4,840

Winsted, CT Homes

Section Image
  • 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 $314,107

    Last Listing Agent Christine Hunter Hunter Real Estate, LLC

    123 Wetmore Ave, Winsted, CT 06098
    • 152 Lincoln Ave, Winsted, CT 06098

      Est $257,083 Not Listed For Sale

      152 Lincoln Ave, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 1,135 Sq Ft
      • Built 1948
      152 Lincoln Ave, Winsted, CT 06098

      Last Sold Summary

      • 17% Above List Price
      • $194/SF
      • 69 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Jeffrey Liskin 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 $269,256

    Last Listing Agent Thomas Mele Dorrance Realty

    10 Crescent St, Winsted, CT 06098
    • 342 Taylor Brook Rd, Winsted, CT 06098

      Est $1,020,651 Not Listed For Sale

      342 Taylor Brook Rd, Winsted, CT 06098

      • 4 Beds
      • 4 Baths
      • 3,379 Sq Ft
      • Built 2005
      342 Taylor Brook Rd, Winsted, CT 06098

      Last Sold Summary

      • 14% Above List Price
      • $265/SF
      • 8 Days On Market

      Last Sold Price $895,000

      Last Listing Agent Matt McElhone William Pitt

  • 18 Upland Rd, Winsted, CT 06098

    $290,000 Sold Apr 21, 2025

    18 Upland Rd, Winsted, CT 06098

    • 5 Beds
    • 2 Baths
    • 2,338 Sq Ft
    • Built 1886

    Last Sold Summary

    • 8% Above List Price
    • $124/SF
    • 6 Days On Market

    Current Estimated Value $293,952

    Last Listing Agent Linda Ganem Borla & Associates Real Estate

    18 Upland Rd, Winsted, CT 06098
    • 52 Overlook Rd, Winsted, CT 06098

      Est $335,428 Not Listed For Sale

      52 Overlook Rd, Winsted, CT 06098

      • 2 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 1900
      52 Overlook Rd, Winsted, CT 06098

      Last Sold Summary

      • 16% Above List Price
      • $191/SF
      • 50 Days On Market

      Last Sold Price $288,900

      Last Listing Agent Kelly Sullivan Sullivan Real Estate Inc

  • 244 Colebrook Rd, Winsted, CT 06098

    $379,000 Sold May 09, 2025

    244 Colebrook Rd, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Above List Price
    • $248/SF
    • 90 Days On Market

    Current Estimated Value $377,851

    Last Listing Agent Carol York For Sale By Owner Connecticut

    244 Colebrook Rd, Winsted, CT 06098
    • 129 Skinner Rd, Winsted, CT 06098

      Est $406,602 Not Listed For Sale

      129 Skinner Rd, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 2,177 Sq Ft
      • Built 1978
      129 Skinner Rd, Winsted, CT 06098

      Last Sold Summary

      • 10% Above List Price
      • $170/SF
      • 34 Days On Market

      Last Sold Price $370,000

      Last Listing Agent Christopher Gueniat Northwest CT Realty

  • 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 $269,813

    Last Listing Agent Jeffrey Liskin Northwest CT Realty

    22 Stanton Ave, Winsted, CT 06098
    • 90 Colony Dr, Winsted, CT 06098

      Est $283,283 Not Listed For Sale

      90 Colony Dr, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 1,282 Sq Ft
      • Built 1969
      90 Colony Dr, Winsted, CT 06098

      Last Sold Summary

      • 11% Above List Price
      • $199/SF
      • 32 Days On Market

      Last Sold Price $255,000

      Last Listing Agent Whitney Malagrino Berkshire Hathaway Home Services

  • 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 $164,532

    Last Listing Agent Jennifer Mitchell Northwest CT Realty

    21 Riveredge Dr Unit 21, Winsted, CT 06098
    • 756 Lake Dr, Winsted, CT 06098

      Est $559,416 Not Listed For Sale

      756 Lake Dr, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 816 Sq Ft
      • Built 1950
      756 Lake Dr, Winsted, CT 06098

