5,115

Winchester, CT Homes

Section Image
    • 116 Standard Ave, Winsted, CT 06098

      Est $290,158 Not Listed For Sale

      116 Standard Ave, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,544 Sq Ft
      • Built 1920
      116 Standard Ave, Winsted, CT 06098

      Last Sold Summary

      • 43% Above List Price
      • $131/SF
      • 6 Days On Market

      Last Sold Price $202,500

      Last Listing Agent David Sartirana Northwest CT Realty

    • 18 Walnut St, Winsted, CT 06098

      Est $333,666 Not Listed For Sale

      18 Walnut St, Winsted, CT 06098

      • 5 Beds
      • 3.5 Baths
      • 2,526 Sq Ft
      • Built 1850
      18 Walnut St, Winsted, CT 06098

      Last Sold Summary

      • 21% Above List Price
      • $109/SF
      • 31 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Mary Mary LeBlanc Realty

    • 25 1/2 Benton St, Winsted, CT 06098

      Est $302,513 Not Listed For Sale

      25 1/2 Benton St, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,818 Sq Ft
      • Built 1989
      25 1/2 Benton St, Winsted, CT 06098

      Last Sold Summary

      • 29% Above List Price
      • $129/SF
      • 3 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Scott Holmes William Pitt

    • 135 Marshall St, Winsted, CT 06098

      Est $288,667 Not Listed For Sale

      135 Marshall St, Winsted, CT 06098

      • 2 Beds
      • 1 Bath
      • 1,570 Sq Ft
      • Built 1953
      135 Marshall St, Winsted, CT 06098

      Last Sold Summary

      • 44% Above List Price
      • $127/SF
      • 3 Days On Market

      Last Sold Price $200,000

      Last Listing Agent Maria Caruso SalCal Real Estate Connections

    • 157 Pratt St, Winsted, CT 06098

      Est $263,855 Not Listed For Sale

      157 Pratt St, Winsted, CT 06098

      • 2 Beds
      • 1 Bath
      • 1,440 Sq Ft
      • Built 1979
      157 Pratt St, Winsted, CT 06098

      Last Sold Summary

      • 41% Above List Price
      • $130/SF
      • 32 Days On Market

      Last Sold Price $187,000

      Last Listing Agent Tammy Powling Showcase Realty, Inc.

    • 58 Bridge St, Winsted, CT 06098

      Est $268,702 Not Listed For Sale

      58 Bridge St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,368 Sq Ft
      • Built 1873
      58 Bridge St, Winsted, CT 06098

      Last Sold Summary

      • 38% Above List Price
      • $143/SF
      • 4 Days On Market

      Last Sold Price $195,000

      Last Listing Agent John Fratini The D'Amore Agency, LLC

    • 6 Brook St, Winsted, CT 06098

      Not Listed For Sale

      6 Brook St, Winsted, CT 06098

      • 8 Beds
      • 4 Baths
      • 3,400 Sq Ft
      • Built 1989
      6 Brook St, Winsted, CT 06098

      Last Sold Summary

      • $88/SF
      • 12 Days On Market

      Last Sold Price $300,000

      Last Listing Agent David Sartirana Northwest CT Realty

    • 10 Thibault Ave, Winsted, CT 06098

      Est $214,465 Not Listed For Sale

      10 Thibault Ave, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,868 Sq Ft
      • Built 1900
      10 Thibault Ave, Winsted, CT 06098

      Last Sold Summary

      • 64% Above List Price
      • $70/SF
      • 16 Days On Market

      Last Sold Price $131,000

      Last Listing Agent Amanda Balaski Northwest CT Realty

    • 61 John St, Winsted, CT 06098

      Est $238,069 Not Listed For Sale

      61 John St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 2,004 Sq Ft
      • Built 1913
      61 John St, Winsted, CT 06098

      Last Sold Summary

      • 98% Above List Price
      • $60/SF
      • 147 Days On Market

      Last Sold Price $120,000

      Last Listing Agent Sandra Kerr Berkshire Hathaway Home Services

    • 114 Colony Dr, Winsted, CT 06098

      Est $248,264 Not Listed For Sale

      114 Colony Dr, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,008 Sq Ft
      • Built 1971
      114 Colony Dr, Winsted, CT 06098

      Last Sold Summary

      • 57% Above List Price
      • $157/SF
      • 71 Days On Market

      Last Sold Price $158,000

      Last Listing Agent Ellie Peterson Northwest CT Realty

    • 12 Charles St, Winsted, CT 06098

      Est $189,075 Not Listed For Sale

      12 Charles St, Winsted, CT 06098

      • 2 Beds
      • 1 Bath
      • 528 Sq Ft
      • Built 1948
      12 Charles St, Winsted, CT 06098

