11,351

Westport, CT Homes

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  • 169 Compo Rd S, Westport, CT 06880
    169 Compo Rd S, Westport, CT 06880
    169 Compo Rd S, Westport, CT 06880
    /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
  • 105 Valley Rd, Westport, CT 06880

    $920,000

    Sold Jul 11, 2025

    105 Valley Rd, Westport, CT 06880

    • 4 Beds
    • 2 Baths
    • 2,448 Sq Ft
    • Built 1949

    Last Sold Summary

    • 6% Below List Price
    • $376/SF
    • 74 Days On Market

    Current Estimated Value $961,892

    Last Listing Agent Chris Ahlgrim Coldwell Banker Realty

    105 Valley Rd, Westport, CT 06880
    • 14 North Ave, Westport, CT 06880
      14 North Ave, Westport, CT 06880
      14 North Ave, Westport, CT 06880
      /40

      Est $1,753,575

      Not Listed For Sale

      14 North Ave, Westport, CT 06880

      • 4 Beds
      • 2.5 Baths
      • 3,280 Sq Ft
      • Built 1975
      14 North Ave, Westport, CT 06880

  • 13 Terhune Dr, Westport, CT 06880
    13 Terhune Dr, Westport, CT 06880
    13 Terhune Dr, Westport, CT 06880
    /28

    $3,999,000

    New Construction Under Contract
    • 6 Beds
    • 5.5 Baths
    • 6,010 Sq Ft

    13 Terhune Dr, Westport, CT 06880

    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

    Sara Santos Coldwell Banker Realty

    13 Terhune Dr, Westport, CT 06880
  • 368B Wilton Rd, Westport, CT 06880

    $2,310,000

    Sold Apr 23, 2026

    368B Wilton Rd, Westport, CT 06880

    • 4 Beds
    • 2.5 Baths
    • 4,166 Sq Ft
    • Built 1977

    Last Sold Summary

    • 16% Above List Price
    • $554/SF
    • 14 Days On Market

    Current Estimated Value $2,003,856

    Last Listing Agent Alex Chingas Coldwell Banker Realty

    368B Wilton Rd, Westport, CT 06880
  • 61 Clapboard Hill Rd, Westport, CT 06880
    61 Clapboard Hill Rd, Westport, CT 06880
    61 Clapboard Hill Rd, Westport, CT 06880
    /40

    $3,850,000

    • 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
  • 4 Berkeley Hill, Westport, CT 06880

    $1,592,925

    Sold Sep 19, 2025

    4 Berkeley Hill, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 3,181 Sq Ft
    • Built 1963

    Last Sold Summary

    • 6% Below List Price
    • $501/SF
    • 106 Days On Market

    Current Estimated Value $1,683,384

    Last Listing Agent Dee Cohen Compass Connecticut, LLC

    4 Berkeley Hill, Westport, CT 06880
  • 20 Cross St Unit 7, Westport, CT 06880
    20 Cross St Unit 7, Westport, CT 06880
    20 Cross St Unit 7, Westport, CT 06880
    /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
  • 23 Hale St, Westport, CT 06880

    $1,200,000

    Sold Aug 01, 2025

    23 Hale St, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 1,509 Sq Ft
    • Built 1963

    Last Sold Summary

    • 5% Above List Price
    • $795/SF
    • 27 Days On Market

    Current Estimated Value $1,236,702

    Last Listing Agent Christy Syrrist Higgins Group Bedford Square

    23 Hale St, Westport, CT 06880
  • 3 Stony Point W, Westport, CT 06880
    3 Stony Point W, Westport, CT 06880
    3 Stony Point W, Westport, CT 06880
    /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
  • 5 Maple Grove Ave, Westport, CT 06880

    $2,000,000

    Sold Nov 03, 2025

    5 Maple Grove Ave, Westport, CT 06880

    • 5 Beds
    • 2.5 Baths
    • 2,856 Sq Ft
    • Built 1934

    Last Sold Summary

    • $700/SF
    • 0 Days On Market

    Current Estimated Value $2,094,308

    Last Listing Agent Jillian Klaff Coldwell Banker Realty

    5 Maple Grove Ave, Westport, CT 06880
  • 3 Bowling Ln, Westport, CT 06880
    3 Bowling Ln, Westport, CT 06880
    3 Bowling Ln, Westport, CT 06880
    /15

    $3,450,000

    New Construction Pending
    • 6 Beds
    • 5.5 Baths
    • 5,844 Sq Ft

    3 Bowling Ln, Westport, CT 06880

    Now under construction with a summer move-in, this exceptional 6-BDRM SIGNATURE Home is set on a quiet cul-de-sac in Westport's sought-after Long Lots school district. Built by SIR Development-renowned for over 30 years and 300+ homes of exceptional craftsmanship-this residence seamlessly blends timeless design with modern luxury. A welcoming interior showcases 10-foot ceilings on the main level,

    Julie Haroun Westport Residential, LLC.