      Last Sold Summary

      • 12% Above List Price
      • $613/SF
      • 2 Days On Market

      Last Sold Price $500,000

      Last Listing Agent Pam Famiglietti William Raveis Real Estate

  • 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 $290,720

    Last Listing Agent George Sznaj DB Associates of CT, LLC

    817 E Wakefield Blvd, Winsted, CT 06098
    • 230 Boyd St, Winsted, CT 06098

      Est $354,034 Not Listed For Sale

      230 Boyd St, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,774 Sq Ft
      • Built 1903
      230 Boyd St, Winsted, CT 06098

      Last Sold Summary

      • 31% Above List Price
      • $152/SF
      • 100 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Cody Huelsman mygoodagent

  • 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 $199,895

    Last Listing Agent Jeffrey Liskin Northwest CT Realty

    415 N Main St, Winsted, CT 06098
    • 552 E Wakefield Blvd, Winsted, CT 06098

      Est $1,256,241 Not Listed For Sale

      552 E Wakefield Blvd, Winsted, CT 06098

      • 3 Beds
      • 4 Baths
      • 2,526 Sq Ft
      • Built 2002
      552 E Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 7% Below List Price
      • $534/SF
      • 3 Days On Market

      Last Sold Price $1,350,000

      Last Listing Agent Annemarie Bellenoit Berkshire Hathaway Home Services

  • 50 Manchester Heights, Winsted, CT 06098

    $330,000 Sold Sep 24, 2025

    50 Manchester Heights, Winsted, CT 06098

    • 3 Beds
    • 1 Bath
    • 1,287 Sq Ft
    • Built 1953

    Last Sold Summary

    • 1% Below List Price
    • $256/SF
    • 118 Days On Market

    Current Estimated Value $319,679

    Last Listing Agent Lisa Bredice Coldwell Banker Realty

    50 Manchester Heights, Winsted, CT 06098
    • 270 Holabird Ave, Winsted, CT 06098

      Est $272,987 Not Listed For Sale

      270 Holabird Ave, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,504 Sq Ft
      • Built 1972
      270 Holabird Ave, Winsted, CT 06098

      Last Sold Summary

      • 14% Above List Price
      • $160/SF
      • 13 Days On Market

      Last Sold Price $240,000

      Last Listing Agent David Sartirana Northwest CT Realty

  • 920 Main St, Winsted, CT 06098

    $275,000 Sold Sep 21, 2025

    920 Main St, Winsted, CT 06098

    • 6 Beds
    • 4 Baths
    • 4,635 Sq Ft
    • Built 1900

    Last Sold Summary

    • 54% Above List Price
    • $59/SF
    • 0 Days On Market

    Last Listing Agent Melissa Kiehl KW Legacy Partners

    920 Main St, Winsted, CT 06098
    • 2 Herman Rd, Winsted, CT 06098

      Est $311,032 Not Listed For Sale

      2 Herman Rd, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 1987
      2 Herman Rd, Winsted, CT 06098

      Last Sold Summary

      • 20% Above List Price
      • $139/SF
      • 58 Days On Market

      Last Sold Price $260,000

      Last Listing Agent James Ray A-Gold Action Realty

  • 52 White St, Winsted, CT 06098

    $30,000 Sold Feb 20, 2026

    52 White St, Winsted, CT 06098

    • Land
    • 1.88 Acres
    • $15,957 per Acre

    Last Sold Summary

    • 3% Above List Price
    • 75 Days On Market

    Last Listing Agent David Sartirana Northwest CT Realty

    52 White St, Winsted, CT 06098
    • 445 N Main St, Winsted, CT 06098

      Est $267,205 Not Listed For Sale

      445 N Main St, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,132 Sq Ft
      • Built 1981
      445 N Main St, Winsted, CT 06098

      Last Sold Summary

      • 21% Above List Price
      • $194/SF
      • 6 Days On Market

      Last Sold Price $220,000

      Last Listing Agent patricia careddu Sullivan Real Estate Inc

  • 17 Woodland Ave, Winsted, CT 06098

    $410,000 Sold Jul 31, 2025

    17 Woodland Ave, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 2,105 Sq Ft
    • Built 1938

    Last Sold Summary

    • 2% Below List Price
    • $195/SF
    • 39 Days On Market

    Current Estimated Value $418,126

    Last Listing Agent Vincent DeVico Showcase Realty, Inc.

