5,004

Winchester, CT Homes

Section Image
  • 748 Lake Dr, Winsted, CT 06098

    $1,250,000

    Sold Jul 09, 2026

    748 Lake Dr, Winsted, CT 06098

    • 5 Beds
    • 4 Baths
    • 3,584 Sq Ft
    • Built 1969

    Last Sold Summary

    • $349/SF
    • 42 Days On Market

    Last Listing Agent Ryan Horvay Smith & DeGroat Real Estate

    748 Lake Dr, Winsted, CT 06098
    • 155 Alpha Ave, Winsted, CT 06098

      Est $290,347

      Not Listed For Sale

      155 Alpha Ave, Winsted, CT 06098

      • 2 Beds
      • 1 Bath
      • 954 Sq Ft
      • Built 1973
      155 Alpha Ave, Winsted, CT 06098

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Kasia Nowak KW Legacy Partners

  • 538 Wheelers Point, Winsted, CT 06098

    $1,500,000

    Sold Oct 14, 2025

    538 Wheelers Point, Winsted, CT 06098

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft
    • Built 1930

    Last Sold Summary

    • 20% Below List Price
    • $601/SF
    • 292 Days On Market

    Current Estimated Value $1,626,459

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

    538 Wheelers Point, Winsted, CT 06098
    • 136 Glendale Ave, Winsted, CT 06098

      Est $322,441

      Not Listed For Sale

      136 Glendale Ave, Winsted, CT 06098

      • 4 Beds
      • 1 Bath
      • 1,114 Sq Ft
      • Built 1957
      136 Glendale Ave, Winsted, CT 06098

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Jayson Kemp Five Stars Realty

  • 130 Stanton Ave, Winsted, CT 06098

    $225,000

    Sold Nov 03, 2025

    130 Stanton Ave, Winsted, CT 06098

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1979

    Last Sold Summary

    • 4% Below List Price
    • $293/SF
    • 115 Days On Market

    Current Estimated Value $250,088

    Last Listing Agent David D'Amore Northwest CT Realty

    130 Stanton Ave, Winsted, CT 06098
    • 732 W Wakefield Blvd, Winsted, CT 06098

      Est $541,830

      Not Listed For Sale

      732 W Wakefield Blvd, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1904
      732 W Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Kris Lippi Get Listed Realty

  • 674 E Wakefield Blvd, Winsted, CT 06098

    $1,050,000

    Sold Jun 18, 2026

    674 E Wakefield Blvd, Winsted, CT 06098

    • 3 Beds
    • 3 Baths
    • 2,097 Sq Ft
    • Built 1942

    Last Sold Summary

    • 6% Above List Price
    • $501/SF
    • 13 Days On Market

    Current Estimated Value $1,011,439

    Last Listing Agent Patrick Smith Smith & DeGroat Real Estate

    674 E Wakefield Blvd, Winsted, CT 06098
    • 27 Benton St, Winsted, CT 06098

      Est $286,758

      Not Listed For Sale

      27 Benton St, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,109 Sq Ft
      • Built 1962
      27 Benton St, Winsted, CT 06098

      Last Sold Summary

      • 107 Days On Market

      Last Listing Agent James Ray A-Gold Action Realty

  • 160 Walnut St, Winsted, CT 06098

    $320,000

    Sold Oct 21, 2025

    160 Walnut St, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,674 Sq Ft
    • Built 1950

    Last Sold Summary

    • 11% Above List Price
    • $191/SF
    • 11 Days On Market

    Current Estimated Value $344,028

    Last Listing Agent Jeremy Beamer Eagle Eye Realty PLLC

    160 Walnut St, Winsted, CT 06098
    • 98 Meadow St, Winsted, CT 06098

      Est $273,209

      Not Listed For Sale

      98 Meadow St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 2,006 Sq Ft
      • Built 1870
      98 Meadow St, Winsted, CT 06098

