5,120

Winchester, CT Homes

Section Image
    • 55 Bank St, Winsted, CT 06098

      Est $237,438

      Not Listed For Sale

      55 Bank St, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 924 Sq Ft
      • Built 1890
      55 Bank St, Winsted, CT 06098

      Last Sold Summary

      • 7% Below List Price
      • $276/SF
      • 1 Day On Market
      • Last Sold Price $255,000
      • Oct 03, 2023

      Last Listing Agent Chris Farrell Carbutti & Co., Realtors

  • 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 $326,826

    Last Listing Agent David Sartirana Northwest CT Realty

    284 Gilbert Ave, Winsted, CT 06098
    • 225 N Main St, Winsted, CT 06098

      Est $263,585

      Not Listed For Sale

      225 N Main St, Winsted, CT 06098

      • 5 Beds
      • 3 Baths
      • 2,779 Sq Ft
      • Built 1890
      225 N Main St, Winsted, CT 06098

      Last Sold Summary

      • 39% Above List Price
      • $68/SF
      • 72 Days On Market
      • Last Sold Price $190,000
      • Feb 16, 2024

      Last Listing Agent David Sartirana Northwest CT Realty

  • 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 $174,121

    Last Listing Agent Katie Breitkreutz Dave Jones Realty, LLC

    100 Norfolk Rd, Winsted, CT 06098
    • 138 Mountain Rd, Winsted, CT 06098

      Est $399,391

      Not Listed For Sale

      138 Mountain Rd, Winsted, CT 06098

      • 3 Beds
      • 2.5 Baths
      • 1,654 Sq Ft
      • Built 1934
      138 Mountain Rd, Winsted, CT 06098

      Last Sold Summary

      • 3% Below List Price
      • $248/SF
      • 8 Days On Market
      • Last Sold Price $410,000
      • Sep 30, 2024

      Last Listing Agent Yvette Owens William Raveis 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 $329,688

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

    115 Wallens St, Winsted, CT 06098
    • 152 Lincoln Ave, Winsted, CT 06098

      Est $270,251

      Not Listed For Sale

      152 Lincoln Ave, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 1,135 Sq Ft
      • Built 1948
      152 Lincoln Ave, Winsted, CT 06098

      Last Sold Summary

      • 23% Above List Price
      • $194/SF
      • 69 Days On Market
      • Last Sold Price $220,000
      • Nov 09, 2023

      Last Listing Agent Jeffrey Liskin Northwest CT Realty

  • 130 Alpha Ave, Winsted, CT 06098

    $29,000

    Sold Nov 11, 2025

    130 Alpha Ave, Winsted, CT 06098

    • Land
    • 17,859 Sq Ft
    • $70,732 per Acre

    Last Sold Summary

    • 47% Below List Price
    • 119 Days On Market

    Current Estimated Value $178,500

    Last Listing Agent Suzie Larson Turning Point Realty, LLC

    130 Alpha Ave, Winsted, CT 06098
    • 342 Taylor Brook Rd, Winsted, CT 06098

      Est $937,631

      Not Listed For Sale

      342 Taylor Brook Rd, Winsted, CT 06098

      • 4 Beds
      • 4 Baths
      • 3,379 Sq Ft
      • Built 2005
      342 Taylor Brook Rd, Winsted, CT 06098

      Last Sold Summary

      • 5% Above List Price
      • $265/SF
      • 8 Days On Market
      • Last Sold Price $895,000
      • Jun 29, 2023

      Last Listing Agent Matt McElhone William Pitt

  • 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 $386,598

    Last Listing Agent Christina Niziolek William Raveis Real Estate

    117 South Rd, Winsted, CT 06098
    • 52 Overlook Rd, Winsted, CT 06098

      Est $330,711

      Not Listed For Sale

      52 Overlook Rd, Winsted, CT 06098

      • 2 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1900
      52 Overlook Rd, Winsted, CT 06098

      Last Sold Summary

      • 14% Above List Price
      • $191/SF
      • 50 Days On Market
      • Last Sold Price $288,900
      • May 09, 2023

