11,199

Westport, CT Homes

Section Image
  • 201 Bradley Ln Unit 201, Westport, CT 06880

    $1,015,000

    Sold May 21, 2026

    201 Bradley Ln Unit 201, Westport, CT 06880

    • 2 Beds
    • 2.5 Baths
    • 1,756 Sq Ft
    • Built 2008

    Last Sold Summary

    • 2% Above List Price
    • $578/SF
    • 1 Day On Market

    Current Estimated Value $1,023,748

    Last Listing Agent Maxxwell Crowley S.C.A. Crowley Real Estate

    201 Bradley Ln Unit 201, Westport, CT 06880
    • 28 Spicer Rd, Westport, CT 06880

      Est $3,248,330

      Not Listed For Sale

      28 Spicer Rd, Westport, CT 06880

      • 5 Beds
      • 4.5 Baths
      • 5,437 Sq Ft
      • Built 2023
      28 Spicer Rd, Westport, CT 06880

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent John Schiaroli Coldwell Banker Realty

  • Unlisted Address
    Unlisted Address
    /2

    $1,850,000

    • 4 Beds
    • 2 Baths
    • 4,196 Sq Ft

    Unlisted Address

    31 Franklin Street will be Westports next NEW neighborhood. Prime for redevelopment or reno existing. Multiple redevelopment projects coming to Saugatuck including new approved townhomes and flats across street. Saugatuck train station block in the works. Walk to train station multiple restaurants and cafes. Saugatuck River just steps away.

    Peter Lane Ogents, LLC

    Unlisted Address
  • 122 Beachside Ave, Westport, CT 06880

    $24,210,000

    Sold Nov 21, 2025

    122 Beachside Ave, Westport, CT 06880

    • 5 Beds
    • 5.5 Baths
    • 11,450 Sq Ft
    • Built 2007

    Last Sold Summary

    • 3% Below List Price
    • $2,114/SF
    • 302 Days On Market

    Current Estimated Value $6,598,691

    Last Listing Agent Leslie Clarke Compass Connecticut, LLC

    122 Beachside Ave, Westport, CT 06880
    • 1 Pilgrim Trail, Westport, CT 06880

      Est $1,958,788

      Not Listed For Sale

      1 Pilgrim Trail, Westport, CT 06880

      • 4 Beds
      • 2.5 Baths
      • 3,844 Sq Ft
      • Built 1977
      1 Pilgrim Trail, Westport, CT 06880

      Last Sold Summary

      • 38 Days On Market

      Last Listing Agent Regina Kendig William Raveis Real Estate

  • 60 Wilton Rd Unit 2C, Westport, CT 06880
    60 Wilton Rd Unit 2C, Westport, CT 06880
    60 Wilton Rd Unit 2C, Westport, CT 06880
    /35

    $3,699,000

    New Construction Pending
    • 4 Beds
    • 3.5 Baths
    • 3,460 Sq Ft

    60 Wilton Rd Unit 2C, Westport, CT 06880

    Fully completed and ready for occupancy. Unit 2C is the ONLY 4 BEDROOM unit in the building. At 3,460 interior square feet, this unit provides ample storage space, a dedicated laundry room, interior office, two ensuite bedrooms and plenty of privacy. Located on the northeast corner of the building, the new owners will enjoy up river water views from the living areas and ensuite bedrooms. The

    Kim Harizman Compass Connecticut, LLC

    60 Wilton Rd Unit 2C, Westport, CT 06880
  • 36 Fillow St, Westport, CT 06880

    $1,275,000

    Sold Jul 30, 2026

    36 Fillow St, Westport, CT 06880

    • 3 Beds
    • 2.5 Baths
    • 2,562 Sq Ft
    • Built 1956

    Last Sold Summary

    • 6% Above List Price
    • $498/SF
    • 18 Days On Market

    Current Estimated Value $1,197,456

    Last Listing Agent Lisa Holler Compass Connecticut, LLC

    36 Fillow St, Westport, CT 06880
    • 3 Northgate, Westport, CT 06880

      Est $2,075,406

      Not Listed For Sale

      3 Northgate, Westport, CT 06880

      • 3 Beds
      • 3 Baths
      • 3,092 Sq Ft
      • Built 2022
      3 Northgate, Westport, CT 06880

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent Kim Vartuli Keller Williams Realty

