Winchester, CT Homes

• 

  $1,200,000 Sold Jul 23, 2025

  200 Perch Rock Trail, Winsted, CT 06098

  • 3 Beds
  • 2.5 Baths
  • 2,407 Sq Ft
  • Built 1948

  Last Sold Summary

  • 21% Above List Price
  • $499/SF
  • 0 Days On Market

  Current Estimated Value $1,178,206

  Last Listing Agent Annie Simard LPT Realty

  200 Perch Rock Trail, Winsted, CT 06098
• 

  Est $373,799 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,514 Sq Ft

  80 John St, Winsted, CT 06098

  80 John St, Winsted, CT 06098
• 

  $440,000 Sold Oct 29, 2025

  159 Sandy Brook Rd, Colebrook, CT 06021

  • 4 Beds
  • 1.5 Baths
  • 1,940 Sq Ft
  • Built 1800

  Last Sold Summary

  • 11% Below List Price
  • $227/SF
  • 73 Days On Market

  Current Estimated Value $452,466

  Last Listing Agent Lenore Mallett William Pitt Sotheby's Int'l

  159 Sandy Brook Rd, Colebrook, CT 06021
• 

  Est $331,597 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,178 Sq Ft

  224 Smith Hill Rd, Winsted, CT 06098

  224 Smith Hill Rd, Winsted, CT 06098
• 

  $70,000 Sold May 01, 2025

  50-52 Cottage St, Winchester, CT 06098

  • 5 Beds
  • 2,016 Sq Ft
  • Built 1800

  Last Sold Summary

  • 79% Above List Price
  • $35/SF
  • 18 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty

  50-52 Cottage St, Winchester, CT 06098
• 

  Est $757,777 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,131 Sq Ft

  180 Shore Dr, Winsted, CT 06098

  180 Shore Dr, Winsted, CT 06098
• 

  $314,000 Sold Jul 03, 2025

  150 Mathew Rd, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,480 Sq Ft
  • Built 1979

  Last Sold Summary

  • 10% Below List Price
  • $212/SF
  • 64 Days On Market

  Current Estimated Value $308,878

  Last Listing Agent Josh Dionne Commercial Services Realty

  150 Mathew Rd, Winsted, CT 06098
• 

  Est $738,861 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,151 Sq Ft

  216 South Rd, Winsted, CT 06098

  216 South Rd, Winsted, CT 06098
• 

  $120,000 Sold Jul 08, 2025

  11 Gibbs St Unit 7, Winsted, CT 06098

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft
  • Built 1984

  Last Sold Summary

  • 9% Above List Price
  • $211/SF
  • 3 Days On Market

  Current Estimated Value $119,291

  Last Listing Agent David Sartirana Northwest CT Realty

  11 Gibbs St Unit 7, Winsted, CT 06098
• 

  Est $280,097 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft

  71 Ridge St, Winsted, CT 06098

  71 Ridge St, Winsted, CT 06098
• 

  $275,000 Sold Sep 13, 2025

  179 Gilbert Ave, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Above List Price
  • $158/SF
  • 46 Days On Market

  Current Estimated Value $276,225

  Last Listing Agent David Sartirana Northwest CT Realty

  179 Gilbert Ave, Winsted, CT 06098
• 

  Est $383,974 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,800 Sq Ft

  88 Munro Place, Winsted, CT 06098

  88 Munro Place, Winsted, CT 06098
• 

  $157,500 Sold Jun 26, 2025

  19 Riveredge Dr Unit 19, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $159/SF
  • 3 Days On Market

  Current Estimated Value $159,611

  Last Listing Agent Maria Smith KW Legacy Partners

  19 Riveredge Dr Unit 19, Winsted, CT 06098
• 

  Est $302,449 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,345 Sq Ft

  157 Newfield Rd, Winsted, CT 06098

  157 Newfield Rd, Winsted, CT 06098
• 

  $2,200,000 Sold Oct 21, 2025

  381 Smith Hill Rd, Colebrook, CT 06021

  • 4 Beds
  • 3.5 Baths
  • 4,327 Sq Ft
  • Built 1795

  Last Sold Summary

  • $508/SF
  • 28 Days On Market

  Last Listing Agent Elvia Gignoux William Pitt Sotheby's Int'l

  381 Smith Hill Rd, Colebrook, CT 06021
• 

  Est $293,931 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,408 Sq Ft

  8 Colony Dr, Winsted, CT 06098

  8 Colony Dr, Winsted, CT 06098
• 

  $388,750 Sold Oct 29, 2025

  111 Old Rd N, Winchester, CT 06098

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Above List Price
  • $245/SF
  • 65 Days On Market