    3 Bowling Ln, Westport, CT 06880
  • 10 Crescent Park Rd, Westport, CT 06880

    $637,500

    Sold Oct 31, 2025

    10 Crescent Park Rd, Westport, CT 06880

    • 4 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1983

    Last Sold Summary

    • 2% Below List Price
    • $553/SF
    • 19 Days On Market

    Current Estimated Value $672,149

    Last Listing Agent John Hackett William Raveis Real Estate

    10 Crescent Park Rd, Westport, CT 06880
  • 50 Sylvan Rd N, Westport, CT 06880
    50 Sylvan Rd N, Westport, CT 06880
    50 Sylvan Rd N, Westport, CT 06880
    /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
  • 2A Whippoorwill Ln, Westport, CT 06880

    $3,525,719

    Sold Aug 15, 2025

    2A Whippoorwill Ln, Westport, CT 06880

    • 6 Beds
    • 8 Baths
    • 8,558 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Above List Price
    • $412/SF
    • 22 Days On Market

    Current Estimated Value $3,760,415

    Last Listing Agent Leslie Clarke Compass Connecticut, LLC

    2A Whippoorwill Ln, Westport, CT 06880
  • 36 Lyons Plain Rd, Westport, CT 06880
    36 Lyons Plain Rd, Westport, CT 06880
    36 Lyons Plain Rd, Westport, CT 06880
    /11

    $1,899,000

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

    36 Lyons Plain Rd, Westport, CT 06880

    Lovely 2.36 acres of river front land in Westport, with 300 ft. frontage on the Aspetuck River. Four large bedrooms including Primary with fireplace and full bath. Large kitchen, Great Room with a fireplace that opens to the deck and views of the river. Lots of privacy, and a beautiful setting! A wonderful opportunity for a renovation as is, or new build. Town appraisal is $1,898,400.00. Must

    Charlotte Cotton William Raveis Real Estate

    36 Lyons Plain Rd, Westport, CT 06880
  • 21 Rayfield Rd, Westport, CT 06880

    $1,350,000

    Sold Mar 31, 2026

    21 Rayfield Rd, Westport, CT 06880

    • 3 Beds
    • 2.5 Baths
    • 1,677 Sq Ft
    • Built 1935

    Last Sold Summary

    • 15% Above List Price
    • $805/SF
    • 9 Days On Market

    Current Estimated Value $1,332,481

    Last Listing Agent Kim Harizman Compass Connecticut, LLC

    21 Rayfield Rd, Westport, CT 06880
    • 12 Covlee Dr, Westport, CT 06880

      Est $3,459,754

      Not Listed For Sale

      12 Covlee Dr, Westport, CT 06880

      • 5 Beds
      • 5.5 Baths
      • 4,630 Sq Ft
      • Built 2018
      12 Covlee Dr, Westport, CT 06880

      Last Sold Summary

      • 13 Days On Market

  • 4 Raymond Place, Westport, CT 06880
    4 Raymond Place, Westport, CT 06880
    4 Raymond Place, Westport, CT 06880
    /38

    $1,950,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 3,180 Sq Ft

    4 Raymond Place, Westport, CT 06880

    A beautifully refined Colonial offering 2,695 square feet of thoughtfully designed living space, plus an additional 485 square feet in the finished lower level. Privately sited on a .21-acre property bordering Birchwood Country Club, this home is located on a quiet street just moments from Saugatuck and downtown Westport. A charming front porch welcomes you into a home that was thoughtfully