  • 23 Pequot Trail, Westport, CT 06880
    23 Pequot Trail, Westport, CT 06880
    23 Pequot Trail, Westport, CT 06880
    /28

    $1,599,000

    • 4 Beds
    • 3.5 Baths
    • 3,536 Sq Ft

    23 Pequot Trail, Westport, CT 06880

    Custom built and well-maintained Ranch located in the "Old Hill" section of town, just minutes to Downtown Westport & Saugatuck dining and shopping, Route 1, Whole Foods, Stew Leonard's, I-95, the Merritt Parkway and Metro North. Large open living room/dining room combo with fireplace, flows directly into the bright and sunny kitchen/family room combo with second fireplace and sliders to the rear

    Tina Ciufo William Raveis Real Estate

    23 Pequot Trail, 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 $2,201,657

    Last Listing Agent Alex Chingas Coldwell Banker Realty

    368B Wilton Rd, Westport, CT 06880
    • 38 Berndale Dr, Westport, CT 06880

      Est $2,612,337

      Not Listed For Sale

      38 Berndale Dr, Westport, CT 06880

      • 6 Beds
      • 4 Baths
      • 5,284 Sq Ft
      • Built 1961
      38 Berndale Dr, Westport, CT 06880

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Meredith Cohen Serhant Connecticut, LLC

  • 8 Pleasant Valley Ln, Westport, CT 06880
    8 Pleasant Valley Ln, Westport, CT 06880
    8 Pleasant Valley Ln, Westport, CT 06880
    /40

    $5,650,000

    New Construction Open Sun 1PM - 3PM
    • 7 Beds
    • 9 Baths
    • 8,762 Sq Ft

    8 Pleasant Valley Ln, Westport, CT 06880

    Experience modern luxury in this new SIR SIGNATURE Home by SIR Development, Westport's premier builder. Set on 1.02 private acres on a coveted cul de sac, this home offers a striking approach, 3car garage, and rare backyard privacy, all within walking distance to Bedford Middle, Staples High, Wakeman Fields, and Town Farm. A fresh contemporary aesthetic features a dramatic two story foyer, 10ft

    Doug Bross Coldwell Banker Realty

    8 Pleasant Valley Ln, 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 $1,727,320

    Last Listing Agent Dee Cohen Compass Connecticut, LLC

    4 Berkeley Hill, Westport, CT 06880
    • 7 Drumlin Rd, Westport, CT 06880

      Est $2,063,490

      Not Listed For Sale

      7 Drumlin Rd, Westport, CT 06880

      • 3 Beds
      • 4 Baths
      • 3,018 Sq Ft
      • Built 1952
      7 Drumlin Rd, Westport, CT 06880

      Last Sold Summary

      • 114 Days On Market

      Last Listing Agent Jennifer Leahy Compass Connecticut, LLC

  • 32 Hale St, Westport, CT 06880
    32 Hale St, Westport, CT 06880
    32 Hale St, Westport, CT 06880
    /21

    $1,799,900

    New Construction Pending
    • 4 Beds
    • 5 Baths
    • 2,922 Sq Ft

    32 Hale St, Westport, CT 06880

    A 2025 custom-built masterwork where uncompromising craftsmanship meets modern coastal sophistication. Newly completed and never lived in, this turnkey residence offers 4 bedrooms, 3 full and 2 half baths, and a fully finished lower level. Sun-filled interiors showcase site-finished hardwoods, soaring ceilings, and bespoke millwork by master craftsmen. The chef's kitchen features

    Andrew Westphal Whitestone Real Estate Group

    32 Hale St, Westport, CT 06880
  • 32 Narrow Rocks Rd, Westport, CT 06880

    $1,774,000

    Sold Aug 27, 2025

    32 Narrow Rocks Rd, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 1,883 Sq Ft
    • Built 1949

    Last Sold Summary

    • 11% Above List Price
    • $942/SF
    • 8 Days On Market

    Current Estimated Value $6,502,141

    Last Listing Agent Judy Michaelis Coldwell Banker Realty

    32 Narrow Rocks Rd, Westport, CT 06880
    • 82 Saugatuck Ave, Westport, CT 06880

      Est $1,056,743

      Not Listed For Sale

      82 Saugatuck Ave, Westport, CT 06880

      • 4 Beds
      • 3 Baths
      • 2,041 Sq Ft
      • Built 1920
      82 Saugatuck Ave, Westport, CT 06880

