5,004

Winchester, CT Homes

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  • 50 Manchester Heights, Winsted, CT 06098

    $330,000

    Sold Sep 24, 2025

    50 Manchester Heights, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,287 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Below List Price
    • $256/SF
    • 118 Days On Market

    Current Estimated Value $327,783

    Last Listing Agent Lisa Bredice Coldwell Banker Realty

    50 Manchester Heights, Winsted, CT 06098
    • 55 Bank St, Winsted, CT 06098

      Est $228,854

      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

      • 1 Day On Market

      Last Listing Agent Chris Farrell Carbutti & Co., Realtors

  • 920 Main St, Winsted, CT 06098

    $275,000

    Sold Sep 21, 2025

    920 Main St, Winsted, CT 06098

    • 6 Beds
    • 4 Baths
    • 4,635 Sq Ft
    • Built 1900

    Last Sold Summary

    • 54% Above List Price
    • $59/SF
    • 0 Days On Market

    Last Listing Agent Melissa Kiehl KW Legacy Partners

    920 Main St, Winsted, CT 06098
    • 225 N Main St, Winsted, CT 06098

      Est $300,012

      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

      • 72 Days On Market

      Last Listing Agent David Sartirana Northwest CT Realty

  • 101 Norfolk Rd, Winsted, CT 06098

    $270,000

    Sold Dec 02, 2025

    101 Norfolk Rd, Winsted, CT 06098

    • 2 Beds
    • 1 Bath
    • 1,880 Sq Ft
    • Built 1990

    Last Sold Summary

    • 14% Below List Price
    • $144/SF
    • 68 Days On Market

    Current Estimated Value $302,968

    Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

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

      Est $461,462

      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

      • 8 Days On Market

      Last Listing Agent Yvette Owens William Raveis Real Estate

  • 124 Rockwell St, Winsted, CT 06098

    $26,500

    Sold Jul 31, 2026

    124 Rockwell St, Winsted, CT 06098

    • Land
    • 19,166 Sq Ft
    • $60,227 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 471 Days On Market

    Current Estimated Value $109,405

    Last Listing Agent David Sartirana Northwest CT Realty

    124 Rockwell St, Winsted, CT 06098
    • 152 Lincoln Ave, Winsted, CT 06098

      Est $272,969

      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

      • 69 Days On Market

      Last Listing Agent Jeffrey Liskin Northwest CT Realty

  • 52 White St, Winsted, CT 06098

    $30,000

    Sold Feb 20, 2026

    52 White St, Winsted, CT 06098

    • Land
    • 1.88 Acres
    • $15,957 per Acre

    Last Sold Summary

    • 3% Above List Price
    • 75 Days On Market

    Last Listing Agent David Sartirana Northwest CT Realty

    52 White St, Winsted, CT 06098
    • 129 Skinner Rd, Winsted, CT 06098

      Est $409,223

      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

      • 34 Days On Market

      Last Listing Agent Christopher Gueniat Northwest CT Realty

  • 424 E Wakefield Blvd, Winsted, CT 06098

    $1,600,000

    Sold Jun 26, 2026

    424 E Wakefield Blvd, Winsted, CT 06098

    • 5 Beds
    • 2 Baths
    • 3,693 Sq Ft
    • Built 1890

    Last Sold Summary

    • $433/SF
    • 33 Days On Market

    Current Estimated Value $1,569,575

    Last Listing Agent KAREN NEWTON William Pitt Sotheby's Int'l

    424 E Wakefield Blvd, Winsted, CT 06098
    • 288 Torringford St, Winsted, CT 06098

      Est $497,336

      Not Listed For Sale

      288 Torringford St, Winsted, CT 06098

      • 4 Beds
      • 3 Baths
      • 3,021 Sq Ft
      • Built 1875
      288 Torringford St, Winsted, CT 06098

      Last Sold Summary

      • 128 Days On Market

      Last Listing Agent Mark Porriello RE/MAX Right Choice

  • 111 Moore Ave, Winsted, CT 06098

    $305,000

    Sold Aug 07, 2026

    111 Moore Ave, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft
    • Built 1951

    Last Sold Summary

    • 22% Above List Price
    • $219/SF
    • 4 Days On Market

    Current Estimated Value $271,380

    Last Listing Agent Melanie LeRoy William Raveis Real Estate

    111 Moore Ave, Winsted, CT 06098
    • 230 Boyd St, Winsted, CT 06098

      Est $362,142

      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

      • 100 Days On Market

      Last Listing Agent Cody Huelsman mygoodagent

  • 51 Hinsdale Ave, Winsted, CT 06098

    $485,000

    Sold Jun 22, 2026

    51 Hinsdale Ave, Winsted, CT 06098

    • 7 Beds
    • 5 Baths
    • 3,538 Sq Ft
    • Built 1890

    Last Sold Summary

    • 2% Above List Price
    • $137/SF
    • 46 Days On Market

    Current Estimated Value $455,333

    Last Listing Agent Suzie Larson Turning Point Realty, LLC

    51 Hinsdale Ave, Winsted, CT 06098
    • 552 E Wakefield Blvd, Winsted, CT 06098

      Est $1,304,312

      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

      • 3 Days On Market

      Last Listing Agent Annemarie Bellenoit Berkshire Hathaway NE Prop.

