5,132

Winchester, CT Homes

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  • 117 Blue St, Winchester, CT 06790

    $68,000

    Sold May 15, 2026

    117 Blue St, Winchester, CT 06790

    • Land
    • 10,890 Sq Ft
    • $272,000 per Acre

    Last Sold Summary

    • 70% Above List Price
    • 3 Days On Market

    Last Listing Agent Annie Q Simard LPT Realty

    117 Blue St, Winchester, CT 06790
  • 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
    • 22 Adams St, Winsted, CT 06098

      Est $241,934

      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

      • 23 Days On Market

  • 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 $308,684

    Last Listing Agent Raelyn Lawrence Coldwell Banker Realty

    95 Colony Dr, Winsted, CT 06098
  • 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
  • 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 $228,753

    Last Listing Agent David Sartirana Northwest CT Realty

    18 Curtice St, Winsted, CT 06098
  • 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 $245,801

    Last Listing Agent Marshall Cohen Cohen Agency

    38 Upland Rd, Winsted, CT 06098
  • 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 $374,246

    Last Listing Agent Joanne Donne The Washington Agency

    126 Forest Ave, Winsted, CT 06098
  • 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
  • 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 $245,502

    Last Listing Agent David Sartirana Northwest CT Realty

    233 Grantville Rd, Winsted, CT 06098
    • 80 Colony Dr, Winsted, CT 06098

      Est $328,768

      Not Listed For Sale

      80 Colony Dr, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,530 Sq Ft
      • Built 1968
      80 Colony Dr, Winsted, CT 06098

      Last Sold Summary

      • 9 Days On Market

  • 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
  • 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 $428,519

    Last Listing Agent Paula Nelson William Raveis Real Estate

    50 Lakeview Rd, Winsted, CT 06098
    • 44 Spencer St, Winsted, CT 06098

      Est $355,717

      Not Listed For Sale

      44 Spencer St, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 2,008 Sq Ft
      • Built 1889
      44 Spencer St, Winsted, CT 06098

      Last Sold Summary

      • 165 Days On Market

  • 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 $547,773

    Last Listing Agent Monica Palmerie RE/MAX RISE

    144 Marshall St, Winsted, CT 06098
    • 47 Moore Ave, Winsted, CT 06098

      Est $320,655

      Not Listed For Sale

      47 Moore Ave, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,509 Sq Ft
      • Built 1964
      47 Moore Ave, Winsted, CT 06098

      Last Sold Summary

      • 29 Days On Market

  • 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 $315,572

    Last Listing Agent Marcy D'Angelo Coldwell Banker Realty

    141 Maloney Ct, Winsted, CT 06098
  • 118 South Rd, Winsted, CT 06098

    $433,000

    Sold May 29, 2026

    118 South Rd, Winsted, CT 06098

    • 4 Beds
    • 3 Baths
    • 2,240 Sq Ft
    • Built 1984

    Last Sold Summary

    • 3% Above List Price
    • $193/SF
    • 43 Days On Market

    Current Estimated Value $452,154

    Last Listing Agent Becky Grieco Berkshire Hathaway NE Prop.

    118 South Rd, Winsted, CT 06098
  • 30 Mountain Ave, Winsted, CT 06098

    $178,500

    Sold Aug 29, 2025

    30 Mountain Ave, Winsted, CT 06098

    • 5 Beds
    • 1.5 Baths
    • 2,310 Sq Ft
    • Built 1873

    Last Sold Summary

    • 22% Below List Price
    • $77/SF
    • 74 Days On Market

    Current Estimated Value $195,750

    Last Listing Agent Derek Greene Derek Greene

    30 Mountain Ave, Winsted, CT 06098
  • 152 E Lake St, Winsted, CT 06098

    $310,000

    Sold Nov 03, 2025

    152 E Lake St, Winsted, CT 06098

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • Built 1940

    Last Sold Summary

    • 4% Above List Price
    • $344/SF
    • 4 Days On Market

    Current Estimated Value $308,811

    Last Listing Agent Bryan Palladino Showcase Realty, Inc.

    152 E Lake St, Winsted, CT 06098
  • 57 Bridge St, Winsted, CT 06098

    $276,000

    Sold May 27, 2026

    57 Bridge St, Winsted, CT 06098

    • 4 Beds
    • 1.5 Baths
    • 1,416 Sq Ft
    • Built 1880

    Last Sold Summary

    • $195/SF
    • 33 Days On Market

    Current Estimated Value $277,223

    Last Listing Agent David Sartirana Northwest CT Realty

    57 Bridge St, Winsted, CT 06098
  • 73 Norfolk Rd, Winsted, CT 06098

    $260,000

    Sold Dec 19, 2025

    73 Norfolk Rd, Winsted, CT 06098

    • 3 Beds
    • 2.5 Baths
    • 1,542 Sq Ft
    • Built 1940

    Last Sold Summary

    • 13% Below List Price
    • $169/SF
    • 38 Days On Market

    Current Estimated Value $267,534

    Last Listing Agent Lisa Hilliard Litchfield Hills Real Estate

    73 Norfolk Rd, Winsted, CT 06098
  • /2

    $450,000

    Not Listed For Sale
    • 4 Beds
    • 3 Baths
    • 2,027 Sq Ft

    47 Orchard St, Winsted, CT 06098

    Welcome home to this beautifully renovated 4-bedroom, 3 full-bath Modern Farmhouse offering over 2,000 square feet of thoughtfully designed living space on a private road just a short stroll from Highland Lake. Originally built in 1875, this stunning home has been completely remodeled while preserving its timeless character and charm. Step inside to discover a bright, open floor plan filled with

    47 Orchard St, Winsted, CT 06098
  • 135 Elm St Unit 137, Winsted, CT 06098

    $324,900

    Sold Nov 21, 2025

    135 Elm St Unit 137, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 3,303 Sq Ft
    • Built 1900

    Last Sold Summary

    • 7% Below List Price
    • $98/SF
    • 32 Days On Market

    Current Estimated Value $328,070

    Last Listing Agent David Sartirana Northwest CT Realty

    135 Elm St Unit 137, Winsted, CT 06098
    • 11 Cherry St, Winsted, CT 06098

      Est $313,059

      Not Listed For Sale

      11 Cherry St, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,324 Sq Ft
      • Built 1962
      11 Cherry St, Winsted, CT 06098

      Last Sold Summary

      • 1 Day On Market

  • 139 Bunnell St, Colebrook, CT 06021

    $799,900

    Sold Jul 28, 2025

    139 Bunnell St, Colebrook, CT 06021

    • 5 Beds
    • 3.5 Baths
    • 3,427 Sq Ft
    • Built 1792

    Last Sold Summary

    • $233/SF
    • 66 Days On Market

    Current Estimated Value $768,031

    Last Listing Agent Mitzi Muller William Raveis Real Estate

    139 Bunnell St, Colebrook, CT 06021

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