4,844

Winsted, CT Homes

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  • 819 E Wakefield Blvd, Winsted, CT 06098

    $439,900

    Sold Dec 04, 2025

    819 E Wakefield Blvd, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,892 Sq Ft
    • Built 1920

    Last Sold Summary

    • 12% Below List Price
    • $233/SF
    • 72 Days On Market

    Current Estimated Value $464,088

    Last Listing Agent David Sartirana Northwest CT Realty

    819 E Wakefield Blvd, Winsted, CT 06098
    • 5 Hillside Ave, Winsted, CT 06098

      Est $332,471

      Not Listed For Sale

      5 Hillside Ave, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 2,664 Sq Ft
      • Built 1900
      5 Hillside Ave, Winsted, CT 06098

      Last Sold Summary

      • 17% Above List Price
      • $106/SF
      • 52 Days On Market
      • Last Sold Price $283,500
      • Nov 03, 2023

      Last Listing Agent David Sartirana Northwest CT Realty

  • 121 W Wakefield Blvd, Winsted, CT 06098
    121 W Wakefield Blvd, Winsted, CT 06098
    121 W Wakefield Blvd, Winsted, CT 06098
    /38

    $749,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,265 Sq Ft

    121 W Wakefield Blvd, Winsted, CT 06098

    Discover unparalleled Highland Lake living with this exceptional 1.00-acre retreat, boasting 50 feet of direct lake frontage and a newly renovated dock/deck. Enjoy breathtaking water views from your sunroom, dining room, and multiple bedrooms within this versatile 4/5 bedroom home. A unique first-floor suite with a separate exterior entrance offers ideal flexibility as a main-floor master or

    Elizabeth Stockwell Coldwell Banker Realty

    121 W Wakefield Blvd, Winsted, CT 06098
  • 111 Torringford St Unit 25, Winsted, CT 06098

    $190,000

    Sold Oct 20, 2025

    111 Torringford St Unit 25, Winsted, CT 06098

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

    Last Sold Summary

    • 6% Above List Price
    • $164/SF
    • 2 Days On Market

    Current Estimated Value $190,623

    Last Listing Agent Ron Rudek Connecticut Realty, LLC

    111 Torringford St Unit 25, Winsted, CT 06098
    • 36 S Main St, Winsted, CT 06098

      Est $227,546

      Not Listed For Sale

      36 S Main St, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,380 Sq Ft
      • Built 1920
      36 S Main St, Winsted, CT 06098

      Last Sold Summary

      • 17% Above List Price
      • $141/SF
      • 73 Days On Market
      • Last Sold Price $194,000
      • Sep 21, 2023

      Last Listing Agent DeVante Roman eXp Realty

  • 210 Walnut St, Winsted, CT 06098

    $240,000

    Sold Oct 22, 2025

    210 Walnut St, Winsted, CT 06098

    • 3 Beds
    • 1.5 Baths
    • 1,056 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Above List Price
    • $227/SF
    • 46 Days On Market

    Current Estimated Value $243,828

    Last Listing Agent Nicole Araujo Trend 2000 Real Estate

    210 Walnut St, Winsted, CT 06098
    • 111 Riverton Rd Unit 55, Winsted, CT 06098

      Est $198,448

      Not Listed For Sale

      111 Riverton Rd Unit 55, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,204 Sq Ft
      • Built 1987
      111 Riverton Rd Unit 55, Winsted, CT 06098

      Last Sold Summary

      • 9% Above List Price
      • $151/SF
      • 87 Days On Market
      • Last Sold Price $182,000
      • Apr 26, 2024

      Last Listing Agent Suzie Larson Turning Point Realty, LLC

  • 355 W Lake St, Winsted, CT 06098

    $950,000

    Sold Jun 27, 2025

    355 W Lake St, Winsted, CT 06098

    • 5 Beds
    • 3.5 Baths
    • 3,216 Sq Ft
    • Built 2008

    Last Sold Summary

    • 3% Below List Price
    • $295/SF
    • 55 Days On Market

    Current Estimated Value $889,489

    Last Listing Agent David Sartirana Northwest CT Realty

    355 W Lake St, Winsted, CT 06098
    • 111 Riverton Rd Unit 45, Winsted, CT 06098

      Est $204,185

      Not Listed For Sale

      111 Riverton Rd Unit 45, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,204 Sq Ft
      • Built 1987
      111 Riverton Rd Unit 45, Winsted, CT 06098

      Last Sold Summary

      • 5% Below List Price
      • $179/SF
      • 4 Days On Market
      • Last Sold Price $215,000
      • Aug 30, 2024

