5,115

Winchester, CT Homes

Section Image
    • 114 Oak St, Winsted, CT 06098

      Est $309,807 Not Listed For Sale

      114 Oak St, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 2,192 Sq Ft
      • Built 1900
      114 Oak St, Winsted, CT 06098

      Last Sold Summary

      • 13% Above List Price
      • $125/SF
      • 84 Days On Market

      Last Sold Price $275,000

      Last Listing Agent David Sartirana Northwest CT Realty

  • 102 Sunny Ridge Dr, Winsted, CT 06098

    $395,000 Sold Mar 28, 2025

    102 Sunny Ridge Dr, Winsted, CT 06098

    • 3 Beds
    • 2.5 Baths
    • 1,792 Sq Ft
    • Built 1990

    Last Sold Summary

    • 1% Below List Price
    • $220/SF
    • 25 Days On Market

    Current Estimated Value $405,942

    Last Listing Agent David Sartirana Northwest CT Realty

    102 Sunny Ridge Dr, Winsted, CT 06098
    • 121 Highview Dr, Winsted, CT 06098

      Est $293,794 Not Listed For Sale

      121 Highview Dr, Winsted, CT 06098

      • 4 Beds
      • 3 Baths
      • 2,148 Sq Ft
      • Built 1974
      121 Highview Dr, Winsted, CT 06098

      Last Sold Summary

      • 103% Above List Price
      • $68/SF
      • 73 Days On Market

      Last Sold Price $145,000

      Last Listing Agent David Sartirana Northwest CT Realty

  • 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 $332,460

    Last Listing Agent Doreen Gagnon Coldwell Banker Realty

    157 Elm St, Winsted, CT 06098
    • 208 Coe St, Winsted, CT 06098

      Not Listed For Sale

      208 Coe St, Winsted, CT 06098

      • 5 Beds
      • 5.5 Baths
      • 5,284 Sq Ft
      • Built 1942
      208 Coe St, Winsted, CT 06098

      Last Sold Summary

      • 5% Below List Price
      • $106/SF
      • 85 Days On Market

      Last Sold Price $560,000

      Last Listing Agent Sharon Chase Coldwell Banker Realty

  • 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 $199,573

    Last Listing Agent Sandra Marchetti The Washington Agency

    111 Riverton Rd Unit 37, Winsted, CT 06098
    • 22 Adams St, Winsted, CT 06098

      Est $240,352 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

      • 14% Above List Price
      • $175/SF
      • 23 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Christine Hunter Hunter 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 $115,959

    Last Listing Agent David Sartirana Northwest CT Realty

    11 Gibbs St Unit 9, Winsted, CT 06098
    • 184 Newfield Rd, Winsted, CT 06098

      Not Listed For Sale

      184 Newfield Rd, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,598 Sq Ft
      • Built 1995
      184 Newfield Rd, Winsted, CT 06098

      Last Sold Summary

      • 26% Above List Price
      • $203/SF
      • 97 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Heidi Picard-Ramsay Berkshire Hathaway Home Services

  • 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 $310,238

    Last Listing Agent Rebecca Doh W. Raveis Lifestyles Realty

    107 Peck Rd, Winsted, CT 06098
    • 17 Chestnut St, Winsted, CT 06098

      Est $239,842 Not Listed For Sale

      17 Chestnut St, Winsted, CT 06098

      • 5 Beds
      • 2 Baths
      • 1,932 Sq Ft
      • Built 1900
      17 Chestnut St, Winsted, CT 06098

      Last Sold Summary

      • 1% Below List Price
      • $126/SF
      • 84 Days On Market

      Last Sold Price $243,000

      Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  • 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 $296,855

    Last Listing Agent Austin Brochu Sullivan Real Estate Inc

    88 Strong Terrace, Winsted, CT 06098
    • 42 Strong Terrace, Winsted, CT 06098

      Est $296,011 Not Listed For Sale

      42 Strong Terrace, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,478 Sq Ft
      • Built 1948
      42 Strong Terrace, Winsted, CT 06098

