5,115

Winchester, CT Homes

Section Image
    • 270 Holabird Ave, Winsted, CT 06098

      Est $272,987 Not Listed For Sale

      270 Holabird Ave, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,504 Sq Ft
      • Built 1972
      270 Holabird Ave, Winsted, CT 06098

      Last Sold Summary

      • 14% Above List Price
      • $160/SF
      • 13 Days On Market

      Last Sold Price $240,000

      Last Listing Agent David Sartirana Northwest CT Realty

  • 17 Woodland Ave, Winsted, CT 06098

    $410,000 Sold Jul 31, 2025

    17 Woodland Ave, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 2,105 Sq Ft
    • Built 1938

    Last Sold Summary

    • 2% Below List Price
    • $195/SF
    • 39 Days On Market

    Current Estimated Value $418,126

    Last Listing Agent Vincent DeVico Showcase Realty, Inc.

    17 Woodland Ave, Winsted, CT 06098
    • 2 Herman Rd, Winsted, CT 06098

      Est $311,032 Not Listed For Sale

      2 Herman Rd, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 1987
      2 Herman Rd, Winsted, CT 06098

      Last Sold Summary

      • 20% Above List Price
      • $139/SF
      • 58 Days On Market

      Last Sold Price $260,000

      Last Listing Agent James Ray A-Gold Action Realty

  • Unlisted Address

    $378,000 Sold Jul 07, 2025

    Unlisted Address

    • 4 Beds
    • 3 Baths
    • 1,786 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Above List Price
    • $212/SF
    • 3 Days On Market

    Current Estimated Value $388,490

    Last Listing Agent David Sartirana Northwest CT Realty

    Unlisted Address
    • 445 N Main St, Winsted, CT 06098

      Est $267,205 Not Listed For Sale

      445 N Main St, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,132 Sq Ft
      • Built 1981
      445 N Main St, Winsted, CT 06098

      Last Sold Summary

      • 21% Above List Price
      • $194/SF
      • 6 Days On Market

      Last Sold Price $220,000

      Last Listing Agent patricia careddu Sullivan Real Estate Inc

  • 8 Oak St, Winsted, CT 06098

    $150,000 Sold Mar 10, 2026

    8 Oak St, Winsted, CT 06098

    • 2 Beds
    • 1.5 Baths
    • 832 Sq Ft
    • Built 1900

    Last Sold Summary

    • 21% Below List Price
    • $180/SF
    • 41 Days On Market

    Current Estimated Value $157,335

    Last Listing Agent Austin Brochu Sullivan Real Estate Inc

    8 Oak St, Winsted, CT 06098
    • 339 W Wakefield Blvd, Winsted, CT 06098

      Est $502,137 Not Listed For Sale

      339 W Wakefield Blvd, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,322 Sq Ft
      • Built 1940
      339 W Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 4% Below List Price
      • $397/SF
      • 62 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Amy Pelletier Berkshire Hathaway Home Services

  • 197 Spencer Hill Rd, Winsted, CT 06098

    $475,000 Sold Feb 26, 2026

    197 Spencer Hill Rd, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 2,167 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $219/SF
    • 129 Days On Market

    Current Estimated Value $490,951

    Last Listing Agent David Sartirana Northwest CT Realty

    197 Spencer Hill Rd, Winsted, CT 06098
    • 31 Cottage St, Winsted, CT 06098

      Est $286,829 Not Listed For Sale

      31 Cottage St, Winsted, CT 06098

      • 4 Beds
      • 1.5 Baths
      • 1,966 Sq Ft
      • Built 1910
      31 Cottage St, Winsted, CT 06098

      Last Sold Summary

      • 5% Above List Price
      • $139/SF
      • 28 Days On Market

      Last Sold Price $273,000

      Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  • 151 Elm St, Winsted, CT 06098

    $275,000 Sold Apr 23, 2025

    151 Elm St, Winsted, CT 06098

    • 5 Beds
    • 2 Baths
    • 2,191 Sq Ft
    • Built 1880

    Last Sold Summary

    • 2% Below List Price
    • $126/SF
    • 41 Days On Market

    Current Estimated Value $288,923

    Last Listing Agent Jeffrey Liskin Northwest CT Realty

    151 Elm St, Winsted, CT 06098
    • 53 Overlook Rd, Winsted, CT 06098

      Not Listed For Sale

      53 Overlook Rd, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 880 Sq Ft
      • Built 1945
      53 Overlook Rd, Winsted, CT 06098

