5,120

Winchester, CT Homes

Section Image
    • 42 Strong Terrace, Winsted, CT 06098

      Est $294,451

      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
      • Oct 10, 2023

      Last Listing Agent Samantha Behm William Pitt

  • 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 $207,400

    Last Listing Agent Derek Greene Derek Greene

    30 Mountain Ave, Winsted, CT 06098
    • 276 W Lake St, Winsted, CT 06098

      Est $278,398

      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
      • Aug 27, 2024

      Last Listing Agent Derek Savoy Coldwell Banker Realty

  • 421 Unity Place, Winsted, CT 06098

    $286,000

    Sold Jun 09, 2025

    421 Unity Place, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1927

    Last Sold Summary

    • $199/SF
    • 25 Days On Market

    Current Estimated Value $317,564

    Last Listing Agent Michelle Lorenzetti Premier Re Group LLC

    421 Unity Place, Winsted, CT 06098
    • 67 Strong Terrace, Winsted, CT 06098

      Est $289,127

      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

      • 5% Above List Price
      • $211/SF
      • 34 Days On Market
      • Last Sold Price $276,000
      • Sep 30, 2024

      Last Listing Agent Becky Grieco Berkshire Hathaway Home Services

  • 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 $306,040

    Last Listing Agent Bryan Palladino Showcase Realty, Inc.

    152 E Lake St, Winsted, CT 06098
    • 80 Colony Dr, Winsted, CT 06098

      Est $309,100

      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

      • 7% Above List Price
      • $190/SF
      • 9 Days On Market
      • Last Sold Price $290,000
      • Nov 12, 2024

      Last Listing Agent Rosemary Scanlon Coldwell Banker Realty

  • 115 Stanton Ave, Winsted, CT 06098

    $269,900

    Sold Jun 25, 2025

    115 Stanton Ave, Winsted, CT 06098

    • 2 Beds
    • 1 Bath
    • 1,424 Sq Ft
    • Built 1948

    Last Sold Summary

    • $190/SF
    • 31 Days On Market

    Current Estimated Value $271,729

    Last Listing Agent Mary Mary LeBlanc Realty

    115 Stanton Ave, Winsted, CT 06098
    • 604 W Wakefield Blvd, Winsted, CT 06098

      Est $470,851

      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

      • 17% Below List Price
      • $479/SF
      • 58 Days On Market
      • Last Sold Price $569,000
      • Sep 28, 2023

      Last Listing Agent Michael Caporizzo William Pitt

  • 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 $269,799

    Last Listing Agent Lisa Hilliard Litchfield Hills Real Estate

    73 Norfolk Rd, Winsted, CT 06098
    • 44 Spencer St, Winsted, CT 06098

      Est $353,200

      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

      • 8% Above List Price
      • $163/SF
      • 165 Days On Market
      • Last Sold Price $327,000
      • Sep 22, 2023

      Last Listing Agent Tanasha Edwards Coldwell Banker Realty

  • 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
    • 101 Oakdale Ave, Winsted, CT 06098

      Est $328,038

      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
      • Oct 24, 2023

      Last Listing Agent John Lepore Berkshire Hathaway Home Services

  • 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 $795,865

    Last Listing Agent Mitzi Muller William Raveis Real Estate

    139 Bunnell St, Colebrook, CT 06021
    • 102 Sunny Ridge Dr, Winsted, CT 06098

      Est $370,879

      Not Listed For Sale

      102 Sunny Ridge Dr, Winsted, CT 06098

      • 3 Beds
      • 2.5 Baths
      • 1,792 Sq Ft
      • Built 1990
      102 Sunny Ridge Dr, Winsted, CT 06098

      Last Sold Summary

      • 6% Below List Price
      • $220/SF
      • 25 Days On Market
      • Last Sold Price $395,000
      • Mar 28, 2025

      Last Listing Agent David Sartirana Northwest CT Realty

  • 97 Taylor Rd, Barkhamsted, CT 06063

    $583,000

    Sold Aug 08, 2025

    97 Taylor Rd, Barkhamsted, CT 06063

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft
    • Built 1990

    Last Sold Summary

    • 3% Below List Price
    • $188/SF
    • 43 Days On Market

    Current Estimated Value $595,210

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

    97 Taylor Rd, Barkhamsted, CT 06063
    • 70 Maloney Ct, Winsted, CT 06098

      Est $315,625

      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

      • 15% Above List Price
      • $162/SF
      • 29 Days On Market
      • Last Sold Price $275,000
      • Oct 20, 2023

      Last Listing Agent Austin Brochu Sullivan Real Estate Inc

  • 9 Central Ave, Winsted, CT 06098

    $266,000

    Sold Apr 03, 2026

    9 Central Ave, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,267 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Below List Price
    • $210/SF
    • 36 Days On Market

