4,844

Winsted, CT Homes

Section Image
    • 2 Herman Rd, Winsted, CT 06098

      Est $319,175

      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

      • 23% Above List Price
      • $139/SF
      • 58 Days On Market
      • Last Sold Price $260,000
      • May 17, 2024

      Last Listing Agent James Ray A-Gold Action Realty

  • 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
    • 445 N Main St, Winsted, CT 06098

      Est $260,410

      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

      • 18% Above List Price
      • $194/SF
      • 6 Days On Market
      • Last Sold Price $220,000
      • Nov 21, 2023

      Last Listing Agent patricia careddu Sullivan Real Estate Inc

  • 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 $258,474

    Last Listing Agent Kristen Duchene Litchfield County Real Estate

    43 Wallens St, Winsted, CT 06098
    • 339 W Wakefield Blvd, Winsted, CT 06098

      Est $487,602

      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

      • 7% Below List Price
      • $397/SF
      • 62 Days On Market
      • Last Sold Price $525,000
      • Jul 10, 2024

      Last Listing Agent Amy Pelletier Berkshire Hathaway Home Services

  • 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 $438,691

    Last Listing Agent Amy Rio Better Homes and Gardens Real Estate Executive Real Estate

    548 E Wakefield Blvd, Winsted, CT 06098
    • 31 Cottage St, Winsted, CT 06098

      Est $287,337

      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
      • Aug 23, 2024

      Last Listing Agent Christine Hunter Hunter Real Estate, 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 $1,347,442

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

    435 W Wakefield Blvd, 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
      • Jun 28, 2023

      Last Listing Agent David Sartirana Northwest CT Realty

  • 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 $235,444

    Last Listing Agent James Walsh James Walsh

    42 Maloney Ct, Winsted, CT 06098
    • 31 Hurlbut St, Winsted, CT 06098

      Est $211,664

      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

      • 25% Above List Price
      • $137/SF
      • 21 Days On Market
      • Last Sold Price $170,000
      • Dec 04, 2023

      Last Listing Agent Stephen Mele Houlihan Lawrence

  • 157 Elm St, Winsted, CT 06098

    $330,000

    Sold Mar 10, 2026

    157 Elm St, Winsted, CT 06098

    • 6 Beds
    • 2.5 Baths
    • 2,376 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $139/SF
    • 65 Days On Market

    Current Estimated Value $331,743

    Last Listing Agent Doreen Gagnon Coldwell Banker Realty

    157 Elm St, Winsted, CT 06098
    • 341 N Main St, Winsted, CT 06098

      Est $243,745

      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

      • 22% Above List Price
      • $101/SF
      • 14 Days On Market
      • Last Sold Price $200,000
      • May 10, 2024

      Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  • 111 Riverton Rd Unit 37, Winsted, CT 06098

    $198,000

    Sold Oct 28, 2025

    111 Riverton Rd Unit 37, Winsted, CT 06098

    • 2 Beds
    • 1.5 Baths
    • 1,204 Sq Ft
    • Built 1987

    Last Sold Summary

    • $164/SF
    • 48 Days On Market

    Current Estimated Value $199,461

    Last Listing Agent Sandra Marchetti The Washington Agency

    111 Riverton Rd Unit 37, Winsted, CT 06098
    • 110 South Rd, Winsted, CT 06098

      Est $701,165

      Not Listed For Sale

      110 South Rd, Winsted, CT 06098

      • 4 Beds
      • 3 Baths
      • 3,870 Sq Ft
      • Built 1984
      110 South Rd, Winsted, CT 06098

      Last Sold Summary

      • 3% Above List Price
      • $175/SF
      • 5 Days On Market
      • Last Sold Price $679,000
      • Apr 30, 2025

      Last Listing Agent Matthew Egan Regency Real Estate, LLC

  • 11 Gibbs St Unit 9, Winsted, CT 06098

    $113,000

    Sold Jun 23, 2025

    11 Gibbs St Unit 9, Winsted, CT 06098

    • 1 Bed
    • 1 Bath
    • 570 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Above List Price
    • $198/SF
    • 10 Days On Market

    Current Estimated Value $113,488

    Last Listing Agent David Sartirana Northwest CT Realty

    11 Gibbs St Unit 9, Winsted, CT 06098
    • 315 E Wakefield Blvd, Winsted, CT 06098

      Est $305,876

      Not Listed For Sale

      315 E Wakefield Blvd, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 988 Sq Ft
      • Built 1980
      315 E Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 6% Above List Price
      • $293/SF
      • 61 Days On Market
      • Last Sold Price $289,900
      • Apr 21, 2025

      Last Listing Agent Heather Crabtree RE/MAX RISE

  • 107 Peck Rd, Winsted, CT 06098

    $309,250

    Sold Feb 06, 2026

    107 Peck Rd, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1983

    Last Sold Summary

    • 9% Below List Price
    • $322/SF
    • 54 Days On Market

    Current Estimated Value $308,708

    Last Listing Agent Rebecca Doh W. Raveis Lifestyles Realty

    107 Peck Rd, Winsted, CT 06098
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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
    • 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

  • 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

Showing Results 241 - 280, Page 7 of 18

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