      Last Sold Summary

      • $227/SF
      • 2 Days On Market

      Last Sold Price $200,000

      Last Listing Agent David Sartirana Northwest CT Realty

  • 284 Gilbert Ave, Winsted, CT 06098

    $325,000 Sold Jul 17, 2025

    284 Gilbert Ave, Winsted, CT 06098

    • 4 Beds
    • 1 Bath
    • 1,849 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Above List Price
    • $176/SF
    • 40 Days On Market

    Current Estimated Value $328,556

    Last Listing Agent David Sartirana Northwest CT Realty

    284 Gilbert Ave, Winsted, CT 06098
    • 31 Hurlbut St, Winsted, CT 06098

      Est $215,593 Not Listed For Sale

      31 Hurlbut St, Winsted, CT 06098

      • 2 Beds
      • 2 Baths
      • 1,242 Sq Ft
      • Built 1900
      31 Hurlbut St, Winsted, CT 06098

      Last Sold Summary

      • 27% Above List Price
      • $137/SF
      • 21 Days On Market

      Last Sold Price $170,000

      Last Listing Agent Stephen Mele Houlihan Lawrence

  • 100 Norfolk Rd, Winsted, CT 06098

    $160,000 Sold Jul 18, 2025

    100 Norfolk Rd, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 2,914 Sq Ft
    • Built 1947

    Last Sold Summary

    • 9% Below List Price
    • $55/SF
    • 8 Days On Market

    Current Estimated Value $182,416

    Last Listing Agent Katie Breitkreutz Dave Jones Realty, LLC

    100 Norfolk Rd, Winsted, CT 06098
    • 341 N Main St, Winsted, CT 06098

      Est $230,526 Not Listed For Sale

      341 N Main St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,972 Sq Ft
      • Built 1820
      341 N Main St, Winsted, CT 06098

      Last Sold Summary

      • 15% Above List Price
      • $101/SF
      • 14 Days On Market

      Last Sold Price $200,000

      Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  • 115 Wallens St, Winsted, CT 06098

    $345,000 Sold Oct 31, 2025

    115 Wallens St, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Built 1962

    Last Sold Summary

    • 38% Above List Price
    • $164/SF
    • 27 Days On Market

    Current Estimated Value $326,220

    Last Listing Agent Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

    115 Wallens St, Winsted, CT 06098
    • 80 John St, Winsted, CT 06098

      Est $363,761 Not Listed For Sale

      80 John St, Winsted, CT 06098

      • 2 Beds
      • 2 Baths
      • 1,514 Sq Ft
      • Built 1875
      80 John St, Winsted, CT 06098

      Last Sold Summary

      • 5% Above List Price
      • $228/SF
      • 81 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Katie Breitkreutz Dave Jones Realty, LLC

  • 130 Alpha Ave, Winsted, CT 06098

    $29,000 Sold Nov 11, 2025

    130 Alpha Ave, Winsted, CT 06098

    • Land
    • 0.41 Acre
    • $70,732 per Acre

    Last Sold Summary

    • 47% Below List Price
    • 119 Days On Market

    Current Estimated Value $131,333

    Last Listing Agent Suzie Larson Turning Point Realty, LLC

    130 Alpha Ave, Winsted, CT 06098
    • 224 Smith Hill Rd, Winsted, CT 06098

      Est $329,356 Not Listed For Sale

      224 Smith Hill Rd, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,178 Sq Ft
      • Built 1971
      224 Smith Hill Rd, Winsted, CT 06098

      Last Sold Summary

      • 5% Above List Price
      • $267/SF
      • 49 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Fern Nadolny Farmingbury Real Estate Inc

  • 117 South Rd, Winsted, CT 06098

    $375,000 Sold Feb 05, 2026

    117 South Rd, Winsted, CT 06098

    • 3 Beds
    • 3 Baths
    • 2,747 Sq Ft
    • Built 1955

    Last Sold Summary

    • 29% Below List Price
    • $137/SF
    • 230 Days On Market

    Current Estimated Value $468,531

    Last Listing Agent Christina Niziolek William Raveis Real Estate

    117 South Rd, Winsted, CT 06098
    • 180 Shore Dr, Winsted, CT 06098

      Est $688,910 Not Listed For Sale

      180 Shore Dr, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,131 Sq Ft
      • Built 1978
      180 Shore Dr, Winsted, CT 06098