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Cross Cannone Property World

  • 24 Edgemarth Hill Rd, Westport, CT 06880
    24 Edgemarth Hill Rd, Westport, CT 06880
    24 Edgemarth Hill Rd, Westport, CT 06880
    /15

    $6,995,826

    New Construction
    • 6 Beds
    • 10 Baths
    • 8,417 Sq Ft

    24 Edgemarth Hill Rd, Westport, CT 06880

    This Beauty will be ready Summer 2026! Construction of this 8,417SF dream residence with pool and spa on 1 private acre in coveted Greens Farms, Westport, is in full swing. 24 Edgemarth Hill was designed and will be crafted and appointed with the finest materials - see rendering photos of what's to come. Flaunting sexy floor-to-ceiling walls of windows, stone and textured accents, vaulted

    Jaclyn Picarillo Higgins Group Bedford Square

    24 Edgemarth Hill Rd, 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 $2,134,567

    Last Listing Agent Jillian Klaff Coldwell Banker Realty

    5 Maple Grove Ave, Westport, CT 06880
    • 2 Whippoorwill Ln, Westport, CT 06880

      Est $3,509,908

      Not Listed For Sale

      2 Whippoorwill Ln, Westport, CT 06880

      • 8 Beds
      • 6.5 Baths
      • 6,057 Sq Ft
      • Built 2007
      2 Whippoorwill Ln, Westport, CT 06880

      Last Sold Summary

      • 77 Days On Market

      Last Listing Agent Linda Skolnick Coldwell Banker Realty

  • 11 Dogwood Ln, Westport, CT 06880
    11 Dogwood Ln, Westport, CT 06880
    11 Dogwood Ln, Westport, CT 06880
    /7

    $10,650,000

    New Construction
    • 6 Beds
    • 8 Baths
    • 9,100 Sq Ft

    11 Dogwood Ln, Westport, CT 06880

    Another extraordinary masterpiece by Coastal Luxury Homes, ideally situated in one of Westport's premier neighborhoods. Spanning over 9000 square feet of living space this 6 bedroom estate is defined by bold architectural lines, chic designer interiors, expansive balconies and seamless indoor-outdoor living. A resort caliber pool, fully equipped outdoor kitchen, and lush manicured grounds

    Jen Kass Higgins Group Bedford Square

    11 Dogwood 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 $692,620

    Last Listing Agent John Hackett William Raveis Real Estate

    10 Crescent Park Rd, Westport, CT 06880
    • 51 Compo Beach Rd, Westport, CT 06880

      Est $6,696,101

      Not Listed For Sale

      51 Compo Beach Rd, Westport, CT 06880

      • 4 Beds
      • 3 Baths
      • 2,880 Sq Ft
      • Built 2024
      51 Compo Beach Rd, Westport, CT 06880

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Carol Cutler Higgins Group Bedford Square

  • 4 Sycamore Dr, Westport, CT 06880
    4 Sycamore Dr, Westport, CT 06880
    4 Sycamore Dr, Westport, CT 06880
    /40

    $5,199,000

    New Construction
    • 6 Beds
    • 8 Baths
    • 8,935 Sq Ft

    4 Sycamore Dr, Westport, CT 06880

    Tucked away on a quiet cul de sac in the desirable Hunt Club area of Long Lots in Westport is a new construction lux home from CCO Habitats. 3 levels of finished living space with 10 foot ceilings on the 1st floor give an amazing sense of openness, as well as better functionality than 4 level homes. Think about it. Who really wants to walk up to the third floor every day? That's right; no one.

    Maryann Levanti Higgins Group Bedford Square

    4 Sycamore Dr, 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 $3,936,355

    Last Listing Agent Leslie Clarke Compass Connecticut, LLC

    2A Whippoorwill Ln, Westport, CT 06880
    • 8 Bradley St, Westport, CT 06880

      Est $6,237,447

      Not Listed For Sale

      8 Bradley St, Westport, CT 06880

      • 5 Beds
      • 7 Baths
      • 4,532 Sq Ft
      • Built 2016
      8 Bradley St, Westport, CT 06880