      Last Listing Agent ROBERT SZABO Szabo Realty

  • 99 Norfolk Rd, Winsted, CT 06098

    $180,000

    Sold Dec 19, 2025

    99 Norfolk Rd, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft
    • Built 1948

    Last Sold Summary

    • 23% Below List Price
    • $184/SF
    • 156 Days On Market

    Current Estimated Value $188,393

    Last Listing Agent Lisa McCarthy Coldwell Banker Realty

    99 Norfolk Rd, Winsted, CT 06098
    • 9 Fruit St, Winsted, CT 06098

      Est $248,944

      Not Listed For Sale

      9 Fruit St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 2,472 Sq Ft
      • Built 1900
      9 Fruit St, Winsted, CT 06098

      Last Sold Summary

      • 39% Above List Price
      • $72/SF
      • 35 Days On Market
      • Last Sold Price $178,550
      • Jul 13, 2023

      Last Listing Agent Michael J Flaherty Jr Sullivan Real Estate Inc

  • 35 Glendale Ave, Winsted, CT 06098

    $410,000

    Sold Apr 13, 2026

    35 Glendale Ave, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 2,196 Sq Ft
    • Built 1955

    Last Sold Summary

    • 3% Above List Price
    • $187/SF
    • 35 Days On Market

    Current Estimated Value $392,265

    Last Listing Agent David Sartirana Northwest CT Realty

    35 Glendale Ave, Winsted, CT 06098
    • 202 Old New Hartford Rd, Winsted, CT 06098

      Est $309,313

      Not Listed For Sale

      202 Old New Hartford Rd, Winsted, CT 06098

      • 4 Beds
      • 1.5 Baths
      • 1,560 Sq Ft
      • Built 1900
      202 Old New Hartford Rd, Winsted, CT 06098

      Last Sold Summary

      • 3% Below List Price
      • $205/SF
      • 168 Days On Market
      • Last Sold Price $320,000
      • May 14, 2024

      Last Listing Agent Barry Mackiewicz A-Gold Action Realty

  • 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 $1,498,289

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

    538 Wheelers Point, Winsted, CT 06098
    • 173 Smith Hill Rd, Winsted, CT 06098

      Est $375,833

      Not Listed For Sale

      173 Smith Hill Rd, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,702 Sq Ft
      • Built 1950
      173 Smith Hill Rd, Winsted, CT 06098

      Last Sold Summary

      • 5% Below List Price
      • $232/SF
      • 26 Days On Market
      • Last Sold Price $395,000
      • Dec 03, 2024

      Last Listing Agent Kim Trumbull William Raveis Real Estate

  • 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 $236,103

    Last Listing Agent David D'Amore Northwest CT Realty

    130 Stanton Ave, Winsted, CT 06098
    • 123 Skinner Rd, Winsted, CT 06098

      Est $428,188

      Not Listed For Sale

      123 Skinner Rd, Winsted, CT 06098

      • 3 Beds
      • 3 Baths
      • 2,184 Sq Ft
      • Built 2005
      123 Skinner Rd, Winsted, CT 06098

      Last Sold Summary

      • 15% Above List Price
      • $170/SF
      • 82 Days On Market
      • Last Sold Price $372,000
      • Feb 21, 2024

      Last Listing Agent Jacqueline Gardner Coldwell Banker Realty

  • 126 Williams Ave, Winsted, CT 06098

    $292,000

    Sold Jul 25, 2025

    126 Williams Ave, Winsted, CT 06098

    • 6 Beds
    • 2 Baths
    • 2,225 Sq Ft
    • Built 1890

    Last Sold Summary

    • 2% Above List Price
    • $131/SF
    • 42 Days On Market

    Current Estimated Value $289,031

    Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

    126 Williams Ave, Winsted, CT 06098
    • 19 Cottage St, Winsted, CT 06098

      Est $354,598

      Not Listed For Sale

      19 Cottage St, Winsted, CT 06098

      • 4 Beds
      • 4 Baths
      • 2,674 Sq Ft
      • Built 1890
      19 Cottage St, Winsted, CT 06098

      Last Sold Summary

      • 5% Below List Price
      • $140/SF
      • 100 Days On Market
      • Last Sold Price $375,000
      • Jan 31, 2025

      Last Listing Agent Michael Bianca Showcase Realty, Inc.

  • 323 E Wakefield Blvd, Winsted, CT 06098

    $397,000

    Sold Jun 04, 2025

    323 E Wakefield Blvd, Winsted, CT 06098

    • 3 Beds
    • 2.5 Baths
    • 1,426 Sq Ft
    • Built 1989

    Last Sold Summary

    • 6% Above List Price
    • $278/SF
    • 4 Days On Market

    Current Estimated Value $398,303

    Last Listing Agent Heather Crabtree RE/MAX RISE

    323 E Wakefield Blvd, Winsted, CT 06098
    • 161 Spencer St, Winsted, CT 06098

      Est $335,453

      Not Listed For Sale

      161 Spencer St, Winsted, CT 06098

      • 5 Beds
      • 2 Baths
      • 2,615 Sq Ft
      • Built 1895
      161 Spencer St, Winsted, CT 06098

      Last Sold Summary

      • 12% Above List Price
      • $115/SF
      • 0 Days On Market
      • Last Sold Price $300,000
      • Aug 21, 2023