      Last Sold Summary

      • 26% Above List Price
      • $284/SF
      • 25 Days On Market

      Last Sold Price $150,000

      Last Listing Agent Jessica Chavez KW Legacy Partners

    • 130 Glendale Ave, Winsted, CT 06098

      Est $267,973 Not Listed For Sale

      130 Glendale Ave, Winsted, CT 06098

      • 4 Beds
      • 1 Bath
      • 1,114 Sq Ft
      • Built 1955
      130 Glendale Ave, Winsted, CT 06098

      Last Sold Summary

      • 45% Above List Price
      • $166/SF
      • 1 Day On Market

      Last Sold Price $185,000

      Last Listing Agent Amanda Balaski Northwest CT Realty

    • 20 Gay St, Winsted, CT 06098

      Est $205,295 Not Listed For Sale

      20 Gay St, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 1,310 Sq Ft
      • Built 1900
      20 Gay St, Winsted, CT 06098

      Last Sold Summary

      • 37% Above List Price
      • $115/SF
      • 100 Days On Market

      Last Sold Price $150,000

      Last Listing Agent Suzie Larson Turning Point Realty, LLC

    • 122 West Rd, Winsted, CT 06098

      Not Listed For Sale

      122 West Rd, Winsted, CT 06098

      • 3 Beds
      • 2.5 Baths
      • 2,611 Sq Ft
      • Built 1990
      122 West Rd, Winsted, CT 06098

      Last Sold Summary

      • 1% Below List Price
      • $176/SF
      • 1 Day On Market

      Last Sold Price $459,900

      Last Listing Agent David Sartirana Northwest CT Realty

    • 68 Wetmore Ave, Winsted, CT 06098

      Est $233,252 Not Listed For Sale

      68 Wetmore Ave, Winsted, CT 06098

      • 6 Beds
      • 2 Baths
      • 2,555 Sq Ft
      • Built 1900
      68 Wetmore Ave, Winsted, CT 06098

      Last Sold Summary

      • 41% Above List Price
      • $65/SF
      • 112 Days On Market

      Last Sold Price $165,500

      Last Listing Agent Austin Brochu Sullivan Real Estate Inc

    • 35 Pratt St, Winsted, CT 06098

      Est $255,726 Not Listed For Sale

      35 Pratt St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 2,256 Sq Ft
      • Built 1900
      35 Pratt St, Winsted, CT 06098

      Last Sold Summary

      • 84% Above List Price
      • $62/SF
      • 80 Days On Market

      Last Sold Price $139,000

      Last Listing Agent David Sartirana Northwest CT Realty

    • 111 Riverton Rd Unit 60, Winsted, CT 06098

      Est $197,392 Not Listed For Sale

      111 Riverton Rd Unit 60, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,204 Sq Ft
      • Built 1987
      111 Riverton Rd Unit 60, Winsted, CT 06098

      Last Sold Summary

      • 27% Above List Price
      • $129/SF
      • 3 Days On Market

      Last Sold Price $154,900

      Last Listing Agent David Sartirana Northwest CT Realty

    • 149 E Wakefield Blvd, Winsted, CT 06098

      Not Listed For Sale

      149 E Wakefield Blvd, Winsted, CT 06098

      • 2 Beds
      • 1 Bath
      • 1,200 Sq Ft
      • Built 1940
      149 E Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • $167/SF
      • 75 Days On Market

      Last Sold Price $200,000

      Last Listing Agent Tom McGowan Elyse Harney Real Estate

    • 35 Wetmore Ave, Winsted, CT 06098

      Est $276,288 Not Listed For Sale

      35 Wetmore Ave, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 1,874 Sq Ft
      • Built 1900
      35 Wetmore Ave, Winsted, CT 06098

      Last Sold Summary

      • 29% Above List Price
      • $115/SF
      • 27 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Suzie Larson Turning Point Realty, LLC

    • 304 Walnut St, Winsted, CT 06098

      Est $243,889 Not Listed For Sale

      304 Walnut St, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,426 Sq Ft
      • Built 1885
      304 Walnut St, Winsted, CT 06098

      Last Sold Summary

      • 44% Above List Price
      • $119/SF
      • 99 Days On Market

      Last Sold Price $169,900

      Last Listing Agent Robert Lang William Raveis Real Estate

    • 268 Torringford St, Winsted, CT 06098

      Not Listed For Sale

      268 Torringford St, Winsted, CT 06098

      • 5 Beds
      • 2.5 Baths
      • 2,482 Sq Ft
      • Built 1800
      268 Torringford St, Winsted, CT 06098