      Last Sold Summary

      • 18% Above List Price
      • $169/SF
      • 3 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Samantha Behm William Pitt

  • 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 $1,212,635

    Last Listing Agent Annie Simard LPT Realty

    200 Perch Rock Trail, Winsted, CT 06098
    • 276 W Lake St, Winsted, CT 06098

      Est $279,262 Not Listed For Sale

      276 W Lake St, Winsted, CT 06098

      • 2 Beds
      • 2 Baths
      • 1,218 Sq Ft
      • Built 1810
      276 W Lake St, Winsted, CT 06098

      Last Sold Summary

      • 3% Above List Price
      • $222/SF
      • 27 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Derek Savoy Coldwell Banker Realty

  • 159 Sandy Brook Rd, Colebrook, CT 06021

    $440,000 Sold Oct 29, 2025

    159 Sandy Brook Rd, Colebrook, CT 06021

    • 4 Beds
    • 1.5 Baths
    • 1,940 Sq Ft
    • Built 1800

    Last Sold Summary

    • 11% Below List Price
    • $227/SF
    • 73 Days On Market

    Current Estimated Value $441,451

    Last Listing Agent Lenore Mallett William Pitt Sotheby's Int'l

    159 Sandy Brook Rd, Colebrook, CT 06021
    • 67 Strong Terrace, Winsted, CT 06098

      Est $287,698 Not Listed For Sale

      67 Strong Terrace, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,307 Sq Ft
      • Built 1936
      67 Strong Terrace, Winsted, CT 06098

      Last Sold Summary

      • 4% Above List Price
      • $211/SF
      • 34 Days On Market

      Last Sold Price $276,000

      Last Listing Agent Becky Grieco Berkshire Hathaway Home Services

  • 50-52 Cottage St, Winchester, CT 06098

    $70,000 Sold May 01, 2025

    50-52 Cottage St, Winchester, CT 06098

    • 5 Beds
    • 2,016 Sq Ft
    • Built 1800

    Last Sold Summary

    • 79% Above List Price
    • $35/SF
    • 18 Days On Market

    Last Listing Agent David Sartirana Northwest CT Realty

    50-52 Cottage St, Winchester, CT 06098
    • 80 Colony Dr, Winsted, CT 06098

      Est $311,927 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

      • 8% Above List Price
      • $190/SF
      • 9 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Rosemary Scanlon Coldwell Banker 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 $318,579

    Last Listing Agent Josh Dionne Commercial Services Realty

    150 Mathew Rd, Winsted, CT 06098
    • 604 W Wakefield Blvd, Winsted, CT 06098

      Est $462,017 Not Listed For Sale

      604 W Wakefield Blvd, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 1,188 Sq Ft
      • Built 1907
      604 W Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 19% Below List Price
      • $479/SF
      • 58 Days On Market

      Last Sold Price $569,000

      Last Listing Agent Michael Caporizzo William Pitt

  • 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 $119,880

    Last Listing Agent David Sartirana Northwest CT Realty

    11 Gibbs St Unit 7, Winsted, CT 06098
    • 44 Spencer St, Winsted, CT 06098

      Est $366,972 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

      • 12% Above List Price
      • $163/SF
      • 165 Days On Market

      Last Sold Price $327,000

      Last Listing Agent Tanasha Edwards Coldwell Banker Realty

  • 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 $279,467

    Last Listing Agent David Sartirana Northwest CT Realty

    179 Gilbert Ave, Winsted, CT 06098
    • 101 Oakdale Ave, Winsted, CT 06098

      Est $326,416 Not Listed For Sale

      101 Oakdale Ave, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,896 Sq Ft
      • Built 1984
      101 Oakdale Ave, Winsted, CT 06098

