Winchester, CT Homes

• 

  $269,900 Sold Jun 25, 2025

  115 Stanton Ave, Winsted, CT 06098

  • 2 Beds
  • 1 Bath
  • 1,424 Sq Ft
  • Built 1948

  Last Sold Summary

  • $190/SF
  • 31 Days On Market

  Current Estimated Value $279,486

  Last Listing Agent Mary Mary LeBlanc Realty

  115 Stanton Ave, Winsted, CT 06098
• 

  Est $286,982 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft

  276 W Lake St, Winsted, CT 06098

  276 W Lake St, Winsted, CT 06098
• 

  $260,000 Sold Dec 19, 2025

  73 Norfolk Rd, Winsted, CT 06098

  • 3 Beds
  • 2.5 Baths
  • 1,542 Sq Ft
  • Built 1940

  Last Sold Summary

  • 13% Below List Price
  • $169/SF
  • 38 Days On Market

  Last Listing Agent Lisa Hilliard Litchfield Hills Real Estate

  73 Norfolk Rd, Winsted, CT 06098
• 

  Est $297,006 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,307 Sq Ft

  67 Strong Terrace, Winsted, CT 06098

  67 Strong Terrace, Winsted, CT 06098
• 

  $324,900 Sold Nov 21, 2025

  135 Elm St Unit 137, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 3,303 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $98/SF
  • 32 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty

  135 Elm St Unit 137, Winsted, CT 06098
• 

  Est $314,179 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,530 Sq Ft

  80 Colony Dr, Winsted, CT 06098

  80 Colony Dr, Winsted, CT 06098
• 

  $799,900 Sold Jul 28, 2025

  139 Bunnell St, Colebrook, CT 06021

  • 5 Beds
  • 3.5 Baths
  • 3,427 Sq Ft
  • Built 1792

  Last Sold Summary

  • $233/SF
  • 66 Days On Market

  Current Estimated Value $807,186

  Last Listing Agent Mitzi Muller William Raveis Real Estate

  139 Bunnell St, Colebrook, CT 06021
• 

  Est $469,516 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  604 W Wakefield Blvd, Winsted, CT 06098

  604 W Wakefield Blvd, Winsted, CT 06098
• 

  $289,900 Sold Apr 21, 2025

  315 E Wakefield Blvd, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft
  • Built 1980

  Last Sold Summary

  • 3% Below List Price
  • $293/SF
  • 61 Days On Market

  Current Estimated Value $304,248

  Last Listing Agent Heather Crabtree RE/MAX RISE

  315 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $350,838 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,008 Sq Ft

  44 Spencer St, Winsted, CT 06098

  44 Spencer St, Winsted, CT 06098
• 

  $583,000 Sold Aug 08, 2025

  97 Taylor Rd, Barkhamsted, CT 06063

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft
  • Built 1990

  Last Sold Summary

  • 3% Below List Price
  • $188/SF
  • 43 Days On Market

  Current Estimated Value $596,175

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

  97 Taylor Rd, Barkhamsted, CT 06063
• 

  Est $334,042 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  101 Oakdale Ave, Winsted, CT 06098

  101 Oakdale Ave, Winsted, CT 06098
• 

  $295,000 Sold Aug 19, 2025

  00 Pinney St, Colebrook, CT 06098

  • Land
  • 104.25 Acres
  • $2,830 per Acre

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent David Taylor Elyse Harney Real Estate

  00 Pinney St, Colebrook, CT 06098
• 

  Est $293,932 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  129 Maloney Ct, Winsted, CT 06098