      Last Listing Agent David Sartirana Northwest CT Realty

  • 150 Meadow St, Winsted, CT 06098

    $250,000

    Sold May 30, 2025

    150 Meadow St, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 2,094 Sq Ft
    • Built 1860

    Last Sold Summary

    • $119/SF
    • 80 Days On Market

    Current Estimated Value $261,598

    Last Listing Agent David Sartirana Northwest CT Realty

    150 Meadow St, Winsted, CT 06098
    • 87 Wetmore Ave, Winsted, CT 06098

      Est $257,015

      Not Listed For Sale

      87 Wetmore Ave, Winsted, CT 06098

      • 3 Beds
      • 1,766 Sq Ft
      • Built 1900
      87 Wetmore Ave, Winsted, CT 06098

      Last Sold Summary

      • 7% Above List Price
      • $136/SF
      • 72 Days On Market
      • Last Sold Price $240,000
      • Oct 12, 2023

      Last Listing Agent Liliane Miller Amity Realty Group, LLC

  • 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 $317,384

    Last Listing Agent Jeremy Beamer William Raveis Real Estate

    160 Walnut St, Winsted, CT 06098
    • 155 Alpha Ave, Winsted, CT 06098

      Est $269,376

      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

      • 16% Below List Price
      • $335/SF
      • 30 Days On Market
      • Last Sold Price $320,000
      • Aug 26, 2024

      Last Listing Agent Kasia Nowak KW Legacy Partners

  • 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 $277,002

    Last Listing Agent David Sartirana Northwest CT Realty

    44 Lewis St, Winsted, CT 06098
    • 136 Glendale Ave, Winsted, CT 06098

      Est $283,259

      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

      • 3% Below List Price
      • $262/SF
      • 1 Day On Market
      • Last Sold Price $291,750
      • Jun 18, 2024

      Last Listing Agent Jayson Kemp Five Stars Realty

  • 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 $176,619

    Last Listing Agent David Sartirana Northwest CT Realty

    111 Riverton Rd Unit 90, Winsted, CT 06098
    • 732 W Wakefield Blvd, Winsted, CT 06098

      Est $489,943

      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

      • 19% Below List Price
      • $700/SF
      • 7 Days On Market
      • Last Sold Price $605,000
      • May 31, 2024

      Last Listing Agent Kris Lippi Get Listed 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 $324,968

    Last Listing Agent Rosemary Scanlon Coldwell Banker Realty

    29 Walnut St, Winsted, CT 06098
    • 27 Benton St, Winsted, CT 06098

      Est $256,362

      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

      • 17% Above List Price
      • $198/SF
      • 107 Days On Market
      • Last Sold Price $220,000
      • Jul 26, 2024

      Last Listing Agent James Ray A-Gold Action Realty

  • 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 $384,465

    Last Listing Agent David Sartirana Northwest CT Realty

    208 Spencer Hill Rd, Winsted, CT 06098
    • 111 Riverton Rd Unit 10, Winsted, CT 06098

      Est $197,725

      Not Listed For Sale

      111 Riverton Rd Unit 10, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,204 Sq Ft
      • Built 1987
      111 Riverton Rd Unit 10, Winsted, CT 06098

      Last Sold Summary

      • 14% Above List Price
      • $144/SF
      • 4 Days On Market
      • Last Sold Price $173,500
      • Jul 07, 2023

      Last Listing Agent David Sartirana Northwest CT Realty

  • 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 $327,491

    Last Listing Agent Christine Hunter Hunter Real Estate, LLC

    123 Wetmore Ave, Winsted, CT 06098
    • 98 Meadow St, Winsted, CT 06098

      Est $274,941

      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

      • 10% Above List Price
      • $125/SF
      • 127 Days On Market
      • Last Sold Price $250,000
      • Nov 01, 2023

      Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  • 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 $272,074

    Last Listing Agent Thomas Mele Dorrance Realty

    10 Crescent St, Winsted, CT 06098
    • 630 E Wakefield Blvd, Winsted, CT 06098

      Est $1,131,950

      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

      • 2% Below List Price
      • $496/SF
      • 31 Days On Market
      • Last Sold Price $1,150,000
      • Aug 14, 2024

      Last Listing Agent Jennifer Stich Tier 1 Real Estate

  • 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 $266,166

    Last Listing Agent Jeffrey Liskin Northwest CT Realty

    22 Stanton Ave, Winsted, CT 06098
    • 185 N Main St, Winsted, CT 06098

      Est $230,171

      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

      • 1% Below List Price
      • $113/SF
      • 50 Days On Market
      • Last Sold Price $232,500
      • Nov 09, 2023

      Last Listing Agent Susan Belmonte 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 $160,293

    Last Listing Agent Jennifer Mitchell Northwest CT Realty

    21 Riveredge Dr Unit 21, Winsted, CT 06098

Showing Results 161 - 200, Page 5 of 18

Connecticut Litchfield County Winsted

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