      Last Sold Summary

      • 13% Above List Price
      • $153/SF
      • 5 Days On Market

      Last Sold Price $290,000

      Last Listing Agent John Lepore Berkshire Hathaway Home Services

  • 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 $161,468

    Last Listing Agent Maria Smith KW Legacy Partners

    19 Riveredge Dr Unit 19, Winsted, CT 06098
    • 70 Maloney Ct, Winsted, CT 06098

      Est $314,743 Not Listed For Sale

      70 Maloney Ct, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,698 Sq Ft
      • Built 1963
      70 Maloney Ct, Winsted, CT 06098

      Last Sold Summary

      • 14% Above List Price
      • $162/SF
      • 29 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Austin Brochu Sullivan Real Estate Inc

  • 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 Oakdale Ave, Winsted, CT 06098

      Est $275,062 Not Listed For Sale

      22 Oakdale Ave, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,462 Sq Ft
      • Built 1938
      22 Oakdale Ave, Winsted, CT 06098

      Last Sold Summary

      • 6% Above List Price
      • $178/SF
      • 25 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Rosemary Jacob Borla & Associates Real Estate

  • 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
    • 145 Old New Hartford Rd, Winsted, CT 06098

      Est $257,159 Not Listed For Sale

      145 Old New Hartford Rd, Winsted, CT 06098

      • 2 Beds
      • 1 Bath
      • 1,154 Sq Ft
      • Built 1800
      145 Old New Hartford Rd, Winsted, CT 06098

      Last Sold Summary

      • 3% Above List Price
      • $217/SF
      • 5 Days On Market

      Last Sold Price $250,000

      Last Listing Agent Andi Pengu Showcase Realty, Inc.

  • 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 $224,243

    Last Listing Agent David Sartirana Northwest CT Realty

    18 Curtice St, Winsted, CT 06098
    • 11 Cherry St, Winsted, CT 06098

      Est $335,371 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

      • 3% Above List Price
      • $245/SF
      • 1 Day On Market

      Last Sold Price $325,000

      Last Listing Agent Haylee Munchgesang Coldwell Banker Realty

  • 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 $264,657

    Last Listing Agent Marshall Cohen Cohen Agency

    38 Upland Rd, Winsted, CT 06098
    • 52 Pratt St, Winsted, CT 06098

      Est $241,559 Not Listed For Sale

      52 Pratt St, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,447 Sq Ft
      • Built 1890
      52 Pratt St, Winsted, CT 06098

      Last Sold Summary

      • 79% Above List Price
      • $93/SF
      • 169 Days On Market

      Last Sold Price $135,000

      Last Listing Agent Ryan Horvay Smith & DeGroat Real Estate

  • 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 $372,207

    Last Listing Agent Joanne Donne The Washington Agency

    126 Forest Ave, Winsted, CT 06098
    • 81 Birdsall St, Winsted, CT 06098

      Est $293,504 Not Listed For Sale

      81 Birdsall St, Winsted, CT 06098

      • 5 Beds
      • 3 Baths
      • 2,764 Sq Ft
      • Built 1920
      81 Birdsall St, Winsted, CT 06098

      Last Sold Summary

      • 5% Above List Price
      • $101/SF
      • 9 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Taylor Shapiro Executive Real Estate

  • 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 $252,447

    Last Listing Agent David Sartirana Northwest CT Realty

    233 Grantville Rd, Winsted, CT 06098
    • 142 Belvedere Ave, Winsted, CT 06098

      Not Listed For Sale

      142 Belvedere Ave, Winsted, CT 06098

      • 1 Bed
      • 1 Bath
      • 910 Sq Ft
      • Built 1930
      142 Belvedere Ave, Winsted, CT 06098

      Last Sold Summary

      • $192/SF
      • 1 Day On Market

      Last Sold Price $175,000

      Last Listing Agent Melanie O'Donnell Berkshire Hathaway Home Services

  • 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

Showing Results 281 - 320, Page 8 of 18

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