    Current Estimated Value $272,812

    Last Listing Agent Suzie Larson Turning Point Realty, LLC

    9 Central Ave, Winsted, CT 06098
    • 22 Oakdale Ave, Winsted, CT 06098

      Est $280,349

      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

      • 8% Above List Price
      • $178/SF
      • 25 Days On Market
      • Last Sold Price $260,000
      • Sep 09, 2024

      Last Listing Agent Rosemary Jacob Borla & Associates Real Estate

  • 440 Platt Hill Rd, Winsted, CT 06098

    $440,000

    Sold Feb 06, 2026

    440 Platt Hill Rd, Winsted, CT 06098

    • 4 Beds
    • 2.5 Baths
    • 3,416 Sq Ft
    • Built 1917

    Last Sold Summary

    • 12% Below List Price
    • $129/SF
    • 111 Days On Market

    Last Listing Agent David D'Amore Northwest CT Realty

    440 Platt Hill Rd, Winsted, CT 06098
    • 145 Old New Hartford Rd, Winsted, CT 06098

      Est $260,090

      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

      • 4% Above List Price
      • $217/SF
      • 5 Days On Market
      • Last Sold Price $250,000
      • Jul 27, 2023

      Last Listing Agent Andi Pengu Showcase Realty, Inc.

  • 00 Pinney St, Colebrook, CT 06098

    $295,000

    Sold Aug 19, 2025

    00 Pinney St, Colebrook, CT 06098

    • Land
    • 104.25 Acres
    • $2,830 per Acre

    Last Sold Summary

    • 15 Days On Market

    Last Listing Agent David Taylor Elyse Harney Real Estate

    00 Pinney St, Colebrook, CT 06098
    • 47 Orchard St, Winsted, CT 06098

      Est $381,188

      Not Listed For Sale

      47 Orchard St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,818 Sq Ft
      • Built 1875
      47 Orchard St, Winsted, CT 06098

      Last Sold Summary

      • 3% Below List Price
      • $217/SF
      • 106 Days On Market
      • Last Sold Price $395,000
      • Apr 08, 2025

      Last Listing Agent Bryan Palladino Showcase Realty, Inc.

  • 173 Torringford St, Winsted, CT 06098

    $355,000

    Sold May 29, 2025

    173 Torringford St, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 2,239 Sq Ft
    • Built 1955

    Last Sold Summary

    • 4% Below List Price
    • $159/SF
    • 46 Days On Market

    Current Estimated Value $366,325

    Last Listing Agent Sandy Fehrs Lamacchia Realty

    173 Torringford St, Winsted, CT 06098
    • 11 Cherry St, Winsted, CT 06098

      Est $295,889

      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

      • 9% Below List Price
      • $245/SF
      • 1 Day On Market
      • Last Sold Price $325,000
      • Mar 07, 2025

      Last Listing Agent Haylee Munchgesang Coldwell Banker Realty

  • 267 Rockwell St, Winsted, CT 06098

    $302,500

    Sold Sep 12, 2025

    267 Rockwell St, Winsted, CT 06098

    • 4 Beds
    • 3 Baths
    • 2,861 Sq Ft
    • Built 1850

    Last Sold Summary

    • 7% Below List Price
    • $106/SF
    • 70 Days On Market

    Current Estimated Value $302,368

    Last Listing Agent Austin Brochu Sullivan Real Estate Inc

    267 Rockwell St, Winsted, CT 06098
    • 86 Maple St, Winsted, CT 06098

      Est $245,089

      Not Listed For Sale

      86 Maple St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,428 Sq Ft
      • Built 1880
      86 Maple St, Winsted, CT 06098

      Last Sold Summary

      • 9% Below List Price
      • $188/SF
      • 128 Days On Market
      • Last Sold Price $268,000
      • Mar 18, 2025

      Last Listing Agent Chris LaCava Coldwell Banker Realty

    • 81 Birdsall St, Winsted, CT 06098

      Est $308,361

      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

      • 10% Above List Price
      • $101/SF
      • 9 Days On Market
      • Last Sold Price $280,000
      • Mar 27, 2024

      Last Listing Agent Taylor Shapiro Executive Real Estate

    • 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
      • Oct 06, 2023

      Last Listing Agent Melanie O'Donnell Berkshire Hathaway Home Services

    • 151 E Wakefield Blvd, Winsted, CT 06098

      Est $287,765

      Not Listed For Sale

      151 E Wakefield Blvd, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 946 Sq Ft
      • Built 1952
      151 E Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 17% Above List Price
      • $259/SF
      • 45 Days On Market
      • Last Sold Price $245,000
      • Nov 20, 2023

      Last Listing Agent Annie Q Simard LPT Realty

    • 215 W Wakefield Blvd, Winsted, CT 06098

      Est $902,270

      Not Listed For Sale

      215 W Wakefield Blvd, Winsted, CT 06098

      • 8 Beds
      • 2.5 Baths
      • 2,873 Sq Ft
      • Built 1880
      215 W Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 7% Below List Price
      • $339/SF
      • 89 Days On Market
      • Last Sold Price $975,000
      • Dec 15, 2023