    Barbara Sweeney Coldwell Banker Realty

    4 Raymond Place, Westport, CT 06880
  • 355 Greens Farms Rd, Westport, CT 06880

    $4,750,000

    Sold Sep 30, 2025

    355 Greens Farms Rd, Westport, CT 06880

    • 6 Beds
    • 7.5 Baths
    • 9,630 Sq Ft
    • Built 1999

    Last Sold Summary

    • 17% Below List Price
    • $493/SF
    • 123 Days On Market

    Current Estimated Value $4,918,247

    Last Listing Agent Meredith Cohen Serhant Connecticut, LLC

    355 Greens Farms Rd, Westport, CT 06880
  • 56 Charcoal Hill Rd, Westport, CT 06880
    56 Charcoal Hill Rd, Westport, CT 06880
    56 Charcoal Hill Rd, Westport, CT 06880
    /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
  • 249 Greens Farms Rd, Westport, CT 06880

    $3,480,000

    Sold Apr 16, 2026

    249 Greens Farms Rd, Westport, CT 06880

    • 7 Beds
    • 9 Baths
    • 10,104 Sq Ft
    • Built 1907

    Last Sold Summary

    • 7% Below List Price
    • $344/SF
    • 165 Days On Market

    Current Estimated Value $3,807,941

    Last Listing Agent Kim Harizman Compass Connecticut, LLC

    249 Greens Farms Rd, Westport, CT 06880
  • 3 Madeline Ave, Westport, CT 06880
    3 Madeline Ave, Westport, CT 06880
    3 Madeline Ave, Westport, CT 06880
    /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
  • 24 Canal Rd, Westport, CT 06880

    $1,755,000

    Sold Feb 20, 2026

    24 Canal Rd, Westport, CT 06880

    • 3 Beds
    • 3 Baths
    • 2,534 Sq Ft
    • Built 2007

    Last Sold Summary

    • 7% Below List Price
    • $693/SF
    • 47 Days On Market

    Current Estimated Value $1,811,134

    Last Listing Agent Angela Benzan Higgins Group Bedford Square

    24 Canal Rd, Westport, CT 06880
  • 30 Saint Johns Place, Westport, CT 06880
    30 Saint Johns Place, Westport, CT 06880
    30 Saint Johns Place, Westport, CT 06880
    /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
  • 16 Mortar Rock Rd, Westport, CT 06880

    $1,662,000

    Sold Jun 30, 2025

    16 Mortar Rock Rd, Westport, CT 06880

    • 4 Beds
    • 2.5 Baths
    • 2,478 Sq Ft
    • Built 1966

    Last Sold Summary

    • 7% Above List Price
    • $671/SF
    • 6 Days On Market

    Current Estimated Value $1,762,715

    Last Listing Agent Linda Dunsmore Coldwell Banker Realty

    16 Mortar Rock Rd, Westport, CT 06880
    • 52 Center St, Westport, CT 06880

      Est $2,648,477

      Not Listed For Sale

      52 Center St, Westport, CT 06880

      • 4 Beds
      • 5 Baths
      • 3,704 Sq Ft
      • Built 1789
      52 Center St, Westport, CT 06880

      Last Sold Summary

      • 12 Days On Market

  • 25 Old Rd, Westport, CT 06880
    25 Old Rd, Westport, CT 06880
    25 Old Rd, Westport, CT 06880
    /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
  • 71 Old Rd, Westport, CT 06880

    $3,499,000

    Sold Jun 25, 2025

    71 Old Rd, Westport, CT 06880

    • 6 Beds
    • 5.5 Baths
    • 6,300 Sq Ft
    • Built 2013

    Last Sold Summary

    • $555/SF
    • 16 Days On Market

    Current Estimated Value $3,456,732

    Last Listing Agent Meredith Kamo Compass Connecticut, LLC

    71 Old Rd, Westport, CT 06880
  • 4 Woods Grove Rd, Westport, CT 06880
    4 Woods Grove Rd, Westport, CT 06880
    4 Woods Grove Rd, Westport, CT 06880
    /12

    $999,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,133 Sq Ft

    4 Woods Grove Rd, Westport, CT 06880

    HUGE OPPORTUNITY. PROPERTY TO BE SOLD AS-IS, WHERE IS WITH NO REPRESENTATIONS AS TO CONDITION. PERFECT FOR BUILDER/DEVELOPER TO BUILD ON .41 PARKLIKE ACRES AT IN-TOWN LOCATION. SALE SUBJECT TO PROBATE.

    Michael Traum RE/MAX Heritage

    4 Woods Grove Rd, Westport, CT 06880

Showing Results 401 - 440, Page 11 of 18

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