      Last Sold Summary

      • 2% Below List Price
      • $619/SF
      • 74 Days On Market

      Last Sold Price $700,000

      Last Listing Agent David Sartirana Northwest CT Realty

  • 178 Boyd St, Winsted, CT 06098

    $305,000 Sold Apr 07, 2025

    178 Boyd St, Winsted, CT 06098

    • 5 Beds
    • 2 Baths
    • 1,826 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Above List Price
    • $167/SF
    • 62 Days On Market

    Current Estimated Value $311,143

    Last Listing Agent David Sartirana Northwest CT Realty

    178 Boyd St, Winsted, CT 06098
    • 216 South Rd, Winsted, CT 06098

      Est $753,643 Not Listed For Sale

      216 South Rd, Winsted, CT 06098

      • 4 Beds
      • 2.5 Baths
      • 3,151 Sq Ft
      • Built 1999
      216 South Rd, Winsted, CT 06098

      Last Sold Summary

      • 12% Above List Price
      • $214/SF
      • 28 Days On Market

      Last Sold Price $675,000

      Last Listing Agent Valerie Nash KW Legacy Partners

  • 47 Orchard St, Winsted, CT 06098

    $395,000 Sold Apr 08, 2025

    47 Orchard St, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 1,818 Sq Ft
    • Built 1875

    Last Sold Summary

    • 16% Below List Price
    • $217/SF
    • 106 Days On Market

    Current Estimated Value $405,058

    Last Listing Agent Bryan Palladino Showcase Realty, Inc.

    47 Orchard St, Winsted, CT 06098
    • 71 Ridge St, Winsted, CT 06098

      Est $273,178 Not Listed For Sale

      71 Ridge St, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 1,044 Sq Ft
      • Built 1958
      71 Ridge St, Winsted, CT 06098

      Last Sold Summary

      • 15% Above List Price
      • $227/SF
      • 4 Days On Market

      Last Sold Price $237,500

      Last Listing Agent David Sartirana Northwest CT Realty

  • 38 Riveredge Dr Unit 38, Winsted, CT 06098

    $135,800 Sold Dec 15, 2025

    38 Riveredge Dr Unit 38, Winsted, CT 06098

    • 1 Bed
    • 1 Bath
    • 635 Sq Ft
    • Built 1986

    Last Sold Summary

    • 9% Below List Price
    • $214/SF
    • 10 Days On Market

    Current Estimated Value $134,566

    Last Listing Agent Suzie Larson Turning Point Realty, LLC

    38 Riveredge Dr Unit 38, Winsted, CT 06098
    • 88 Munro Place, Winsted, CT 06098

      Est $383,486 Not Listed For Sale

      88 Munro Place, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 2,800 Sq Ft
      • Built 1898
      88 Munro Place, Winsted, CT 06098

      Last Sold Summary

      • 10% Above List Price
      • $125/SF
      • 16 Days On Market

      Last Sold Price $350,000

      Last Listing Agent Melanie LeRoy William Raveis Real Estate

  • 203 Holabird Ave, Winchester Center, CT 06098

    $370,000 Sold Jul 21, 2025

    203 Holabird Ave, Winchester Center, CT 06098

    • 5 Beds
    • 4 Baths
    • 3,690 Sq Ft
    • Built 1890

    Last Sold Summary

    • $100/SF
    • 6 Days On Market

    Current Estimated Value $369,712

    Last Listing Agent Ryan Horvay Smith & DeGroat Real Estate

    203 Holabird Ave, Winchester Center, CT 06098
    • 157 Newfield Rd, Winsted, CT 06098

      Est $281,833 Not Listed For Sale

      157 Newfield Rd, Winsted, CT 06098

      • 1 Bed
      • 1 Bath
      • 1,345 Sq Ft
      • Built 1785
      157 Newfield Rd, Winsted, CT 06098

      Last Sold Summary

      • 17% Above List Price
      • $178/SF
      • 3 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Michelina Marchlinski The Washington Agency

  • 36 Whiting St, Winsted, CT 06098

    $310,000 Sold Oct 03, 2025

    36 Whiting St, Winsted, CT 06098

    • 3 Beds
    • 2.5 Baths
    • 1,608 Sq Ft
    • Built 1917

    Last Sold Summary

    • 3% Above List Price
    • $193/SF
    • 37 Days On Market

    Current Estimated Value $306,845

    Last Listing Agent Brandon Riley eXp Realty

    36 Whiting St, Winsted, CT 06098
    • 8 Colony Dr, Winsted, CT 06098

      Est $293,832 Not Listed For Sale

      8 Colony Dr, Winsted, CT 06098

      • 2 Beds
      • 3 Baths
      • 1,408 Sq Ft
      • Built 1965
      8 Colony Dr, Winsted, CT 06098