      Last Listing Agent KAREN NEWTON William Pitt

    • 234 E Wakefield Blvd, Winsted, CT 06098

      Est $216,108

      Not Listed For Sale

      234 E Wakefield Blvd, Winsted, CT 06098

      • 2 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1939
      234 E Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 60% Above List Price
      • $165/SF
      • 3 Days On Market
      • Last Sold Price $135,000
      • Feb 28, 2025

      Last Listing Agent Jeffrey Liskin Northwest CT Realty

    • 107 Oakdale Ave, Winsted, CT 06098

      Est $410,473

      Not Listed For Sale

      107 Oakdale Ave, Winsted, CT 06098

      • 3 Beds
      • 2.5 Baths
      • 2,521 Sq Ft
      • Built 1987
      107 Oakdale Ave, Winsted, CT 06098

      Last Sold Summary

      • 3% Above List Price
      • $159/SF
      • 8 Days On Market
      • Last Sold Price $400,000
      • Jun 17, 2024

      Last Listing Agent Michele Welcome Welcome Real Estate, LLC

    • 74 Strong Terrace, Winsted, CT 06098

      Est $267,869

      Not Listed For Sale

      74 Strong Terrace, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,032 Sq Ft
      • Built 1968
      74 Strong Terrace, Winsted, CT 06098

      Last Sold Summary

      • 3% Above List Price
      • $252/SF
      • 105 Days On Market
      • Last Sold Price $260,000
      • Dec 20, 2024

      Last Listing Agent Tim Clark Stone Crest Realty LLC

    • 100 Colony Dr, Winsted, CT 06098

      Est $281,175

      Not Listed For Sale

      100 Colony Dr, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,092 Sq Ft
      • Built 1969
      100 Colony Dr, Winsted, CT 06098

      Last Sold Summary

      • 6% Above List Price
      • $243/SF
      • 10 Days On Market
      • Last Sold Price $265,000
      • May 03, 2024

      Last Listing Agent Liliane Miller Amity Realty Group, LLC

    • 16 Hamill Dr, Winsted, CT 06098

      Est $266,791

      Not Listed For Sale

      16 Hamill Dr, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,888 Sq Ft
      • Built 1973
      16 Hamill Dr, Winsted, CT 06098

      Last Sold Summary

      • 1% Below List Price
      • $143/SF
      • 38 Days On Market
      • Last Sold Price $270,000
      • Oct 23, 2023

      Last Listing Agent Amy Rio Executive Real Estate

    • 79 Park Place, Winsted, CT 06098

      Not Listed For Sale

      79 Park Place, Winsted, CT 06098

      • 5 Beds
      • 4 Baths
      • 3,800 Sq Ft
      • Built 1870
      79 Park Place, Winsted, CT 06098

      Last Sold Summary

      • $82/SF
      • 110 Days On Market
      • Last Sold Price $310,000
      • Nov 13, 2023

      Last Listing Agent Peggy Jensen Jensen RealTour, LLC

    • 19 Walnut St, Winsted, CT 06098

      Est $281,642

      Not Listed For Sale

      19 Walnut St, Winsted, CT 06098

      • 4 Beds
      • 2.5 Baths
      • 3,732 Sq Ft
      • Built 1840
      19 Walnut St, Winsted, CT 06098

      Last Sold Summary

      • 37% Above List Price
      • $55/SF
      • 58 Days On Market
      • Last Sold Price $205,000
      • Mar 15, 2024

      Last Listing Agent Donna Warren Berkshire Hathaway Home Services

    • 40 Oak St, Winsted, CT 06098

      Est $261,856

      Not Listed For Sale

      40 Oak St, Winsted, CT 06098

      • 4 Beds
      • 1.5 Baths
      • 1,674 Sq Ft
      • Built 1870
      40 Oak St, Winsted, CT 06098

      Last Sold Summary

      • 16% Above List Price
      • $134/SF
      • 33 Days On Market
      • Last Sold Price $225,000
      • Aug 25, 2023

      Last Listing Agent Wynne Lord Coldwell Banker Realty

    • 88 Holabird Ave Unit 90, Winsted, CT 06098

      Est $310,568

      Not Listed For Sale

      88 Holabird Ave Unit 90, Winsted, CT 06098

      • 5 Beds
      • 4 Baths
      • 3,312 Sq Ft
      • Built 1880
      88 Holabird Ave Unit 90, Winsted, CT 06098

      Last Sold Summary

      • 22% Above List Price
      • $77/SF
      • 4 Days On Market
      • Last Sold Price $255,000
      • Oct 19, 2023

      Last Listing Agent David D'Amore Northwest CT Realty

Showing Results 321 - 360, Page 9 of 18

Connecticut Litchfield County Winchester

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