custom home spec'd to your wishlist by Coastal Luxury Homes is yours at 22 Dawn Drive. Go bigger/smaller, add an in-law suite or extra bedroom, an art studio, include a pool/spa, pickle court... let's discuss all the possibilities. Square footage

  Jaclyn Picarillo Higgins Group Bedford Square

  22 Dawn Dr, Westport, CT 06880
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  /32

  $2,150,000

  • 2 Beds
  • 2.5 Baths
  • 1,665 Sq Ft

  41 Richmondville Ave Unit 102, Westport, CT 06880

  Welcome to Residence 102 at The Mill Westport, offering high-end luxury living with all the amenities of a fine custom home in the heart of downtown Westport. With a concierge on-site and approximately 10,000 square feet of spectacular interior and exterior amenity spaces such as The Great Room & Cafe, Pool, Health & Wellness Center, Patio & Rooftop Deck, residents will enjoy carefree, 5-star

  Barbara Bross Coldwell Banker Realty

  41 Richmondville Ave Unit 102, Westport, CT 06880
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  /6

  $1,250,000

  $240K PRICE DROP

  • Land
  • 6,534 Sq Ft
  • $8,333,333 per Acre

  15 Gorham Ave, Westport, CT 06880

  Nestled on a charming historic street in one of Westport's most desirable neighborhoods, 15 Gorham Avenue offers a rare opportunity to build your dream home just moments from the heart of town. This exceptional property allows for the construction of a approximately 2,500+/- square foot residence, perfectly suited for today's lifestyle while blending beautifully with the character of the

  Peter Lane Ogents, LLC

  15 Gorham Ave, Westport, CT 06880
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  /6

  $9,860,000

  New Construction

  • 6 Beds
  • 8 Baths
  • 9,200 Sq Ft

  9 Over Rock Ln, Westport, CT 06880

  An exceptional modern residence by Compo Luxury Homes, designed by renowned architect Tanner White, set on over two private acres just minutes from downtown Westport, Compo Beach, and the train-approximately one hour from NYC. This 6-bedroom home spans approximately 9,200 square feet and showcases custom European windows and doors, sophisticated interiors, and seamless indoor-outdoor living. At

  Danna Rogers Higgins Group Bedford Square

  9 Over Rock Ln, Westport, CT 06880
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  /34

  $1,599,876

  $75K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,156 Sq Ft

  30 Pequot Trail, Westport, CT 06880

  Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a

  Lynn Fraund William Pitt Sotheby's Int'l

  30 Pequot Trail, Westport, CT 06880
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  /38

  $5,999,999

  New Construction Open Thu 11AM - 2PM

  • 7 Beds
  • 7.5 Baths
  • 8,700 Sq Ft

  13 Edgemarth Hill Rd, Westport, CT 06880

  Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends.

  Doug Bross Coldwell Banker Realty

  13 Edgemarth Hill Rd, Westport, CT 06880
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  /5

  $2,950,000

  • 4 Beds
  • 4.5 Baths
  • 3,611 Sq Ft

  169 Compo Rd S, Westport, CT 06880

  Stunning New Construction in highly desirable Compo South neighborhood! Introducing 169 Compo Rd.S. a tucked away hidden gem, superbly designed and presently being impeccably built by local HOME Design & Build. Set in an incredible natural and private setting amid woods, ledge and open space, this home offers three levels of sun-filled open-concept living. Timeless architectural details blend

  Tanya Sprague Coldwell Banker Realty

  169 Compo Rd S, Westport, CT 06880
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  /40

  $3,795,000

  $55K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,418 Sq Ft

  61 Clapboard Hill Rd, Westport, CT 06880

  Located in prestigious Greens Farms, this European-inspired Colonial offers a rare opportunity to enjoy immediate charm while planning for the future. Set behind private gates on expansive, picturesque grounds, the property is surrounded by multimillion-dollar estates-making it an exceptional canvas for new construction or a significant estate expansion. The existing home is beautifully

  Lorelei Atwood Higgins Group Real Estate

  61 Clapboard Hill Rd, Westport, CT 06880
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  /14

  $899,000

  $76K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  20 Cross St Unit 7, Westport, CT 06880

