5,120

Winchester, CT Homes

Section Image
    • 80 John St, Winsted, CT 06098

      Est $321,701

      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

      • 7% Below List Price
      • $228/SF
      • 81 Days On Market
      • Last Sold Price $345,000
      • Jun 27, 2024

      Last Listing Agent Katie Breitkreutz Dave Jones Realty, LLC

  • 88 Strong Terrace, Winsted, CT 06098

    $282,000

    Sold Jul 16, 2025

    88 Strong Terrace, Winsted, CT 06098

    • 5 Beds
    • 1.5 Baths
    • 2,470 Sq Ft
    • Built 1890

    Last Sold Summary

    • 3% Below List Price
    • $114/SF
    • 10 Days On Market

    Current Estimated Value $300,360

    Last Listing Agent Austin Brochu Sullivan Real Estate Inc

    88 Strong Terrace, Winsted, CT 06098
    • 224 Smith Hill Rd, Winsted, CT 06098

      Est $322,594

      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

      • 2% Above List Price
      • $267/SF
      • 49 Days On Market
      • Last Sold Price $315,000
      • Oct 29, 2024

      Last Listing Agent Fern Nadolny Farmingbury Real Estate Inc

  • 200 Perch Rock Trail, Winsted, CT 06098

    $1,200,000

    Sold Jul 23, 2025

    200 Perch Rock Trail, Winsted, CT 06098

    • 3 Beds
    • 2.5 Baths
    • 2,407 Sq Ft
    • Built 1948

    Last Sold Summary

    • 21% Above List Price
    • $499/SF
    • 0 Days On Market

    Current Estimated Value $1,220,372

    Last Listing Agent Annie Q Simard LPT Realty

    200 Perch Rock Trail, Winsted, CT 06098
    • 180 Shore Dr, Winsted, CT 06098

      Est $708,812

      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

      • 1% Above List Price
      • $619/SF
      • 74 Days On Market
      • Last Sold Price $700,000
      • Oct 31, 2023

      Last Listing Agent David Sartirana Northwest CT Realty

  • 159 Sandy Brook Rd, Colebrook, CT 06021

    $440,000

    Sold Oct 29, 2025

    159 Sandy Brook Rd, Colebrook, CT 06021

    • 4 Beds
    • 1.5 Baths
    • 1,940 Sq Ft
    • Built 1800

    Last Sold Summary

    • 11% Below List Price
    • $227/SF
    • 73 Days On Market

    Current Estimated Value $441,566

    Last Listing Agent Lenore Mallett William Pitt Sotheby's Int'l

    159 Sandy Brook Rd, Colebrook, CT 06021
    • 216 South Rd, Winsted, CT 06098

      Est $722,934

      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

      • 7% Above List Price
      • $214/SF
      • 28 Days On Market
      • Last Sold Price $675,000
      • Jun 01, 2023

      Last Listing Agent Valerie Nash KW Legacy Partners

  • 150 Mathew Rd, Winsted, CT 06098

    $314,000

    Sold Jul 03, 2025

    150 Mathew Rd, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • Built 1979

    Last Sold Summary

    • 10% Below List Price
    • $212/SF
    • 64 Days On Market

    Current Estimated Value $314,452

    Last Listing Agent Josh Dionne Commercial Services Realty

    150 Mathew Rd, Winsted, CT 06098
    • 71 Ridge St, Winsted, CT 06098

      Est $268,649

      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

      • 13% Above List Price
      • $227/SF
      • 4 Days On Market
      • Last Sold Price $237,500
      • Aug 07, 2023

      Last Listing Agent David Sartirana Northwest CT Realty

  • 351 Platt Hill Rd, Winsted, CT 06098

    $370,000

    Sold Apr 17, 2026

    351 Platt Hill Rd, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 1,715 Sq Ft
    • Built 1960

    Last Sold Summary

    • $216/SF
    • 33 Days On Market

    Current Estimated Value $365,113

    Last Listing Agent Valerie Nash KW Legacy Partners

    351 Platt Hill Rd, Winsted, CT 06098
    • 88 Munro Place, Winsted, CT 06098

      Est $349,122

      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

      • $125/SF
      • 16 Days On Market
      • Last Sold Price $350,000
      • May 24, 2024