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Erin Melson The Agency

  • 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 $1,362,832

    Last Listing Agent Kim Harizman Compass Connecticut, LLC

    21 Rayfield Rd, Westport, CT 06880
    • 142 Compo Rd N, Westport, CT 06880

      Est $3,180,109

      Not Listed For Sale

      142 Compo Rd N, Westport, CT 06880

      • 5 Beds
      • 5 Baths
      • 5,273 Sq Ft
      • Built 2016
      142 Compo Rd N, Westport, CT 06880

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Leslie Clarke Compass Connecticut, LLC

  • 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 $5,025,398

    Last Listing Agent Meredith Cohen Serhant Connecticut, LLC

    355 Greens Farms Rd, Westport, CT 06880
    • 167A Compo Rd S, Westport, CT 06880

      Not Listed For Sale

      167A Compo Rd S, Westport, CT 06880

      • 3 Beds
      • 2 Baths
      • 2,103 Sq Ft
      • Built 1900
      167A Compo Rd S, Westport, CT 06880

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Lynne Nolan Compass Connecticut, LLC

  • 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 $3,536,558

    Last Listing Agent Kim Harizman Compass Connecticut, LLC

    249 Greens Farms Rd, Westport, CT 06880
    • 64 Long Lots Rd, Westport, CT 06880

      Est $2,920,237

      Not Listed For Sale

      64 Long Lots Rd, Westport, CT 06880

      • 5 Beds
      • 6 Baths
      • 3,970 Sq Ft
      • Built 1956
      64 Long Lots Rd, Westport, CT 06880

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Bobbie Poeltl Abagnale William Pitt Sotheby's Int'l

  • 15 Roosevelt Rd, Westport, CT 06880

    $5,300,000

    Sold Aug 10, 2026

    15 Roosevelt Rd, Westport, CT 06880

    • 4 Beds
    • 4.5 Baths
    • 3,562 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Above List Price
    • $1,488/SF
    • 4 Days On Market

    Current Estimated Value $5,205,169

    Last Listing Agent Leslie Clarke Compass Connecticut, LLC

    15 Roosevelt Rd, Westport, CT 06880
    • 14 North Ave, Westport, CT 06880

      Est $1,790,269

      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

      Last Sold Summary

      • 46 Days On Market

      Last Listing Agent Meredith Cohen Serhant Connecticut, LLC

  • 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 $1,940,572

    Last Listing Agent Angela Benzan Higgins Group Bedford Square

    24 Canal Rd, Westport, CT 06880
    • 12 Hockanum Rd, Westport, CT 06880

      Est $3,370,205

      Not Listed For Sale

      12 Hockanum Rd, Westport, CT 06880

      • 5 Beds
      • 5.5 Baths
      • 8,238 Sq Ft
      • Built 1962
      12 Hockanum Rd, Westport, CT 06880

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Susan Vanech Barnes Connecticut LLC

  • 41 Richmondville Ave Unit Duplex 1, Westport, CT 06880

    $1,975,500

    Sold Aug 10, 2026

    41 Richmondville Ave Unit Duplex 1, Westport, CT 06880

    • 2 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Built 2023

    Last Sold Summary

    • 8% Below List Price
    • $1,362/SF
    • 122 Days On Market

    Last Listing Agent Ashlei De Souza Serhant Connecticut, LLC

    41 Richmondville Ave Unit Duplex 1, Westport, CT 06880
    • 5 Carlisle Ct, Westport, CT 06880

      Est $746,140

      Not Listed For Sale

      5 Carlisle Ct, Westport, CT 06880

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft
      • Built 1964
      5 Carlisle Ct, Westport, CT 06880

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Christine Ward Berkshire Hathaway NE Prop.

  • 19 Sherwood Dr, Westport, CT 06880

    $2,187,500

    Sold Sep 26, 2025

    19 Sherwood Dr, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 2,695 Sq Ft
    • Built 1945

    Last Sold Summary

    • 5% Below List Price
    • $812/SF
    • 51 Days On Market

    Current Estimated Value $2,320,845

    Last Listing Agent Kim Harizman Compass Connecticut, LLC

    19 Sherwood Dr, Westport, CT 06880
    • 187 Compo Rd S, Westport, CT 06880

      Est $2,114,067

      Not Listed For Sale

      187 Compo Rd S, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 4,403 Sq Ft
      • Built 2005
      187 Compo Rd S, Westport, CT 06880

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Meredith Cohen Serhant Connecticut, LLC

Showing Results 401 - 440, Page 11 of 18

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