  This beautiful condo/townhouse is located conveniently within a 5 min walk to downtown Westport. The upstairs features 2 spacious bedrooms with walk in closets and a full bathroom. The main level has a sun-filled living room and a dining room with a view of a cozy backyard accompanied by another full bathroom and a walk in pantry. The kitchen is well appointed with all thick marble countertops

  Steven Koleno Beycome of Connecticut

  20 Cross St Unit 7, Westport, CT 06880
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  /40

  $5,925,000

  • 6 Beds
  • 9 Baths
  • 6,561 Sq Ft

  3 Stony Point W, Westport, CT 06880

  Located within the highly desirable Stony Point association, this exceptional home offers a rare combination of privacy, water views, and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over

  Debra Shaughnessy Coldwell Banker Realty

  3 Stony Point W, Westport, CT 06880
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  /18

  $1,475,000

  • Land
  • 1.05 Acres
  • $1,404,762 per Acre

  50 Sylvan Rd N, Westport, CT 06880

  ATTENTION BUYERS : FLAT DRY, ONE -OF-A-KIND LAND OPPORTUNITY NOW HUGELY IMPROVED WITH WELL DEFINED SITE PLAN. Do you hope for new custom construction no bigger than "about" 4500sf, yet continue to see 7000sf and larger get the edge? Stop wishing for it and take action! Bring your architect or builder to consider a new home that meets your dream to be practically-sized for every life stage. No

  Martha Eidman Coldwell Banker Realty

  50 Sylvan Rd N, Westport, CT 06880
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  /16

  $1,899,000

  • 4 Beds
  • 3.5 Baths
  • 3,514 Sq Ft

  36 Lyons Plain Rd, Westport, CT 06880

  Rarely does an opportunity like this become available in Westport. Set on 2.36 private acres with approximately 300 feet along the scenic Aspetuck River, this exceptional property offers a remarkable setting to renovate, expand, or create the custom estate you've always envisioned. The existing four-bedroom residence features a spacious primary suite with fireplace, an expansive kitchen, and a

  Charlotte Cotton William Raveis Real Estate

  36 Lyons Plain Rd, Westport, CT 06880
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  /40

  $2,790,000

  • 5 Beds
  • 3 Baths
  • 3,072 Sq Ft

  56 Charcoal Hill Rd, Westport, CT 06880

  A rare opportunity to own one of Charcoal Hill's signature properties, this exceptional Frazier Peters stone home pairs historic craftsmanship with a level of care and refinement that is increasingly hard to find. Set atop 2.3 +/- gated acres and introduced through a stunning circular drive, the residence showcases Peters' hallmark use of native stone, warm wood tones, and artisan detail,

  Doug Bross Coldwell Banker Realty

  56 Charcoal Hill Rd, Westport, CT 06880
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  /34

  $899,000

  • 2 Beds
  • 2 Baths
  • 1,047 Sq Ft

  3 Madeline Ave, Westport, CT 06880

  Water views, natural light, and endless possibilities await at 3 Madeline Avenue. This charming 2-3 bedroom cottage offers an open and inviting floor plan featuring refinished hardwood floors, expansive windows, and a sun-filled living space one house from the waterfront. The kitchen is equipped with granite countertops and ample cabinetry, providing abundant storage and functionality. The lower

  Karen Liss-uomoleale Coldwell Banker Realty

  3 Madeline Ave, Westport, CT 06880
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  /40

  $2,895,000

  • 5 Beds
  • 3.5 Baths
  • 3,999 Sq Ft

  30 Saint Johns Place, Westport, CT 06880

  Saint John Place is the street people who know Westport quietly hope opens up. It almost never does. Reimagined in 2007 by Renato Gasparian Associates and refreshed in 2022, this house has all the right moves. Inside, the main level opens up the way you hope it will. The great room stretches nearly thirty-four feet and flows into the dining area and a kitchen built around a center island, with a