      Last Listing Agent Melanie LeRoy William Raveis Real Estate

  • 11 Gibbs St Unit 7, Winsted, CT 06098

    $120,000

    Sold Jul 08, 2025

    11 Gibbs St Unit 7, Winsted, CT 06098

    • 1 Bed
    • 1 Bath
    • 570 Sq Ft
    • Built 1984

    Last Sold Summary

    • 9% Above List Price
    • $211/SF
    • 3 Days On Market

    Current Estimated Value $121,363

    Last Listing Agent David Sartirana Northwest CT Realty

    11 Gibbs St Unit 7, Winsted, CT 06098
    • 157 Newfield Rd, Winsted, CT 06098

      Est $299,316

      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

      • 25% Above List Price
      • $178/SF
      • 3 Days On Market
      • Last Sold Price $240,000
      • Oct 12, 2023

      Last Listing Agent Michelina Marchlinski The Washington Agency

  • 179 Gilbert Ave, Winsted, CT 06098

    $275,000

    Sold Sep 13, 2025

    179 Gilbert Ave, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 1,744 Sq Ft
    • Built 1981

    Last Sold Summary

    • 6% Above List Price
    • $158/SF
    • 46 Days On Market

    Current Estimated Value $274,557

    Last Listing Agent David Sartirana Northwest CT Realty

    179 Gilbert Ave, Winsted, CT 06098
    • 8 Colony Dr, Winsted, CT 06098

      Est $290,445

      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

      • 10% Above List Price
      • $188/SF
      • 1 Day On Market
      • Last Sold Price $265,000
      • Nov 09, 2023

      Last Listing Agent David Taylor Elyse Harney Real Estate

  • 19 Riveredge Dr Unit 19, Winsted, CT 06098

    $157,500

    Sold Jun 26, 2025

    19 Riveredge Dr Unit 19, Winsted, CT 06098

    • 2 Beds
    • 1.5 Baths
    • 992 Sq Ft
    • Built 1986

    Last Sold Summary

    • 2% Below List Price
    • $159/SF
    • 3 Days On Market

    Current Estimated Value $158,348

    Last Listing Agent Maria Smith KW Legacy Partners

    19 Riveredge Dr Unit 19, Winsted, CT 06098
    • 18 Upland Rd, Winsted, CT 06098

      Est $291,680

      Not Listed For Sale

      18 Upland Rd, Winsted, CT 06098

      • 5 Beds
      • 2 Baths
      • 2,338 Sq Ft
      • Built 1886
      18 Upland Rd, Winsted, CT 06098

      Last Sold Summary

      • 1% Above List Price
      • $124/SF
      • 6 Days On Market
      • Last Sold Price $290,000
      • Apr 21, 2025

      Last Listing Agent Linda Ganem Borla & Associates Real Estate

  • 381 Smith Hill Rd, Colebrook, CT 06021

    $2,200,000

    Sold Oct 21, 2025

    381 Smith Hill Rd, Colebrook, CT 06021

    • 4 Beds
    • 3.5 Baths
    • 4,327 Sq Ft
    • Built 1795

    Last Sold Summary

    • $508/SF
    • 28 Days On Market

    Last Listing Agent Elvia Gignoux William Pitt Sotheby's Int'l

    381 Smith Hill Rd, Colebrook, CT 06021
    • 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
      • Nov 30, 2023

      Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  • 95 Colony Dr, Winsted, CT 06098

    $316,000

    Sold Apr 06, 2026

    95 Colony Dr, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft
    • Built 1969

    Last Sold Summary

    • 11% Above List Price
    • $313/SF
    • 7 Days On Market

    Current Estimated Value $281,084

    Last Listing Agent Raelyn Lawrence Coldwell Banker Realty

    95 Colony Dr, Winsted, CT 06098
    • 371 Norwood Rd, Winsted, CT 06098

      Est $169,067

      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

      • 28% Above List Price
      • $223/SF
      • 8 Days On Market
      • Last Sold Price $132,000
      • Jul 14, 2023