      Last Sold Summary

      • 127 Days On Market

      Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  • 44 Lewis St, Winsted, CT 06098

    $335,000

    Sold Apr 07, 2026

    44 Lewis St, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft
    • Built 1980

    Last Sold Summary

    • 20% Above List Price
    • $209/SF
    • 48 Days On Market

    Current Estimated Value $326,669

    Last Listing Agent David Sartirana Northwest CT Realty

    44 Lewis St, Winsted, CT 06098
    • 630 E Wakefield Blvd, Winsted, CT 06098

      Est $1,135,274

      Not Listed For Sale

      630 E Wakefield Blvd, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 2,320 Sq Ft
      • Built 1900
      630 E Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Jennifer Stich Tier 1 Real Estate

  • 111 Riverton Rd Unit 90, Winsted, CT 06098

    $171,000

    Sold Dec 30, 2025

    111 Riverton Rd Unit 90, Winsted, CT 06098

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

    Last Sold Summary

    • 14% Below List Price
    • $142/SF
    • 73 Days On Market

    Current Estimated Value $190,284

    Last Listing Agent David Sartirana Northwest CT Realty

    111 Riverton Rd Unit 90, Winsted, CT 06098
    • 185 N Main St, Winsted, CT 06098

      Est $229,321

      Not Listed For Sale

      185 N Main St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 2,054 Sq Ft
      • Built 1880
      185 N Main St, Winsted, CT 06098

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Susan Belmonte Coldwell Banker Realty

  • 107 Birdsall St, Winsted, CT 06098

    $210,000

    Sold Jul 02, 2026

    107 Birdsall St, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 1,874 Sq Ft
    • Built 1879

    Last Sold Summary

    • 16% Below List Price
    • $112/SF
    • 153 Days On Market

    Current Estimated Value $241,531

    Last Listing Agent Jesica Beaulieu Dave Jones Realty, LLC

    107 Birdsall St, Winsted, CT 06098
    • 115 Stanton Ave, Winsted, CT 06098

      Est $295,197

      Not Listed For Sale

      115 Stanton Ave, Winsted, CT 06098

      • 2 Beds
      • 1 Bath
      • 1,424 Sq Ft
      • Built 1948
      115 Stanton Ave, Winsted, CT 06098

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Mary Mary LeBlanc Realty

  • 29 Walnut St, Winsted, CT 06098

    $321,000

    Sold Aug 25, 2025

    29 Walnut St, Winsted, CT 06098

    • 3 Beds
    • 5 Baths
    • 2,623 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Above List Price
    • $122/SF
    • 7 Days On Market

    Current Estimated Value $355,067

    Last Listing Agent Rosemary Scanlon Coldwell Banker Realty

    29 Walnut St, Winsted, CT 06098
    • 39 Finn St, Winsted, CT 06098

      Est $273,658

      Not Listed For Sale

      39 Finn St, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 1,175 Sq Ft
      • Built 1880
      39 Finn St, Winsted, CT 06098

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  • 208 Spencer Hill Rd, Winsted, CT 06098

    $385,000

    Sold Jan 22, 2026

    208 Spencer Hill Rd, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,969 Sq Ft
    • Built 1945

    Last Sold Summary

    • 4% Below List Price
    • $196/SF
    • 13 Days On Market

    Current Estimated Value $409,851

    Last Listing Agent David Sartirana Northwest CT Realty

    208 Spencer Hill Rd, Winsted, CT 06098
    • 213 Spencer Hill Rd, Winsted, CT 06098

      Est $454,098

      Not Listed For Sale

      213 Spencer Hill Rd, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,836 Sq Ft
      • Built 1986
      213 Spencer Hill Rd, Winsted, CT 06098

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Tiffany Plevka The Bella Group, LLC

