Winchester, CT Homes

• 

  $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 $403,107

  Last Listing Agent Heather Crabtree RE/MAX RISE

  323 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $227,704 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft

  20 Gay St, Winsted, CT 06098

  20 Gay St, Winsted, CT 06098
• 

  $275,000 Sold Apr 17, 2025

  58 Cherry St, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,287 Sq Ft
  • Built 1948

  Last Sold Summary

  • 2% Above List Price
  • $214/SF
  • 22 Days On Market

  Current Estimated Value $302,579

  Last Listing Agent David Sartirana Northwest CT Realty

  58 Cherry St, Winsted, CT 06098
• 

  Est $263,574 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,472 Sq Ft

  9 Fruit St, Winsted, CT 06098

  9 Fruit St, Winsted, CT 06098
• 

  $180,000 Sold Sep 23, 2025

  1 Hamill Dr, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 976 Sq Ft
  • Built 1973

  Last Sold Summary

  • 27% Below List Price
  • $184/SF
  • 68 Days On Market

  Last Listing Agent Nancy Bard Bard Real Estate, LLC

  1 Hamill Dr, Winsted, CT 06098
• 

  Est $337,243 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  202 Old New Hartford Rd, Winsted, CT 06098

  202 Old New Hartford Rd, Winsted, CT 06098
• 

  $325,000 Sold Mar 07, 2025

  11 Cherry St, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,324 Sq Ft
  • Built 1962

  Last Sold Summary

  • 3% Above List Price
  • $245/SF
  • 1 Day On Market

  Current Estimated Value $337,825

  Last Listing Agent Haylee Munchgesang Coldwell Banker Realty

  11 Cherry St, Winsted, CT 06098
• 

  Est $414,027 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,702 Sq Ft

  173 Smith Hill Rd, Winsted, CT 06098

  173 Smith Hill Rd, 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 $260,181

  Last Listing Agent David Sartirana Northwest CT Realty

  150 Meadow St, Winsted, CT 06098
• 

  Est $463,889 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,184 Sq Ft

  123 Skinner Rd, Winsted, CT 06098

  123 Skinner Rd, 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

  Last Listing Agent Jeremy Beamer William Raveis Real Estate

  160 Walnut St, Winsted, CT 06098
• 

  Est $333,412 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,615 Sq Ft

  161 Spencer St, Winsted, CT 06098

  161 Spencer St, 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 $210,344

  Last Listing Agent Kathleen Miller CT Home Pro, LLC

  111 Riverton Rd Unit 9, Winsted, CT 06098
• 

  Est $265,381 Not Listed For Sale

  • 3 Beds
  • 1,766 Sq Ft

  87 Wetmore Ave, Winsted, CT 06098

  87 Wetmore Ave, 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 $324,294

  Last Listing Agent Rosemary Scanlon Coldwell Banker Realty

  29 Walnut St, Winsted, CT 06098
• 

  Est $320,152 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 954 Sq Ft

  155 Alpha Ave, Winsted, CT 06098

  155 Alpha Ave, 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 $254,440

  Last Listing Agent Eva Casoria eXp Realty

  14 Hamill Dr, Winsted, CT 06098
• 

  Est $305,981 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,114 Sq Ft

  136 Glendale Ave, Winsted, CT 06098

  136 Glendale Ave, 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 $294,684

  Last Listing Agent Linda Ganem Borla & Associates Real Estate

  18 Upland Rd, Winsted, CT 06098
• 

  Est $530,833 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  732 W Wakefield Blvd, Winsted, CT 06098

  732 W Wakefield Blvd, 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 $376,528

  Last Listing Agent Carol York For Sale By Owner Connecticut

  244 Colebrook Rd, Winsted, CT 06098
• 

  Est $254,738 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
• 

  $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 $262,667

  Last Listing Agent Peter Kores The Washington Agency

  711 W Wakefield Blvd, Winchester Center, CT 06098
• 

  Est $254,934 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
• 

  $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

  Last Listing Agent Jeffrey Liskin Northwest CT Realty

  22 Stanton Ave, Winsted, CT 06098
• 

  Est $569,404 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
• 

  $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 $307,076

  Last Listing Agent Lindsay J. Warner Tier 1 Real Estate

  86 Strong Terrace, Winsted, CT 06098
• 

  Est $204,976 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
• 

  $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 $181,554

  Last Listing Agent Jeffrey Liskin Northwest CT Realty

  415 N Main St, Winsted, CT 06098
• 

  Est $298,569 Not Listed For Sale

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

  98 Meadow St, Winsted, CT 06098

  98 Meadow 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

  Last Listing Agent Lisa Bredice Coldwell Banker Realty

  50 Manchester Heights, Winsted, CT 06098
• 

  Est $1,085,391 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
• 

  $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
• 

  Est $268,319 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
• 

  $195,000 Sold Jan 08, 2025

  111 Riverton Rd Unit 50, Winsted, CT 06098

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

  Last Sold Summary

  • 2% Below List Price
  • $162/SF
  • 0 Days On Market

  Current Estimated Value $209,078

  Last Listing Agent Tammy Varney William Raveis Real Estate

  111 Riverton Rd Unit 50, Winsted, CT 06098
• 

  Est $510,392 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
• 

  $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 $273,010 Not Listed For Sale

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

  107 Lake St, Winsted, CT 06098

  107 Lake 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 $411,809

  Last Listing Agent Vincent DeVico Showcase Realty, Inc.

  17 Woodland Ave, Winsted, CT 06098
• 

  Est $256,677 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  10 Hurlbut St, Winsted, CT 06098

  10 Hurlbut St, Winsted, CT 06098

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