      Last Listing Agent William Stajos Raynard & Peirce Realty,LLC

  • 111 Old Rd N, Winchester, CT 06098

    $388,750

    Sold Oct 29, 2025

    111 Old Rd N, Winchester, CT 06098

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft
    • Built 1973

    Last Sold Summary

    • 4% Above List Price
    • $245/SF
    • 65 Days On Market

    Last Listing Agent Christopher Clarke Coldwell Banker Realty

    111 Old Rd N, Winchester, CT 06098
    • 38 S Main St, Winsted, CT 06098

      Est $227,586

      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

      • 27% Above List Price
      • $118/SF
      • 104 Days On Market
      • Last Sold Price $179,000
      • Mar 04, 2024

      Last Listing Agent Stephen Simard Real Broker CT, LLC

  • 18 Curtice St, Winsted, CT 06098

    $229,000

    Sold Feb 09, 2026

    18 Curtice St, Winsted, CT 06098

    • 2 Beds
    • 1.5 Baths
    • 1,252 Sq Ft
    • Built 1900

    Last Sold Summary

    • $183/SF
    • 1 Day On Market

    Current Estimated Value $228,303

    Last Listing Agent David Sartirana Northwest CT Realty

    18 Curtice St, Winsted, CT 06098
    • 206 Walnut St, Winsted, CT 06098

      Est $259,516

      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

      • 8% Above List Price
      • $218/SF
      • 69 Days On Market
      • Last Sold Price $240,000
      • Dec 13, 2023

      Last Listing Agent Johanna Stanko Berkshire Hathaway Home Services

  • 38 Upland Rd, Winsted, CT 06098

    $240,000

    Sold Mar 11, 2026

    38 Upland Rd, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,736 Sq Ft
    • Built 1870

    Last Sold Summary

    • 15% Below List Price
    • $138/SF
    • 157 Days On Market

    Current Estimated Value $243,430

    Last Listing Agent Marshall Cohen Cohen Agency

    38 Upland Rd, Winsted, CT 06098
    • 114 Oak St, Winsted, CT 06098

      Est $310,831

      Not Listed For Sale

      114 Oak St, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 2,192 Sq Ft
      • Built 1900
      114 Oak St, Winsted, CT 06098

      Last Sold Summary

      • 13% Above List Price
      • $125/SF
      • 84 Days On Market
      • Last Sold Price $275,000
      • Jun 07, 2024

      Last Listing Agent David Sartirana Northwest CT Realty

  • 126 Forest Ave, Winsted, CT 06098

    $375,000

    Sold Oct 28, 2025

    126 Forest Ave, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,833 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Above List Price
    • $205/SF
    • 24 Days On Market

    Current Estimated Value $376,052

    Last Listing Agent Joanne Donne The Washington Agency

    126 Forest Ave, Winsted, CT 06098
    • 111 Riverton Rd Unit 9, Winsted, CT 06098

      Est $196,173

      Not Listed For Sale

      111 Riverton Rd Unit 9, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,204 Sq Ft
      • Built 1987
      111 Riverton Rd Unit 9, Winsted, CT 06098

      Last Sold Summary

      • 5% Below List Price
      • $171/SF
      • 22 Days On Market
      • Last Sold Price $206,000
      • Apr 01, 2025

      Last Listing Agent Kathleen Miller CT Home Pro, LLC

  • 0 Old Robertsville Rd, Winchester, CT 06098

    $575,000

    Sold May 08, 2026

    0 Old Robertsville Rd, Winchester, CT 06098

    • Land
    • 93.38 Acres
    • $6,158 per Acre

    Last Sold Summary

    • 22% Below List Price
    • 237 Days On Market

    Last Listing Agent David Sartirana Northwest CT Realty

    0 Old Robertsville Rd, Winchester, CT 06098
    • 121 Highview Dr, Winsted, CT 06098

      Est $354,481

      Not Listed For Sale

      121 Highview Dr, Winsted, CT 06098

      • 4 Beds
      • 3 Baths
      • 2,148 Sq Ft
      • Built 1974
      121 Highview Dr, Winsted, CT 06098

      Last Sold Summary

      • 144% Above List Price
      • $68/SF
      • 73 Days On Market
      • Last Sold Price $145,000
      • Feb 09, 2024