      Last Sold Summary

      • 5% Below List Price
      • $134/SF
      • 238 Days On Market

      Last Sold Price $333,000

      Last Listing Agent Linda Ganem Borla & Associates Real Estate

    • 111 Riverton Rd Unit 52, Winsted, CT 06098

      Est $201,520 Not Listed For Sale

      111 Riverton Rd Unit 52, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,204 Sq Ft
      • Built 1987
      111 Riverton Rd Unit 52, Winsted, CT 06098

      Last Sold Summary

      • 23% Above List Price
      • $137/SF
      • 39 Days On Market

      Last Sold Price $164,400

      Last Listing Agent Kelly Sullivan Sullivan Real Estate Inc

    • 152 Pratt St, Winsted, CT 06098

      Est $255,743 Not Listed For Sale

      152 Pratt St, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,344 Sq Ft
      • Built 1900
      152 Pratt St, Winsted, CT 06098

      Last Sold Summary

      • 35% Above List Price
      • $141/SF
      • 53 Days On Market

      Last Sold Price $189,000

      Last Listing Agent Ian Ross Mia Realty LLC

    • 33 Chestnut St, Winsted, CT 06098

      Est $231,287 Not Listed For Sale

      33 Chestnut St, Winsted, CT 06098

      • 6 Beds
      • 2,032 Sq Ft
      • Built 1900
      33 Chestnut St, Winsted, CT 06098

      Last Sold Summary

      • 65% Above List Price
      • $69/SF
      • 219 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Chad Segal William Raveis Real Estate

    • 233 Colebrook Rd, Winsted, CT 06098

      Est $600,727 Not Listed For Sale

      233 Colebrook Rd, Winsted, CT 06098

      • 3 Beds
      • 2.5 Baths
      • 3,032 Sq Ft
      • Built 1940
      233 Colebrook Rd, Winsted, CT 06098

      Last Sold Summary

      • 28% Above List Price
      • $154/SF
      • 114 Days On Market

      Last Sold Price $468,000

      Last Listing Agent Dawn Sanderson Northwest CT Realty

    • 60 Spencer Hill Rd, Winsted, CT 06098

      Est $388,031 Not Listed For Sale

      60 Spencer Hill Rd, Winsted, CT 06098

      • 3 Beds
      • 2.5 Baths
      • 1,848 Sq Ft
      • Built 2004
      60 Spencer Hill Rd, Winsted, CT 06098

      Last Sold Summary

      • 25% Above List Price
      • $168/SF
      • 11 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Gerald Donorfio, Jr. Fercodini Properties, Inc.

    • 111 Riverton Rd Unit 80, Winsted, CT 06098

      Est $196,267 Not Listed For Sale

      111 Riverton Rd Unit 80, Winsted, CT 06098

      • 2 Beds
      • 1.5 Baths
      • 1,204 Sq Ft
      • Built 1987
      111 Riverton Rd Unit 80, Winsted, CT 06098

      Last Sold Summary

      • 62% Above List Price
      • $100/SF
      • 2 Days On Market

      Last Sold Price $121,000

      Last Listing Agent Melanie O'Donnell Berkshire Hathaway Home Services

    • 15 Spruce St, Winsted, CT 06098

      Est $266,217 Not Listed For Sale

      15 Spruce St, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,114 Sq Ft
      • Built 1965
      15 Spruce St, Winsted, CT 06098

      Last Sold Summary

      • 44% Above List Price
      • $166/SF
      • 8 Days On Market

      Last Sold Price $184,900

      Last Listing Agent David Sartirana Northwest CT Realty

    • 227 Walnut St, Winsted, CT 06098

      Est $257,853 Not Listed For Sale

      227 Walnut St, Winsted, CT 06098

      • 6 Beds
      • 2 Baths
      • 1,826 Sq Ft
      • Built 1900
      227 Walnut St, Winsted, CT 06098

      Last Sold Summary

      • 40% Above List Price
      • $101/SF
      • 95 Days On Market

      Last Sold Price $183,600

      Last Listing Agent Amanda Balaski Northwest CT Realty

    • 37 Chestnut St, Winsted, CT 06098

      Est $210,592 Not Listed For Sale

      37 Chestnut St, Winsted, CT 06098

      • 4 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1900
      37 Chestnut St, Winsted, CT 06098

      Last Sold Summary

      • 50% Above List Price
      • $82/SF
      • 64 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Amanda Balaski Northwest CT Realty

    • 150 Gilbert Ave, Winsted, CT 06098

      Not Listed For Sale

      150 Gilbert Ave, Winsted, CT 06098

      • 3 Beds
      • 1.5 Baths
      • 1,455 Sq Ft
      • Built 1880
      150 Gilbert Ave, Winsted, CT 06098

