11,355

Westport, CT Homes

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  • 44 Sniffen Rd, Westport, CT 06880

    $1,450,000

    Sold Jun 17, 2026

    44 Sniffen Rd, Westport, CT 06880

    • 3 Beds
    • 2 Baths
    • 2,246 Sq Ft
    • Built 1954

    Last Sold Summary

    • 2% Above List Price
    • $646/SF
    • 17 Days On Market

    Current Estimated Value $1,472,475

    Last Listing Agent Mira Auxier The Riverside Realty Group

    44 Sniffen Rd, Westport, CT 06880
  • 8 Washington Ave, Westport, CT 06880
    8 Washington Ave, Westport, CT 06880
    8 Washington Ave, Westport, CT 06880
    /40

    $2,780,000

    Under Contract
    • 5 Beds
    • 5.5 Baths
    • 3,606 Sq Ft

    8 Washington Ave, Westport, CT 06880

    Award-winning builder proudly presents a rare, beautifully restored high Victorian Gothic home chronicled for its grace and splendor. Original architectural details artfully remain, including the only known local example of clustered colonette posts adorning the veranda. The interior showcases curved archways, carved mahogany stair banister and newel post, and detailed window trim. White oak

    Susan Vanech Compass Connecticut, LLC

    8 Washington Ave, Westport, CT 06880
  • 108 Clapboard Hill Rd, Westport, CT 06880

    $4,950,000

    Sold Aug 01, 2025

    108 Clapboard Hill Rd, Westport, CT 06880

    • 5 Beds
    • 4.5 Baths
    • 5,312 Sq Ft
    • Built 1920

    Last Sold Summary

    • 18% Above List Price
    • $932/SF
    • 7 Days On Market

    Current Estimated Value $4,941,180

    Last Listing Agent Lynne Nolan Compass Connecticut, LLC

    108 Clapboard Hill Rd, Westport, CT 06880
    • 4 Country Rd, Westport, CT 06880

      Est $2,259,624

      Not Listed For Sale

      4 Country Rd, Westport, CT 06880

      • 4 Beds
      • 4 Baths
      • 3,912 Sq Ft
      • Built 1972
      4 Country Rd, Westport, CT 06880

      Last Sold Summary

      • 13 Days On Market

  • 24 Blue Ribbon Dr, Westport, CT 06880
    24 Blue Ribbon Dr, Westport, CT 06880
    24 Blue Ribbon Dr, Westport, CT 06880
    /34

    $2,349,000

    $76K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 3,584 Sq Ft

    24 Blue Ribbon Dr, Westport, CT 06880

    **PLEASE SUBMIT ALL OFFERS BY TUESDAY MAY 5TH AT NOON** Classic charm meets modern comfort in this beautifully updated 4-bedroom, 3 full and 1 half bath home, set in one of Westport's most loved walking neighborhoods-just minutes to top schools, vibrant downtown, and an easy hour to NYC. A bright, spacious eat-in kitchen is the heart of the home, opening to a back deck for effortless

    Danna Rogers Higgins Group Bedford Square

    24 Blue Ribbon Dr, Westport, CT 06880
  • 202 Bradley Ln Unit 202, Westport, CT 06880

    $880,000

    Sold Jan 23, 2026

    202 Bradley Ln Unit 202, Westport, CT 06880

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

    Last Sold Summary

    • 4% Above List Price
    • $501/SF
    • 16 Days On Market

    Current Estimated Value $937,643

    Last Listing Agent Audrey Demetres Coldwell Banker Realty

    202 Bradley Ln Unit 202, Westport, CT 06880
    • 146 North Ave, Westport, CT 06880

      Est $3,942,709

      Not Listed For Sale

      146 North Ave, Westport, CT 06880

      • 6 Beds
      • 6.5 Baths
      • 7,400 Sq Ft
      • Built 2023
      146 North Ave, Westport, CT 06880

      Last Sold Summary

      • 22 Days On Market

  • 9 Berkeley Rd, Westport, CT 06880
    9 Berkeley Rd, Westport, CT 06880
    /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
  • 20 Old Hill Rd, Westport, CT 06880

    $2,795,000

    Sold Dec 23, 2025

    20 Old Hill Rd, Westport, CT 06880

    • 5 Beds
    • 5.5 Baths
    • 5,916 Sq Ft
    • Built 1945

    Last Sold Summary

    • 8% Below List Price
    • $472/SF
    • 109 Days On Market

    Current Estimated Value $2,936,135

    Last Listing Agent Michelle Genovesi William Raveis Real Estate

    20 Old Hill Rd, Westport, CT 06880
  • 2 Windy Hill Rd, Westport, CT 06880
    2 Windy Hill Rd, Westport, CT 06880
    2 Windy Hill Rd, Westport, CT 06880
    /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
  • 9 Spriteview Ave, Westport, CT 06880