      Last Sold Summary

      • 11% Above List Price
      • $188/SF
      • 1 Day On Market

      Last Sold Price $265,000

      Last Listing Agent David Taylor Elyse Harney Real Estate

  • 174 Wallens St Unit B6, Winsted, CT 06098

    $250,000 Sold Jan 23, 2026

    174 Wallens St Unit B6, Winsted, CT 06098

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft
    • Built 2008

    Last Sold Summary

    • 2% Above List Price
    • $185/SF
    • 4 Days On Market

    Last Listing Agent David Sartirana Northwest CT Realty

    174 Wallens St Unit B6, Winsted, CT 06098
    • 103 Meadow St Unit 105, Winsted, CT 06098

      Not Listed For Sale

      103 Meadow St Unit 105, Winsted, CT 06098

      • 6 Beds
      • 3.5 Baths
      • 3,762 Sq Ft
      • Built 1886
      103 Meadow St Unit 105, Winsted, CT 06098

      Last Sold Summary

      • $125/SF
      • 15 Days On Market

      Last Sold Price $469,000

      Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  • 43 Wallens St, Winsted, CT 06098

    $250,000 Sold Mar 01, 2026

    43 Wallens St, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 1,971 Sq Ft
    • Built 1900

    Last Sold Summary

    • 9% Below List Price
    • $127/SF
    • 5 Days On Market

    Current Estimated Value $270,375

    Last Listing Agent Kristen Duchene Litchfield County Real Estate

    43 Wallens St, Winsted, CT 06098
    • 371 Norwood Rd, Winsted, CT 06098

      Est $168,143 Not Listed For Sale

      371 Norwood Rd, Winsted, CT 06098

      • 1 Bed
      • 1 Bath
      • 592 Sq Ft
      • Built 1960
      371 Norwood Rd, Winsted, CT 06098

      Last Sold Summary

      • 27% Above List Price
      • $223/SF
      • 8 Days On Market

      Last Sold Price $132,000

      Last Listing Agent William Stajos Raynard & Peirce Realty,LLC

  • 548 E Wakefield Blvd, Winsted, CT 06098

    $425,000 Sold Oct 28, 2025

    548 E Wakefield Blvd, Winsted, CT 06098

    • 2 Beds
    • 1 Bath
    • 512 Sq Ft
    • Built 1936

    Last Sold Summary

    • 8% Above List Price
    • $830/SF
    • 60 Days On Market

    Current Estimated Value $424,812

    Last Listing Agent Amy Rio Executive Real Estate Inc.

    548 E Wakefield Blvd, Winsted, CT 06098
    • 38 S Main St, Winsted, CT 06098

      Est $209,196 Not Listed For Sale

      38 S Main St, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,520 Sq Ft
      • Built 1900
      38 S Main St, Winsted, CT 06098

      Last Sold Summary

      • 17% Above List Price
      • $118/SF
      • 104 Days On Market

      Last Sold Price $179,000

      Last Listing Agent Stephen Simard Real Broker CT, LLC

  • 435 W Wakefield Blvd, Winsted, CT 06098

    $1,215,000 Sold Sep 10, 2025

    435 W Wakefield Blvd, Winsted, CT 06098

    • 8 Beds
    • 4.5 Baths
    • 5,231 Sq Ft
    • Built 1930

    Last Sold Summary

    • 29% Below List Price
    • $232/SF
    • 347 Days On Market

    Current Estimated Value $1,318,318

    Last Listing Agent Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

    435 W Wakefield Blvd, Winsted, CT 06098
    • 206 Walnut St, Winsted, CT 06098

      Est $269,983 Not Listed For Sale

      206 Walnut St, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 1,100 Sq Ft
      • Built 1990
      206 Walnut St, Winsted, CT 06098

      Last Sold Summary

      • 12% Above List Price
      • $218/SF
      • 69 Days On Market

      Last Sold Price $240,000

      Last Listing Agent Johanna Stanko Berkshire Hathaway Home Services

  • 42 Maloney Ct, Winsted, CT 06098

    $240,000 Sold Sep 09, 2025

    42 Maloney Ct, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1956

    Last Sold Summary

    • 4% Below List Price
    • $238/SF
    • 6 Days On Market

    Current Estimated Value $242,048

    Last Listing Agent James Walsh James Walsh

    42 Maloney Ct, Winsted, CT 06098

Showing Results 241 - 280, Page 7 of 18

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