Winchester, CT Homes

• 

  $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 $262,487

  Last Listing Agent David Sartirana Northwest CT Realty

  150 Meadow St, Winsted, CT 06098
• 

  Est $255,815 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  152 Pratt St, Winsted, CT 06098

  152 Pratt 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 $314,515

  Last Listing Agent Jeremy Beamer William Raveis Real Estate

  160 Walnut St, Winsted, CT 06098
• 

  Est $257,638 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,109 Sq Ft

  27 Benton St, Winsted, CT 06098

  27 Benton St, 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

  Last Listing Agent David Sartirana Northwest CT Realty

  111 Riverton Rd Unit 90, Winsted, CT 06098
• 

  Est $595,412 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,032 Sq Ft

  233 Colebrook Rd, Winsted, CT 06098

  233 Colebrook Rd, Winsted, CT 06098
• 

  $206,000 Sold Apr 01, 2025

  111 Riverton Rd Unit 9, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 1,204 Sq Ft
  • Built 1987

  Last Sold Summary

  • $171/SF
  • 22 Days On Market

  Current Estimated Value $208,776

  Last Listing Agent Kathleen Miller CT Home Pro, LLC

  111 Riverton Rd Unit 9, Winsted, CT 06098
• 

  Est $202,642 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  111 Riverton Rd Unit 10, Winsted, CT 06098

  111 Riverton Rd Unit 10, 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 $319,651

  Last Listing Agent Rosemary Scanlon Coldwell Banker Realty

  29 Walnut St, Winsted, CT 06098
• 

  Est $273,754 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,006 Sq Ft

  98 Meadow St, Winsted, CT 06098

  98 Meadow St, 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

  Last Listing Agent David Sartirana Northwest CT Realty

  208 Spencer Hill Rd, Winsted, CT 06098
• 

  Est $1,121,150 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,320 Sq Ft

  630 E Wakefield Blvd, Winsted, CT 06098

  630 E Wakefield Blvd, 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

  Last Listing Agent Thomas Mele Dorrance Realty

  10 Crescent St, Winsted, CT 06098
• 

  Est $255,696 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,054 Sq Ft

  185 N Main St, Winsted, CT 06098

  185 N Main St, Winsted, CT 06098
• 

  $260,000 Sold Mar 10, 2025

  14 Hamill Dr, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,888 Sq Ft
  • Built 1973

  Last Sold Summary

  • 8% Above List Price
  • $138/SF
  • 27 Days On Market

  Current Estimated Value $260,961

  Last Listing Agent Eva Casoria eXp Realty

  14 Hamill Dr, Winsted, CT 06098
• 

  Est $465,337 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  213 Spencer Hill Rd, Winsted, CT 06098

  213 Spencer Hill 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 $309,342

  Last Listing Agent Linda Ganem Borla & Associates Real Estate

  18 Upland Rd, Winsted, CT 06098
• 

  Est $273,404 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,430 Sq Ft

  107 Lake St, Winsted, CT 06098

  107 Lake St, 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 $376,471

  Last Listing Agent Carol York For Sale By Owner Connecticut

  244 Colebrook Rd, Winsted, CT 06098
• 

  Est $242,115 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  10 Hurlbut St, Winsted, CT 06098

  10 Hurlbut St, Winsted, CT 06098
• 

  $281,000 Sold Aug 13, 2025

  711 W Wakefield Blvd, Winchester Center, CT 06098

  • Land
  • 0.61 Acre
  • $460,656 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 371 Days On Market

  Current Estimated Value $278,333

  Last Listing Agent Peter Kores The Washington Agency

  711 W Wakefield Blvd, Winchester Center, CT 06098
• 

  Not Listed For Sale

  • 8 Beds
  • 5 Baths
  • 5,093 Sq Ft

  247 N Main St, Winsted, CT 06098

  247 N Main St, 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 $270,242

  Last Listing Agent Jeffrey Liskin Northwest CT Realty

  22 Stanton Ave, Winsted, CT 06098
• 

  Est $274,399 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,056 Sq Ft

  150 Colony Dr, Winsted, CT 06098

  150 Colony Dr, Winsted, CT 06098
• 

  $288,000 Sold Feb 14, 2025

  86 Strong Terrace, Winsted, CT 06098

  • 5 Beds
  • 1.5 Baths
  • 1,646 Sq Ft
  • Built 1880

  Last Sold Summary

  • $175/SF
  • 69 Days On Market

  Current Estimated Value $308,700

  Last Listing Agent Lindsay J. Warner Tier 1 Real Estate

  86 Strong Terrace, Winsted, CT 06098
• 

  Est $337,887 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,023 Sq Ft

  87 Walnut St, Winsted, CT 06098

  87 Walnut 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 $184,735

  Last Listing Agent Jeffrey Liskin Northwest CT Realty

  415 N Main St, Winsted, CT 06098
• 

  Not Listed For Sale

  • 9 Beds
  • 4,848 Sq Ft

  169 Prospect St, Winsted, CT 06098

  169 Prospect St, 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 $321,434

  Last Listing Agent Lisa Bredice Coldwell Banker Realty

  50 Manchester Heights, Winsted, CT 06098
• 

  Est $265,872 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,803 Sq Ft

  58 Maple St, Winsted, CT 06098

  58 Maple 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

  Current Estimated Value $352,664

  Last Listing Agent Melissa Kiehl KW Legacy Partners

  920 Main St, Winsted, CT 06098
• 

  Est $365,854 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,216 Sq Ft

  161 Marshall St, Winsted, CT 06098

  161 Marshall St, Winsted, CT 06098
• 

  $270,000 Sold Dec 02, 2025

  101 Norfolk Rd, Winsted, CT 06098

  • 2 Beds
  • 1 Bath
  • 1,880 Sq Ft
  • Built 1990

  Last Sold Summary

  • 14% Below List Price
  • $144/SF
  • 68 Days On Market

  Last Listing Agent Jackie Desmarais Showcase Realty, Inc.

  101 Norfolk Rd, Winsted, CT 06098
• 

  Est $251,997 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,296 Sq Ft

  45 Allen St, Winsted, CT 06098

  45 Allen St, 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 $412,759

  Last Listing Agent Vincent DeVico Showcase Realty, Inc.

  17 Woodland Ave, Winsted, CT 06098
• 

  Est $644,979 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  162 Spencer Hill Rd, Winsted, CT 06098

  162 Spencer Hill Rd, Winsted, CT 06098
• 

  $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 $387,133

  Last Listing Agent David Sartirana Northwest CT Realty

  Unlisted Address
• 

  Est $207,451 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  55 Bank St, Winsted, CT 06098

  55 Bank 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 $287,910

  Last Listing Agent Jeffrey Liskin Northwest CT Realty

  151 Elm St, Winsted, CT 06098
• 

  Est $291,310 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,779 Sq Ft

  225 N Main St, Winsted, CT 06098

  225 N Main St, Winsted, CT 06098

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