  • 123 Old North Rd, Winsted, CT 06098

    $475,000

    Sold May 22, 2026

    123 Old North Rd, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 1,781 Sq Ft
    • Built 1987

    Last Sold Summary

    • 12% Above List Price
    • $267/SF
    • 2 Days On Market

    Current Estimated Value $467,467

    Last Listing Agent Rick Berkenstock CENTURY 21 AllPoints Realty

    123 Old North Rd, Winsted, CT 06098
    • 111 Riverton Rd Unit 17, Winsted, CT 06098

      Est $208,541

      Not Listed For Sale

      111 Riverton Rd Unit 17, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,204 Sq Ft
      • Built 1987
      111 Riverton Rd Unit 17, Winsted, CT 06098

      Last Sold Summary

      • 87 Days On Market

      Last Listing Agent Joanne Donne The Washington Agency

  • 123 Wetmore Ave, Winsted, CT 06098

    $330,000

    Sold Feb 27, 2026

    123 Wetmore Ave, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 2,345 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Below List Price
    • $141/SF
    • 37 Days On Market

    Current Estimated Value $341,264

    Last Listing Agent Christine Hunter Hunter Real Estate, LLC

    123 Wetmore Ave, Winsted, CT 06098
    • 355 W Lake St, Winsted, CT 06098

      Est $876,506

      Not Listed For Sale

      355 W Lake St, Winsted, CT 06098

      • 5 Beds
      • 3.5 Baths
      • 3,216 Sq Ft
      • Built 2008
      355 W Lake St, Winsted, CT 06098

      Last Sold Summary

      • 55 Days On Market

      Last Listing Agent David Sartirana Northwest CT Realty

  • 34 Hannifin Rd, Winsted, CT 06098

    $110,000

    Sold Jun 19, 2026

    34 Hannifin Rd, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,435 Sq Ft
    • Built 1850

    Last Sold Summary

    • 29% Above List Price
    • $77/SF
    • 39 Days On Market

    Current Estimated Value $152,667

    Last Listing Agent Michael Barnes Coldwell Banker Realty

    34 Hannifin Rd, Winsted, CT 06098
    • 244 Colebrook Rd, Winsted, CT 06098

      Est $392,640

      Not Listed For Sale

      244 Colebrook Rd, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,531 Sq Ft
      • Built 1964
      244 Colebrook Rd, Winsted, CT 06098

      Last Sold Summary

      • 90 Days On Market

      Last Listing Agent Carol York For Sale By Owner Connecticut

  • 212 Spencer Hill Rd, Winsted, CT 06098

    $360,000

    Sold Jul 17, 2026

    212 Spencer Hill Rd, Winsted, CT 06098

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 1945

    Last Sold Summary

    • 2% Below List Price
    • $250/SF
    • 45 Days On Market

    Current Estimated Value $366,685

    Last Listing Agent David Sartirana Northwest CT Realty

    212 Spencer Hill Rd, Winsted, CT 06098
    • 247 N Main St, Winsted, CT 06098

      Est $463,657

      Not Listed For Sale

      247 N Main St, Winsted, CT 06098

      • 8 Beds
      • 5 Baths
      • 5,093 Sq Ft
      • Built 1880
      247 N Main St, Winsted, CT 06098

      Last Sold Summary

      • 195 Days On Market

      Last Listing Agent Cathy Macias Northwest CT Realty

  • 10 Crescent St, Winsted, CT 06098

    $280,000

    Sold Jan 07, 2026

    10 Crescent St, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 2,444 Sq Ft
    • Built 1900

    Last Sold Summary

    • 8% Above List Price
    • $115/SF
    • 10 Days On Market

    Current Estimated Value $294,484

    Last Listing Agent Thomas Mele Social & Co Realty

    10 Crescent St, Winsted, CT 06098
    • 150 Colony Dr, Winsted, CT 06098

      Est $292,458

      Not Listed For Sale

      150 Colony Dr, Winsted, CT 06098

      • 3 Beds
      • 3 Baths
      • 1,056 Sq Ft
      • Built 1972
      150 Colony Dr, Winsted, CT 06098

      Last Sold Summary

      • 23 Days On Market

      Last Listing Agent David D'Amore Northwest CT Realty

  • 430 Smith Hill Rd, Colebrook, CT 06021

    $425,000

    Sold Feb 26, 2026

    430 Smith Hill Rd, Colebrook, CT 06021

    • Land
    • 160 Acres
    • $2,656 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 188 Days On Market

    Last Listing Agent Rodney Motta Berkshire Hathaway NE Prop.