  129 Maloney Ct, Winsted, CT 06098
• 

  $355,000 Sold May 29, 2025

  173 Torringford St, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 2,239 Sq Ft
  • Built 1955

  Last Sold Summary

  • 4% Below List Price
  • $159/SF
  • 46 Days On Market

  Current Estimated Value $373,906

  Last Listing Agent Sandy Fehrs Lamacchia Realty

  173 Torringford St, Winsted, CT 06098
• 

  Est $319,579 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,698 Sq Ft

  70 Maloney Ct, Winsted, CT 06098

  70 Maloney Ct, Winsted, CT 06098
• 

  $105,000 Sold Mar 14, 2025

  350 Walnut St, Winsted, CT 06098

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Built 1950

  Last Sold Summary

  • 12% Below List Price
  • $146/SF
  • 33 Days On Market

  Current Estimated Value $109,673

  Last Listing Agent Vincent Miller Hudson Home Services LLC

  350 Walnut St, Winsted, CT 06098
• 

  Est $310,287 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,750 Sq Ft

  86 Glendale Ave, Winsted, CT 06098

  86 Glendale Ave, Winsted, CT 06098
• 

  $302,500 Sold Sep 12, 2025

  267 Rockwell St, Winsted, CT 06098

  • 4 Beds
  • 3 Baths
  • 2,861 Sq Ft
  • Built 1850

  Last Sold Summary

  • 7% Below List Price
  • $106/SF
  • 70 Days On Market

  Current Estimated Value $312,195

  Last Listing Agent Austin Brochu Sullivan Real Estate Inc

  267 Rockwell St, Winsted, CT 06098
• 

  Est $288,430 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,462 Sq Ft

  22 Oakdale Ave, Winsted, CT 06098

  22 Oakdale Ave, Winsted, CT 06098
• 

  Est $254,343 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,154 Sq Ft

  145 Old New Hartford Rd, Winsted, CT 06098

  145 Old New Hartford Rd, Winsted, CT 06098
• 

  Est $321,138 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,684 Sq Ft

  112 Pratt St, Winsted, CT 06098

  112 Pratt St, Winsted, CT 06098
• 

  Est $228,804 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,447 Sq Ft

  52 Pratt St, Winsted, CT 06098

  52 Pratt St, Winsted, CT 06098
• 

  Est $328,912 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,764 Sq Ft

  81 Birdsall St, Winsted, CT 06098

  81 Birdsall St, Winsted, CT 06098
• 

  Est $295,201 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,960 Sq Ft

  31 Charles St, Winsted, CT 06098

  31 Charles St, Winsted, CT 06098
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  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 910 Sq Ft

  142 Belvedere Ave, Winsted, CT 06098

  142 Belvedere Ave, Winsted, CT 06098
• 

  Est $298,350 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 946 Sq Ft

  151 E Wakefield Blvd, Winsted, CT 06098

  151 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $895,037 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,305 Sq Ft

  229 W Wakefield Blvd, Winsted, CT 06098

  229 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $849,045 Not Listed For Sale

  • 8 Beds
  • 2.5 Baths
  • 2,873 Sq Ft

  215 W Wakefield Blvd, Winsted, CT 06098

  215 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $437,443 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  107 Oakdale Ave, Winsted, CT 06098

  107 Oakdale Ave, Winsted, CT 06098
• 

  Est $272,348 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,032 Sq Ft

  74 Strong Terrace, Winsted, CT 06098

  74 Strong Terrace, Winsted, CT 06098
• 

  Est $279,705 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,092 Sq Ft

  100 Colony Dr, Winsted, CT 06098

  100 Colony Dr, Winsted, CT 06098
• 

  Est $264,928 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,576 Sq Ft

  8 Hamill Dr, Winsted, CT 06098

  8 Hamill Dr, Winsted, CT 06098
• 

  Est $270,484 Not Listed For Sale

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

  16 Hamill Dr, Winsted, CT 06098

  16 Hamill Dr, Winsted, CT 06098
• 

  Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,800 Sq Ft

  79 Park Place, Winsted, CT 06098

  79 Park Place, Winsted, CT 06098
• 

  Est $264,213 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,732 Sq Ft

  19 Walnut St, Winsted, CT 06098

  19 Walnut St, Winsted, CT 06098
• 

  Est $249,813 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,674 Sq Ft

  40 Oak St, Winsted, CT 06098

  40 Oak St, Winsted, CT 06098
• 

  Est $311,493 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,312 Sq Ft

  88 Holabird Ave Unit 90, Winsted, CT 06098

  88 Holabird Ave Unit 90, Winsted, CT 06098
• 

  Not Listed For Sale

  • 8 Beds
  • 4 Baths
  • 2,918 Sq Ft

  21 Greenwoods Ave, Winsted, CT 06098

  21 Greenwoods Ave, Winsted, CT 06098
• 

  Est $304,174 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,080 Sq Ft

  188 E Lake St, Winsted, CT 06098

  188 E Lake St, Winsted, CT 06098

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