      Last Listing Agent Kelly Sullivan Sullivan Real Estate Inc

  • 174 Wallens St Unit A5, Winsted, CT 06098

    $300,000

    Sold Apr 15, 2026

    174 Wallens St Unit A5, Winsted, CT 06098

    • 2 Beds
    • 2.5 Baths
    • 1,946 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Above List Price
    • $154/SF
    • 61 Days On Market

    Last Listing Agent Lauren Iraeta KW Legacy Partners

    174 Wallens St Unit A5, Winsted, CT 06098
    • 129 Skinner Rd, Winsted, CT 06098

      Est $388,003

      Not Listed For Sale

      129 Skinner Rd, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 2,177 Sq Ft
      • Built 1978
      129 Skinner Rd, Winsted, CT 06098

      Last Sold Summary

      • 5% Above List Price
      • $170/SF
      • 34 Days On Market
      • Last Sold Price $370,000
      • Dec 20, 2024

      Last Listing Agent Christopher Gueniat Northwest CT Realty

  • 9 John St, Winsted, CT 06098

    $225,000

    Sold Apr 02, 2026

    9 John St, Winsted, CT 06098

    • 2 Beds
    • 1.5 Baths
    • 1,172 Sq Ft
    • Built 1870

    Last Sold Summary

    • 2% Below List Price
    • $192/SF
    • 39 Days On Market

    Last Listing Agent Michael Grady William Raveis Real Estate

    9 John St, Winsted, CT 06098
    • 756 Lake Dr, Winsted, CT 06098

      Est $536,354

      Not Listed For Sale

      756 Lake Dr, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1950
      756 Lake Dr, Winsted, CT 06098

      Last Sold Summary

      • 7% Above List Price
      • $613/SF
      • 2 Days On Market
      • Last Sold Price $500,000
      • Jun 28, 2023

      Last Listing Agent Pam Famiglietti William Raveis Real Estate

  • 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 $134,038

    Last Listing Agent Suzie Larson Turning Point Realty, LLC

    38 Riveredge Dr Unit 38, Winsted, CT 06098
    • 230 Boyd St, Winsted, CT 06098

      Est $338,976

      Not Listed For Sale

      230 Boyd St, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,774 Sq Ft
      • Built 1903
      230 Boyd St, Winsted, CT 06098

      Last Sold Summary

      • 26% Above List Price
      • $152/SF
      • 100 Days On Market
      • Last Sold Price $270,000
      • Mar 01, 2024

      Last Listing Agent Cody Huelsman mygoodagent

  • 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 $359,625

    Last Listing Agent Ryan Horvay Smith & DeGroat Real Estate

    203 Holabird Ave, Winchester Center, CT 06098
    • 552 E Wakefield Blvd, Winsted, CT 06098

      Est $1,209,846

      Not Listed For Sale

      552 E Wakefield Blvd, Winsted, CT 06098

      • 3 Beds
      • 4 Baths
      • 2,526 Sq Ft
      • Built 2002
      552 E Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 10% Below List Price
      • $534/SF
      • 3 Days On Market
      • Last Sold Price $1,350,000
      • Aug 12, 2024

      Last Listing Agent Annemarie Bellenoit Berkshire Hathaway Home Services

  • 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 $309,388

    Last Listing Agent Brandon Riley eXp Realty

    36 Whiting St, Winsted, CT 06098
    • 270 Holabird Ave, Winsted, CT 06098

      Est $274,343

      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
      • Oct 30, 2023

      Last Listing Agent David Sartirana Northwest CT Realty

  • 106A Pinney St, Colebrook, CT 06021

    $550,000

    Sold Apr 02, 2026

    106A Pinney St, Colebrook, CT 06021

    • 3 Beds
    • 2 Baths
    • 1,745 Sq Ft
    • Built 1997

    Last Sold Summary

    • 2% Below List Price
    • $315/SF
    • 158 Days On Market

    Current Estimated Value $554,423

    Last Listing Agent Kelly Sullivan Sullivan Real Estate Inc

    106A Pinney St, Colebrook, CT 06021
    • 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

Showing Results 241 - 280, Page 7 of 18

Connecticut Litchfield County Winchester

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