  Carrie Perkins RE/MAX Heritage

  30 Saint Johns Place, Westport, CT 06880
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  /27

  $2,200,000

  • 5 Beds
  • 4.5 Baths
  • 6,330 Sq Ft

  25 Old Rd, Westport, CT 06880

  Set in Westport's sought-after Hunt Club neighborhood, this European-inspired Colonial offers over 6,300 square feet across three finished levels, including expansive recreation spaces and a dedicated home theater. A dramatic two-story entry introduces refined formal and informal rooms, including a fireplaced living room, formal dining room, private office, and an expansive eat-in kitchen with

  Zach Wright William Pitt Sotheby's Int'l

  25 Old Rd, Westport, CT 06880
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  /36

  $5,750,000

  • 5 Beds
  • 8 Baths
  • 6,503 Sq Ft

  31 Stonybrook Rd, Westport, CT 06880

  Tucked behind a gated entry in Old Hill, this stunning 5 bedroom, 6.2 bath home offers a rare blend of elegance, privacy and natural beauty. The property has multiple serene water features-a heated saltwater gunite pool with hot tub, a tranquil private pond with fountain and picturesque Stony Brook. The stately stone and wood exterior blends seamlessly with the lush surroundings, while inside, an

  Kristi Law William Pitt Sotheby's Int'l

  31 Stonybrook Rd, Westport, CT 06880
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  /40

  $1,699,000

  • 4 Beds
  • 3 Baths
  • 2,604 Sq Ft

  7 High Gate Rd, Westport, CT 06880

  Hamptons sophistication meets timeless Westport charm in this exquisitely renovated 4-bedroom, 3-bath Colonial nestled at the end of a peaceful cul-de-sac on a double lot in the highly coveted Greens Farms neighborhood. Reimagined by acclaimed fashion designer Christian Siriano, this one-of-a-kind residence blends elevated design with exceptional craftsmanship throughout. The stunning new chef's

  Linda Skolnick Coldwell Banker Realty

  7 High Gate Rd, Westport, CT 06880
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  /3

  $999,000

  • Land
  • 13,068 Sq Ft
  • $3,330,000 per Acre

  20 Woods Grove Rd, Westport, CT 06880

  Set on a picturesque 0.30-acre lot, this ranch-style home is full of potential and waiting for your creative vision. While the home is being sold as-is the possibilities are endless. Whether you're an investor, a builder, or a homeowner with a vision, this property offers the perfect canvas to bring your ideas to life. Situated in a sought-after neighborhood with close proximity to downtown,

  Miki Scarfo Compass Connecticut, LLC

  20 Woods Grove Rd, Westport, CT 06880
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  /40

  $3,499,000

  • 4 Beds
  • 4.5 Baths
  • 3,778 Sq Ft

  240 North Ave, Westport, CT 06880

  "MEADOW WOOD" - Nearly two acres of Westport's most spectacular land is the setting for this storied estate, which has been completely remodeled, expanded and transformed for modern living. Totally fenced & screened w/privacy trees, this unique property offers rare sophistication with a stunning main residence, gunite pool, and a 2,447+/- sqft barn. Gated driveways lead to both the main house &

  Doug Bross Coldwell Banker Realty

  240 North Ave, Westport, CT 06880
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  /2

  $1,150,000

  • Land
  • 37,897 Sq Ft
  • $1,321,839 per Acre

  119 Kings Highway North Rd, Westport, CT 06880

  Don't miss this great opportunity close to town. The .87Acre lot is elevated ,rolling and ideally positioned off Kings Highway. There are distance views of the river and town through the trees. There is an older small 1400 sq ft. single family home that has been a rental for many years. The previous owners in the 30's made each floor into apartments. Each level with its own entrance features a

  Helen Cusa Brown Harris Stevens

  119 Kings Highway North Rd, Westport, CT 06880
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  /32

  $1,329,000

  • 3 Beds
  • 2.5 Baths
  • 2,029 Sq Ft

  310 Main St, Westport, CT 06880

  Spacious sophistication in the heart of Downtown Westport. Perfectly positioned just moments from shopping, dining & recreation, this lovely in-town home offers a rare blend of comfort, flexibility, and location. The inviting living room with wood-burning fireplace sets the tone for relaxed gatherings and quiet evenings alike. The open-concept kitchen features granite countertops and flows