    430 Smith Hill Rd, Colebrook, CT 06021
    • /19

      Not Listed For Sale

      9 Loomis St, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,768 Sq Ft
      • Built 1910
      9 Loomis St, Winsted, CT 06098

      Last Sold Summary

      Last Listing Agent Marshall Cohen Cohen Agency

  • 22 Stanton Ave, Winsted, CT 06098

    $270,000

    Sold Sep 25, 2025

    22 Stanton Ave, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,058 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Above List Price
    • $255/SF
    • 25 Days On Market

    Current Estimated Value $281,623

    Last Listing Agent Jeffrey Liskin Northwest CT Realty

    22 Stanton Ave, Winsted, CT 06098
    • 169 Prospect St, Winsted, CT 06098

      Not Listed For Sale

      169 Prospect St, Winsted, CT 06098

      • 9 Beds
      • 4,848 Sq Ft
      • Built 1860
      169 Prospect St, Winsted, CT 06098

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Jessica Anderson Coldwell Banker Realty

  • 21 Riveredge Dr Unit 21, Winsted, CT 06098

    $160,000

    Sold Mar 10, 2026

    21 Riveredge Dr Unit 21, Winsted, CT 06098

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

    Last Sold Summary

    • 6% Below List Price
    • $161/SF
    • 19 Days On Market

    Current Estimated Value $164,562

    Last Listing Agent Jennifer Mitchell Northwest CT Realty

    21 Riveredge Dr Unit 21, Winsted, CT 06098
    • 543 E Wakefield Blvd, Winsted, CT 06098

      Est $657,529

      Not Listed For Sale

      543 E Wakefield Blvd, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 832 Sq Ft
      • Built 1937
      543 E Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 200 Days On Market

      Last Listing Agent Odalys Bekanich Coldwell Banker Realty

  • 817 E Wakefield Blvd, Winsted, CT 06098

    $231,000

    Sold Feb 20, 2026

    817 E Wakefield Blvd, Winsted, CT 06098

    • 2 Beds
    • 1 Bath
    • 1,051 Sq Ft
    • Built 1930

    Last Sold Summary

    • 3% Above List Price
    • $220/SF
    • 53 Days On Market

    Current Estimated Value $316,021

    Last Listing Agent George Sznaj DB Associates of CT, LLC

    817 E Wakefield Blvd, Winsted, CT 06098
    • 161 Marshall St, Winsted, CT 06098

      Est $400,039

      Not Listed For Sale

      161 Marshall St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 2,216 Sq Ft
      • Built 1981
      161 Marshall St, Winsted, CT 06098

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Mary Mary LeBlanc Realty

  • 415 N Main St, Winsted, CT 06098

    $172,500

    Sold Aug 25, 2025

    415 N Main St, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,446 Sq Ft
    • Built 1900

    Last Sold Summary

    • 11% Below List Price
    • $119/SF
    • 43 Days On Market

    Current Estimated Value $199,714

    Last Listing Agent Jeffrey Liskin Northwest CT Realty

    415 N Main St, Winsted, CT 06098
    • 45 Allen St, Winsted, CT 06098

      Est $273,036

      Not Listed For Sale

      45 Allen St, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,296 Sq Ft
      • Built 1963
      45 Allen St, Winsted, CT 06098

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Ellie Peterson Northwest CT Realty

Showing Results 201 - 240, Page 6 of 18

How to Buy a Home How to Finance a Home How to Sell a Home