  • 111 Torringford St Unit 7, Winsted, CT 06098

    $205,000

    Sold Jun 22, 2026

    111 Torringford St Unit 7, Winsted, CT 06098

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • Built 1987

    Last Sold Summary

    • 14% Above List Price
    • $177/SF
    • 42 Days On Market

    Current Estimated Value $198,527

    Last Listing Agent Janice Madore Country Manor Realty

    111 Torringford St Unit 7, Winsted, CT 06098
    • 270 Holabird Ave, Winsted, CT 06098

      Est $295,479

      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

      • 13 Days On Market

      Last Listing Agent David Sartirana Northwest CT Realty

  • 111 Riverton Rd Unit 28, Winsted, CT 06098

    $195,000

    Sold Jun 04, 2026

    111 Riverton Rd Unit 28, Winsted, CT 06098

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

    Last Sold Summary

    • 5% Above List Price
    • $162/SF
    • 2 Days On Market

    Current Estimated Value $191,309

    Last Listing Agent Ellen Sebastian William Pitt Sotheby's Int'l

    111 Riverton Rd Unit 28, Winsted, CT 06098
    • 2 Herman Rd, Winsted, CT 06098

      Est $321,764

      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

      • 58 Days On Market

      Last Listing Agent James Ray A-Gold Action Realty

  • 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 $172,645

    Last Listing Agent Austin Brochu Sullivan Real Estate Inc

    8 Oak St, Winsted, CT 06098
    • 155 Mathew Rd, Winsted, CT 06098

      Est $310,000

      Not Listed For Sale

      155 Mathew Rd, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,536 Sq Ft
      • Built 1979
      155 Mathew Rd, Winsted, CT 06098

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Austin Brochu Sullivan Real Estate Inc

  • 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 $496,655

    Last Listing Agent David Sartirana Northwest CT Realty

    197 Spencer Hill Rd, Winsted, CT 06098
    • 445 N Main St, Winsted, CT 06098

      Est $306,614

      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

      • 6 Days On Market

      Last Listing Agent patricia careddu Sullivan Real Estate Inc

  • 660 E Wakefield Blvd, Winsted, CT 06098

    $750,000

    Sold Jul 10, 2026

    660 E Wakefield Blvd, Winsted, CT 06098

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1960

    Last Sold Summary

    • $568/SF
    • 11 Days On Market

    Current Estimated Value $749,404

    Last Listing Agent Patrick Smith Smith & DeGroat Real Estate

    660 E Wakefield Blvd, Winsted, CT 06098
    • 154 Wallens St, Winsted, CT 06098

      Est $205,739

      Not Listed For Sale

      154 Wallens St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,848 Sq Ft
      • Built 1905
      154 Wallens St, Winsted, CT 06098

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Adam Devine Dorrance Realty

  • 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 $375,105

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

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

      Est $552,699

      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

      • 62 Days On Market

      Last Listing Agent Amy Pelletier Berkshire Hathaway NE Prop.

  • 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 $165,500

    Last Listing Agent Suzie Larson Turning Point Realty, LLC

    130 Alpha Ave, Winsted, CT 06098
    • 31 Cottage St, Winsted, CT 06098

      Est $294,538

      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

      • 28 Days On Market

      Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  • 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 $415,922

    Last Listing Agent Christina Niziolek William Raveis Real Estate

    117 South Rd, Winsted, CT 06098
    • 704 W Wakefield Blvd, Winsted, CT 06098

      Est $462,882

      Not Listed For Sale

      704 W Wakefield Blvd, Winsted, CT 06098

      • 2 Beds
      • 2 Baths
      • 754 Sq Ft
      • Built 1911
      704 W Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent KAREN NEWTON William Pitt Sotheby's Int'l

  • 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
    • 31 Hurlbut St, Winsted, CT 06098

      Est $237,158

      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

      • 21 Days On Market

      Last Listing Agent Stephen Mele Houlihan Lawrence

  • 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
    • 341 N Main St, Winsted, CT 06098

      Est $257,402

      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

      • 14 Days On Market

      Last Listing Agent Jayson Kemp Five Stars 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 $137,470

    Last Listing Agent Suzie Larson Turning Point Realty, LLC

    38 Riveredge Dr Unit 38, Winsted, CT 06098
    • 110 South Rd, Winsted, CT 06098

      Est $732,931

      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

      • 5 Days On Market

      Last Listing Agent Matthew Egan Regency Real Estate, LLC

  • 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 $333,745

    Last Listing Agent Brandon Riley eXp Realty

    36 Whiting St, Winsted, CT 06098
    • 315 E Wakefield Blvd, Winsted, CT 06098

      Est $321,434

      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

      • 61 Days On Market

      Last Listing Agent Heather Crabtree RE/MAX RISE

Showing Results 241 - 280, Page 7 of 18

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