  Barbara Bross Coldwell Banker Realty

  310 Main St, Westport, CT 06880
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  /43

  $14,900,000

  • 5 Beds
  • 8 Baths
  • 9,546 Sq Ft

  279 Saugatuck Ave, Westport, CT 06880

  Panoramic vistas of Long Island Sound extend from this gated, resort-style estate. Designed to maximize its spectacular waterfront setting, the east-facing main house takes in the coastal views from walls of windows, French doors, and private balconies. Effortless indoor-outdoor flow defines the main level, where a charming screened-in porch and awning-covered veranda overlook a Gunite pool with

  Joseph Barbieri Sotheby's International Realty

  279 Saugatuck Ave, Westport, CT 06880
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  /36

  $5,500,000

  • 5 Beds
  • 5.5 Baths
  • 9,421 Sq Ft

  1 Twin Oaks Ln, Westport, CT 06880

  Discover exceptional modern living in this stunning new construction home set on 1.68 acres of private, serene property in Westport, CT. Designed with both luxury and functionality in mind, this residence offers 5 spacious bedrooms and 7 beautifully appointed bathrooms. The primary suite is a true sanctuary, featuring three generous closets and a spa-inspired feel. Each additional bedroom is

  Zuzana Dankova HomeSmart Homes and Estates

  1 Twin Oaks Ln, Westport, CT 06880
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  /40

  $5,599,000

  • 6 Beds
  • 9 Baths
  • 9,394 Sq Ft

  5 W Branch Rd, Westport, CT 06880

  Carefully crafted Connecticut modern farmhouse by award-winning Heine Development, this exceptional 6-bedroom residence blends timeless architecture with refined contemporary living amongst 4 finished levels on 2 private, level acres in one of Westport's most convenient luxury locations. Designed with perfection in symmetry, detail, and craftsmanship, the home pairs classic farmhouse inspiration

  Linda Skolnick Coldwell Banker Realty

  5 W Branch Rd, Westport, CT 06880
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  /40

  $4,850,000

  • 5 Beds
  • 5 Baths
  • 5,103 Sq Ft

  22 Evergreen Ave, Westport, CT 06880

  Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate

  Valerie Alvarez Serhant Connecticut, LLC

  22 Evergreen Ave, Westport, CT 06880
• 

  

  /34

  $4,700,000

  • 6 Beds
  • 6.5 Baths
  • 7,575 Sq Ft

  21 Daniel Ct, Westport, CT 06880

  Nestled at the end of an exceptionally wide, tree-lined cul-de-sac on one of Westport's most picturesque streets, this timeless brick estate offers both elegance and privacy while remaining moments from town, beaches, and commuting conveniences. Set with a paver circular driveway and surrounded by mature landscaping, the property exudes warmth, scale, and classic sophistication at every turn.

  Meredith Cohen Serhant Connecticut, LLC

  21 Daniel Ct, Westport, CT 06880
• 

  

  /14

  $4,375,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,100 Sq Ft

  143 Roseville Rd, Westport, CT 06880

  Nestled in peaceful seclusion yet just moments to town's shops, restaurants and amenities, an extraordinary residence crafted to the highest standards is being imagined to live in harmonious dialogue with the surrounding natural landscape. The proposed new construction masterpiece by Coastal Luxury Homes is thoughtfully designed to honor the property's pristine natural beauty, where a babbling

  Jaclyn Picarillo Higgins Group Bedford Square

  143 Roseville Rd, Westport, CT 06880
• 

  

  /40

  $2,400,000

  $300K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 5,793 Sq Ft

  28 Bulkley Ave N, Westport, CT 06880

  Beautifully renovated 1799 antique Colonial offering timeless charm, modern luxury, flat pool-worthy property, and exceptional convenience, just one light to the Greens Farms train. This special home captures the soul of historic Westport while delivering the comfort of today's lifestyle. Thoughtfully renovated, it blends original character, architectural detail, warmth, and six fireplaces with

  Judy Michaelis Coldwell Banker Realty

  28 Bulkley Ave N, Westport, CT 06880

Showing Results 41 - 80, Page 2 of 3