      Last Listing Agent David Sartirana Northwest CT Realty

  • 233 Grantville Rd, Winsted, CT 06098

    $250,000

    Sold Aug 22, 2025

    233 Grantville Rd, Winsted, CT 06098

    • 1 Bed
    • 1 Bath
    • 1,168 Sq Ft
    • Built 1920

    Last Sold Summary

    • $214/SF
    • 2 Days On Market

    Current Estimated Value $246,792

    Last Listing Agent David Sartirana Northwest CT Realty

    233 Grantville Rd, Winsted, CT 06098
    • 208 Coe St, Winsted, CT 06098

      Not Listed For Sale

      208 Coe St, Winsted, CT 06098

      • 5 Beds
      • 5.5 Baths
      • 5,284 Sq Ft
      • Built 1942
      208 Coe St, Winsted, CT 06098

      Last Sold Summary

      • 5% Below List Price
      • $106/SF
      • 85 Days On Market
      • Last Sold Price $560,000
      • Oct 06, 2023

      Last Listing Agent Sharon Chase Coldwell Banker Realty

  • 45 Riveredge Dr Unit 45, Winsted, CT 06098

    $185,000

    Sold Jan 12, 2026

    45 Riveredge Dr Unit 45, Winsted, CT 06098

    • 2 Beds
    • 1.5 Baths
    • 992 Sq Ft
    • Built 1986

    Last Sold Summary

    • 6% Above List Price
    • $186/SF
    • 56 Days On Market

    Last Listing Agent John Herman The Buyer's Representative LLC

    45 Riveredge Dr Unit 45, Winsted, CT 06098
    • 22 Adams St, Winsted, CT 06098

      Est $241,753

      Not Listed For Sale

      22 Adams St, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,200 Sq Ft
      • Built 1956
      22 Adams St, Winsted, CT 06098

      Last Sold Summary

      • 15% Above List Price
      • $175/SF
      • 23 Days On Market
      • Last Sold Price $210,000
      • Sep 01, 2023

      Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  • 50 Lakeview Rd, Winsted, CT 06098

    $425,000

    Sold Aug 13, 2025

    50 Lakeview Rd, Winsted, CT 06098

    • 4 Beds
    • 2.5 Baths
    • 2,086 Sq Ft
    • Built 1970

    Last Sold Summary

    • $204/SF
    • 3 Days On Market

    Current Estimated Value $429,853

    Last Listing Agent Paula Nelson William Raveis Real Estate

    50 Lakeview Rd, Winsted, CT 06098
    • 184 Newfield Rd, Winsted, CT 06098

      Not Listed For Sale

      184 Newfield Rd, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,598 Sq Ft
      • Built 1995
      184 Newfield Rd, Winsted, CT 06098

      Last Sold Summary

      • 26% Above List Price
      • $203/SF
      • 97 Days On Market
      • Last Sold Price $325,000
      • Oct 24, 2024

      Last Listing Agent Heidi Picard-Ramsay Berkshire Hathaway Home Services

  • 144 Marshall St, Winsted, CT 06098

    $540,000

    Sold Aug 06, 2025

    144 Marshall St, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 1,744 Sq Ft
    • Built 1980

    Last Sold Summary

    • 7% Below List Price
    • $310/SF
    • 51 Days On Market

    Current Estimated Value $539,177

    Last Listing Agent Monica Palmerie RE/MAX RISE

    144 Marshall St, Winsted, CT 06098
    • 17 Chestnut St, Winsted, CT 06098

      Est $251,352

      Not Listed For Sale

      17 Chestnut St, Winsted, CT 06098

      • 5 Beds
      • 2 Baths
      • 1,932 Sq Ft
      • Built 1900
      17 Chestnut St, Winsted, CT 06098

      Last Sold Summary

      • 3% Above List Price
      • $126/SF
      • 84 Days On Market
      • Last Sold Price $243,000
      • Jul 22, 2024

      Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  • 141 Maloney Ct, Winsted, CT 06098

    $320,000

    Sold Aug 06, 2025

    141 Maloney Ct, Winsted, CT 06098

    • 4 Beds
    • 2.5 Baths
    • 1,752 Sq Ft
    • Built 1963

    Last Sold Summary

    • 19% Above List Price
    • $183/SF
    • 24 Days On Market

    Current Estimated Value $314,837

    Last Listing Agent Marcy D'Angelo Coldwell Banker Realty

    141 Maloney Ct, Winsted, CT 06098

Showing Results 281 - 320, Page 8 of 18

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