    $1,675,000

    Sold May 01, 2026

    9 Spriteview Ave, Westport, CT 06880

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 1965

    Last Sold Summary

    • 1% Below List Price
    • $906/SF
    • 46 Days On Market

    Current Estimated Value $1,703,396

    Last Listing Agent Joan Wright Compass Connecticut, LLC

    9 Spriteview Ave, Westport, CT 06880
    • 28 Spicer Rd, Westport, CT 06880

      Est $3,120,810

      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

  • 16 Westport Ave, Westport, CT 06880
    16 Westport Ave, Westport, CT 06880
    16 Westport Ave, Westport, CT 06880
    /40

    $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
  • 190 Hillspoint Rd, Westport, CT 06880

    $5,025,000

    Sold Oct 02, 2025

    190 Hillspoint Rd, Westport, CT 06880

    • 4 Beds
    • 5 Baths
    • 4,333 Sq Ft
    • Built 2008

    Last Sold Summary

    • 8% Below List Price
    • $1,160/SF
    • 86 Days On Market

    Current Estimated Value $5,282,467

    Last Listing Agent Cynthia Brestovan William Raveis Real Estate

    190 Hillspoint Rd, Westport, CT 06880
  • 21 Dover Rd, Westport, CT 06880
    21 Dover Rd, Westport, CT 06880
    21 Dover Rd, Westport, CT 06880
    /36

    $2,750,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 6,356 Sq Ft

    21 Dover Rd, Westport, CT 06880

    Spacious and impeccably maintained Colonial tucked away on a quiet cul-de-sac in one of Westport's most desirable locations, just moments to town, schools, trains, beaches, and everyday conveniences. Offering four finished levels, this beautifully updated home features 5 bedrooms, 4 full baths, and a powder room. Designed for both comfortable daily living and effortless entertaining, the home

    Judi Lake The Riverside Realty Group

    21 Dover Rd, Westport, CT 06880
  • 12 Old Hill Farms Rd, Westport, CT 06880

    $3,750,000

    Sold Oct 10, 2025

    12 Old Hill Farms Rd, Westport, CT 06880

    • 5 Beds
    • 7 Baths
    • 6,406 Sq Ft
    • Built 1952

    Last Sold Summary

    • $585/SF
    • 14 Days On Market

    Current Estimated Value $3,935,837

    Last Listing Agent Emily Gordon Coldwell Banker Realty

    12 Old Hill Farms Rd, Westport, CT 06880
    • 3 Northgate, Westport, CT 06880

      Est $1,983,239

      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

  • 36 Turkey Hill Rd N, Westport, CT 06880
    36 Turkey Hill Rd N, Westport, CT 06880
    36 Turkey Hill Rd N, Westport, CT 06880
    /40

    $1,790,000

    Under Contract
    • 5 Beds
    • 3.5 Baths
    • 3,584 Sq Ft

    36 Turkey Hill Rd N, Westport, CT 06880

    Welcome home to this charming 5-bedroom home located in the desirable Long Lots area, convenient to everything. Short walk to schools, shopping and minutes from train and highways. Every room in this home is so inviting, gather round in the kitchen or watch movies in the den, sit by the fireplace in the living room or enjoy the view of the brook from the balcony in the primary bedroom. The

    Linda DiMatteo William Raveis Real Estate

    36 Turkey Hill Rd N, Westport, CT 06880
  • 141 Regents Park, Westport, CT 06880

    $1,250,000

    Sold Jul 07, 2025

    141 Regents Park, Westport, CT 06880

    • 2 Beds
    • 3.5 Baths
    • 2,282 Sq Ft
    • Built 1985

    Last Sold Summary

    • 14% Above List Price
    • $548/SF
    • 20 Days On Market

    Current Estimated Value $1,309,923

    Last Listing Agent Lynn Dolan William Pitt Sotheby's Int'l

    141 Regents Park, Westport, CT 06880
  • 22 Dawn Dr, Westport, CT 06880
    22 Dawn Dr, Westport, CT 06880
    22 Dawn Dr, Westport, CT 06880
    /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
  • 23 Bridge St, Westport, CT 06880