    17 Woodland Ave, Winsted, CT 06098
    • 339 W Wakefield Blvd, Winsted, CT 06098

      Est $502,137 Not Listed For Sale

      339 W Wakefield Blvd, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,322 Sq Ft
      • Built 1940
      339 W Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 4% Below List Price
      • $397/SF
      • 62 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Amy Pelletier Berkshire Hathaway Home Services

  • Unlisted Address

    $378,000 Sold Jul 07, 2025

    Unlisted Address

    • 4 Beds
    • 3 Baths
    • 1,786 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Above List Price
    • $212/SF
    • 3 Days On Market

    Current Estimated Value $388,490

    Last Listing Agent David Sartirana Northwest CT Realty

    Unlisted Address
    • 31 Cottage St, Winsted, CT 06098

      Est $286,829 Not Listed For Sale

      31 Cottage St, Winsted, CT 06098

      • 4 Beds
      • 1.5 Baths
      • 1,966 Sq Ft
      • Built 1910
      31 Cottage St, Winsted, CT 06098

      Last Sold Summary

      • 5% Above List Price
      • $139/SF
      • 28 Days On Market

      Last Sold Price $273,000

      Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  • 8 Oak St, Winsted, CT 06098

    $150,000 Sold Mar 10, 2026

    8 Oak St, Winsted, CT 06098

    • 2 Beds
    • 1.5 Baths
    • 832 Sq Ft
    • Built 1900

    Last Sold Summary

    • 21% Below List Price
    • $180/SF
    • 41 Days On Market

    Current Estimated Value $157,335

    Last Listing Agent Austin Brochu Sullivan Real Estate Inc

    8 Oak St, Winsted, CT 06098
    • 53 Overlook Rd, Winsted, CT 06098

      Not Listed For Sale

      53 Overlook Rd, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 880 Sq Ft
      • Built 1945
      53 Overlook Rd, Winsted, CT 06098

      Last Sold Summary

      • $227/SF
      • 2 Days On Market

      Last Sold Price $200,000

      Last Listing Agent David Sartirana Northwest CT Realty

  • 197 Spencer Hill Rd, Winsted, CT 06098

    $475,000 Sold Feb 26, 2026

    197 Spencer Hill Rd, Winsted, CT 06098

    • 3 Beds
    • 2 Baths
    • 2,167 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $219/SF
    • 129 Days On Market

    Current Estimated Value $490,951

    Last Listing Agent David Sartirana Northwest CT Realty

    197 Spencer Hill Rd, Winsted, CT 06098
    • 31 Hurlbut St, Winsted, CT 06098

      Est $215,593 Not Listed For Sale

      31 Hurlbut St, Winsted, CT 06098

      • 2 Beds
      • 2 Baths
      • 1,242 Sq Ft
      • Built 1900
      31 Hurlbut St, Winsted, CT 06098

      Last Sold Summary

      • 27% Above List Price
      • $137/SF
      • 21 Days On Market

      Last Sold Price $170,000

      Last Listing Agent Stephen Mele Houlihan Lawrence

  • 151 Elm St, Winsted, CT 06098

    $275,000 Sold Apr 23, 2025

    151 Elm St, Winsted, CT 06098

    • 5 Beds
    • 2 Baths
    • 2,191 Sq Ft
    • Built 1880

    Last Sold Summary

    • 2% Below List Price
    • $126/SF
    • 41 Days On Market

    Current Estimated Value $288,923

    Last Listing Agent Jeffrey Liskin Northwest CT Realty

    151 Elm St, Winsted, CT 06098
    • 341 N Main St, Winsted, CT 06098

      Est $230,526 Not Listed For Sale

      341 N Main St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,972 Sq Ft
      • Built 1820
      341 N Main St, Winsted, CT 06098