      Last Sold Summary

      • 28% Above List Price
      • $126/SF
      • 10 Days On Market

      Last Sold Price $184,000

      Last Listing Agent David Sartirana Northwest CT Realty

    • 25 Benton St, Winsted, CT 06098

      Est $271,373 Not Listed For Sale

      25 Benton St, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1972
      25 Benton St, Winsted, CT 06098

      Last Sold Summary

      • 43% Above List Price
      • $198/SF
      • 7 Days On Market

      Last Sold Price $190,300

      Last Listing Agent Curt Henderson William Raveis Real Estate

    • 347 W Wakefield Blvd, Winsted, CT 06098

      Not Listed For Sale

      347 W Wakefield Blvd, Winsted, CT 06098

      • 2 Beds
      • 1 Bath
      • 596 Sq Ft
      • Built 1920
      347 W Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 39% Above List Price
      • $268/SF
      • 27 Days On Market

      Last Sold Price $159,900

      Last Listing Agent Debra Jablonski Berkshire Hathaway Home Services

    • 108 West Rd, Winsted, CT 06098

      Est $257,588 Not Listed For Sale

      108 West Rd, Winsted, CT 06098

      • 1 Bed
      • 1 Bath
      • 576 Sq Ft
      • Built 1800
      108 West Rd, Winsted, CT 06098

      Last Sold Summary

      • 28% Above List Price
      • $349/SF
      • 5 Days On Market

      Last Sold Price $201,000

      Last Listing Agent Jonathan Hastings KW Legacy Partners

    • 107 Lake St, Winsted, CT 06098

      Est $262,527 Not Listed For Sale

      107 Lake St, Winsted, CT 06098

      • 5 Beds
      • 4 Baths
      • 2,430 Sq Ft
      • Built 1900
      107 Lake St, Winsted, CT 06098

      Last Sold Summary

      • 31% Above List Price
      • $82/SF
      • 47 Days On Market

      Last Sold Price $200,000

      Last Listing Agent Giancarlo Petraroia Cohen Agency

    • 807 E Wakefield Blvd, Winsted, CT 06098

      Est $346,249 Not Listed For Sale

      807 E Wakefield Blvd, Winsted, CT 06098

      • 3 Beds
      • 2.5 Baths
      • 1,954 Sq Ft
      • Built 1903
      807 E Wakefield Blvd, Winsted, CT 06098

      Last Sold Summary

      • 47% Above List Price
      • $120/SF
      • 11 Days On Market

      Last Sold Price $235,000

      Last Listing Agent Kara Mazzola First Choice Realty

    • 120 Rockwell St, Winsted, CT 06098

      Est $236,181 Not Listed For Sale

      120 Rockwell St, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 1,116 Sq Ft
      • Built 1900
      120 Rockwell St, Winsted, CT 06098

      Last Sold Summary

      • 39% Above List Price
      • $152/SF
      • 6 Days On Market

      Last Sold Price $169,900

      Last Listing Agent Elaine Abouakar CENTURY 21 AllPoints Realty

    • 181 Stanton Ave, Winsted, CT 06098

      Est $255,965 Not Listed For Sale

      181 Stanton Ave, Winsted, CT 06098

      • 3 Beds
      • 1 Bath
      • 1,594 Sq Ft
      • Built 1923
      181 Stanton Ave, Winsted, CT 06098

      Last Sold Summary

      • 46% Above List Price
      • $110/SF
      • 23 Days On Market

      Last Sold Price $175,000

      Last Listing Agent Jonathan Gineo Silver and Oak Realty

    • 20 Laurel St, Winsted, CT 06098

      Est $371,963 Not Listed For Sale

      20 Laurel St, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,459 Sq Ft
      • Built 1970
      20 Laurel St, Winsted, CT 06098

      Last Sold Summary

      • 20% Above List Price
      • $212/SF
      • 45 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Kelly Sullivan Sullivan Real Estate Inc

    • 50 Woodland Ave, Winsted, CT 06098

      Est $368,097 Not Listed For Sale

      50 Woodland Ave, Winsted, CT 06098

      • 3 Beds
      • 2 Baths
      • 1,579 Sq Ft
      • Built 1946
      50 Woodland Ave, Winsted, CT 06098

      Last Sold Summary

      • 26% Above List Price
      • $186/SF
      • 99 Days On Market

      Last Sold Price $293,000

      Last Listing Agent MaryBeth Porto Great Estates, CT

Showing Results 521 - 560, Page 14 of 18

Connecticut Litchfield County Winchester

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