    $896,000

    Sold Jan 14, 2026

    23 Bridge St, Westport, CT 06880

    • 4 Beds
    • 3 Baths
    • 3,054 Sq Ft
    • Built 1900

    Last Sold Summary

    • $293/SF
    • 26 Days On Market

    Current Estimated Value $1,058,643

    Last Listing Agent Karen Curtis William Pitt Sotheby's Int'l

    23 Bridge St, Westport, CT 06880
    • 7 Drumlin Rd, Westport, CT 06880

      Est $1,954,532

      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

  • 15 Gorham Ave, Westport, CT 06880
    15 Gorham Ave, Westport, CT 06880
    15 Gorham Ave, Westport, CT 06880
    /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
  • 3 Ln, Westport, CT 06880

    $2,875,000

    Sold Jan 09, 2026

    3 Ln, Westport, CT 06880

    • 6 Beds
    • 6.5 Baths
    • 6,351 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $453/SF
    • 50 Days On Market

    Last Listing Agent Maryann Levanti Higgins Group Bedford Square

    3 Ln, Westport, CT 06880
    • 3 Sterling Dr, Westport, CT 06880

      Est $2,445,666

      Not Listed For Sale

      3 Sterling Dr, Westport, CT 06880

      • 4 Beds
      • 3.5 Baths
      • 3,129 Sq Ft
      • Built 1912
      3 Sterling Dr, Westport, CT 06880

      Last Sold Summary

      • 24 Days On Market

  • 39 Marion Rd, Westport, CT 06880
    39 Marion Rd, Westport, CT 06880
    39 Marion Rd, Westport, CT 06880
    /40

    $1,800,000

    $175K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 4,018 Sq Ft

    39 Marion Rd, Westport, CT 06880

    Nestled in the coveted Old Hill section of Westport, this exceptional residence offers a rare blend of space, serenity, & timeless appeal. With over 3,200 square feet, the home unfolds beautifully-beginning with a gracious entry foyer, leading into the living room with hardwood floors and anchored by a classic fireplace. The large eat-in kitchen offers double ovens, an abundance of cabinets and

    Stacy Pfannkuch Century 21 AllPoints Realty

    39 Marion Rd, Westport, CT 06880
  • 61 Hills Ln Unit 61, Westport, CT 06880

    $605,000

    Sold Oct 27, 2025

    61 Hills Ln Unit 61, Westport, CT 06880

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1973

    Last Sold Summary

    • $450/SF
    • 21 Days On Market

    Current Estimated Value $621,306

    Last Listing Agent Arlene Bubbico Coldwell Banker Realty

    61 Hills Ln Unit 61, Westport, CT 06880
  • 11 Manitou Ct, Westport, CT 06880
    11 Manitou Ct, Westport, CT 06880
    11 Manitou Ct, Westport, CT 06880
    /18

    $8,995,000

    New Construction $55K PRICE INCREASE Pending
    • 7 Beds
    • 8.5 Baths
    • 9,415 Sq Ft

    11 Manitou Ct, Westport, CT 06880

    Perched gracefully atop a bluff on a premier private cul de sac overlooking Longshore and the shimmering expanse of Long Island Sound, this exquisite coastal residence embodies a harmonious synthesis of timeless Hamptons style and contemporary modern chic. This estate offers a lifestyle of unparalleled sophistication, effortless elegance, cutting edge innovation, and tranquil opulence. Imagine

    Jaclyn Picarillo Higgins Group Bedford Square

    11 Manitou Ct, Westport, CT 06880
  • 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 $983,324

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

    201 Bradley Ln Unit 201, Westport, CT 06880
  • 9 Over Rock Ln, Westport, CT 06880
    9 Over Rock Ln, Westport, CT 06880
    9 Over Rock Ln, Westport, CT 06880
    /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
  • 24 Hillspoint Rd, Westport, CT 06880

    $1,110,000

    Sold Jul 01, 2025

    24 Hillspoint Rd, Westport, CT 06880

    • 4 Beds
    • 2 Baths
    • 2,032 Sq Ft
    • Built 1930

    Last Sold Summary

    • 7% Below List Price
    • $546/SF
    • 49 Days On Market

    Last Listing Agent Daniela Gal Brown Harris Stevens

    24 Hillspoint Rd, Westport, CT 06880
  • 30 Pequot Trail, Westport, CT 06880
    30 Pequot Trail, Westport, CT 06880
    30 Pequot Trail, Westport, CT 06880
    /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
  • 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 $6,904,994

    Last Listing Agent Leslie Clarke Compass Connecticut, LLC

    122 Beachside Ave, Westport, CT 06880

Showing Results 361 - 400, Page 10 of 18

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