      Last Sold Summary

      • 15% Above List Price
      • $101/SF
      • 14 Days On Market

      Last Sold Price $200,000

      Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  • 284 Gilbert Ave, Winsted, CT 06098

    $325,000 Sold Jul 17, 2025

    284 Gilbert Ave, Winsted, CT 06098

    • 4 Beds
    • 1 Bath
    • 1,849 Sq Ft
    • Built 1956

    Last Sold Summary

    • 2% Above List Price
    • $176/SF
    • 40 Days On Market

    Current Estimated Value $328,556

    Last Listing Agent David Sartirana Northwest CT Realty

    284 Gilbert Ave, Winsted, CT 06098
    • 80 John St, Winsted, CT 06098

      Est $363,761 Not Listed For Sale

      80 John St, Winsted, CT 06098

      • 2 Beds
      • 2 Baths
      • 1,514 Sq Ft
      • Built 1875
      80 John St, Winsted, CT 06098

      Last Sold Summary

      • 5% Above List Price
      • $228/SF
      • 81 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Katie Breitkreutz Dave Jones Realty, LLC

  • 100 Norfolk Rd, Winsted, CT 06098

    $160,000 Sold Jul 18, 2025

    100 Norfolk Rd, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 2,914 Sq Ft
    • Built 1947

    Last Sold Summary

    • 9% Below List Price
    • $55/SF
    • 8 Days On Market

    Current Estimated Value $182,416

    Last Listing Agent Katie Breitkreutz Dave Jones Realty, LLC

    100 Norfolk Rd, Winsted, CT 06098
    • 224 Smith Hill Rd, Winsted, CT 06098

      Est $329,356 Not Listed For Sale

      224 Smith Hill Rd, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,178 Sq Ft
      • Built 1971
      224 Smith Hill Rd, Winsted, CT 06098

      Last Sold Summary

      • 5% Above List Price
      • $267/SF
      • 49 Days On Market

      Last Sold Price $315,000

      Last Listing Agent Fern Nadolny Farmingbury Real Estate Inc

  • 115 Wallens St, Winsted, CT 06098

    $345,000 Sold Oct 31, 2025

    115 Wallens St, Winsted, CT 06098

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft
    • Built 1962

    Last Sold Summary

    • 38% Above List Price
    • $164/SF
    • 27 Days On Market

    Current Estimated Value $326,220

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

    115 Wallens St, Winsted, CT 06098
    • 180 Shore Dr, Winsted, CT 06098

      Est $688,910 Not Listed For Sale

      180 Shore Dr, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,131 Sq Ft
      • Built 1978
      180 Shore Dr, Winsted, CT 06098

      Last Sold Summary

      • 2% Below List Price
      • $619/SF
      • 74 Days On Market

      Last Sold Price $700,000

      Last Listing Agent David Sartirana Northwest CT Realty

  • 130 Alpha Ave, Winsted, CT 06098

    $29,000 Sold Nov 11, 2025

    130 Alpha Ave, Winsted, CT 06098

    • Land
    • 0.41 Acre
    • $70,732 per Acre

    Last Sold Summary

    • 47% Below List Price
    • 119 Days On Market

    Current Estimated Value $131,333

    Last Listing Agent Suzie Larson Turning Point Realty, LLC

    130 Alpha Ave, Winsted, CT 06098
    • 216 South Rd, Winsted, CT 06098

      Est $753,643 Not Listed For Sale

      216 South Rd, Winsted, CT 06098

      • 4 Beds
      • 2.5 Baths
      • 3,151 Sq Ft
      • Built 1999
      216 South Rd, Winsted, CT 06098

      Last Sold Summary

      • 12% Above List Price
      • $214/SF
      • 28 Days On Market

      Last Sold Price $675,000

      Last Listing Agent Valerie Nash KW Legacy Partners

Showing Results 201 - 240, Page 6 of 18

Connecticut Litchfield County Winsted

Real Estate & Homes

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group