  Last Listing Agent Christopher Clarke Coldwell Banker Realty

  111 Old Rd N, Winchester, CT 06098
• 

  Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 3,762 Sq Ft

  103 Meadow St Unit 105, Winsted, CT 06098

  103 Meadow St Unit 105, Winsted, CT 06098
• 

  $375,000 Sold Oct 28, 2025

  126 Forest Ave, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,833 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Above List Price
  • $205/SF
  • 24 Days On Market

  Current Estimated Value $369,397

  Last Listing Agent Joanne Donne The Washington Agency

  126 Forest Ave, Winsted, CT 06098
• 

  Est $184,953 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 592 Sq Ft

  371 Norwood Rd, Winsted, CT 06098

  371 Norwood Rd, Winsted, CT 06098
• 

  $250,000 Sold Aug 22, 2025

  233 Grantville Rd, Winsted, CT 06098

  • 1 Bed
  • 1 Bath
  • 1,168 Sq Ft
  • Built 1920

  Last Sold Summary

  • $214/SF
  • 2 Days On Market

  Current Estimated Value $249,871

  Last Listing Agent David Sartirana Northwest CT Realty

  233 Grantville Rd, Winsted, CT 06098
• 

  Est $220,205 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  38 S Main St, Winsted, CT 06098

  38 S Main St, Winsted, CT 06098
• 

  $185,000 Sold Jan 12, 2026

  45 Riveredge Dr Unit 45, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Above List Price
  • $186/SF
  • 56 Days On Market

  Last Listing Agent John Herman The Buyer's Representative LLC

  45 Riveredge Dr Unit 45, Winsted, CT 06098
• 

  Est $261,216 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  206 Walnut St, Winsted, CT 06098

  206 Walnut St, Winsted, CT 06098
• 

  $425,000 Sold Aug 13, 2025

  50 Lakeview Rd, Winsted, CT 06098

  • 4 Beds
  • 2.5 Baths
  • 2,086 Sq Ft
  • Built 1970

  Last Sold Summary

  • $204/SF
  • 3 Days On Market

  Current Estimated Value $427,002

  Last Listing Agent Paula Nelson William Raveis Real Estate

  50 Lakeview Rd, Winsted, CT 06098
• 

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  202 Wallens St, Winsted, CT 06098

  202 Wallens St, Winsted, CT 06098
• 

  $540,000 Sold Aug 06, 2025

  144 Marshall St, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft
  • Built 1980

  Last Sold Summary

  • 7% Below List Price
  • $310/SF
  • 51 Days On Market

  Current Estimated Value $547,845

  Last Listing Agent Monica Palmerie RE/MAX RISE

  144 Marshall St, Winsted, CT 06098
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  Est $321,870 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,192 Sq Ft

  114 Oak St, Winsted, CT 06098

  114 Oak St, Winsted, CT 06098
• 

  $199,900 Sold Mar 12, 2025

  111 Riverton Rd Unit 17, Winsted, CT 06098

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

  Last Sold Summary

  • 2% Below List Price
  • $166/SF
  • 87 Days On Market

  Current Estimated Value $205,596

  Last Listing Agent Joanne Donne The Washington Agency

  111 Riverton Rd Unit 17, Winsted, CT 06098
• 

  Est $293,010 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,148 Sq Ft

  121 Highview Dr, Winsted, CT 06098

  121 Highview Dr, Winsted, CT 06098
• 

  $320,000 Sold Aug 06, 2025

  141 Maloney Ct, Winsted, CT 06098

  • 4 Beds
  • 2.5 Baths
  • 1,752 Sq Ft
  • Built 1963

  Last Sold Summary

  • 19% Above List Price
  • $183/SF
  • 24 Days On Market

  Current Estimated Value $315,328

  Last Listing Agent Marcy D'Angelo Coldwell Banker Realty

  141 Maloney Ct, Winsted, CT 06098
• 

  Est $530,000 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,284 Sq Ft

  208 Coe St, Winsted, CT 06098

  208 Coe St, Winsted, CT 06098
• 

  $178,500 Sold Aug 29, 2025

  30 Mountain Ave, Winsted, CT 06098

  • 5 Beds
  • 1.5 Baths
  • 2,310 Sq Ft
  • Built 1873

  Last Sold Summary

  • 22% Below List Price
  • $77/SF
  • 74 Days On Market

  Current Estimated Value $203,520

  Last Listing Agent Derek Greene Derek Greene

  30 Mountain Ave, Winsted, CT 06098
• 

  Est $229,483 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  22 Adams St, Winsted, CT 06098

  22 Adams St, Winsted, CT 06098
• 

  $286,000 Sold Jun 09, 2025

  421 Unity Place, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1927

  Last Sold Summary

  • $199/SF
  • 25 Days On Market

  Current Estimated Value $317,898

  Last Listing Agent Michelle Lorenzetti Premier Re Group LLC

  421 Unity Place, Winsted, CT 06098
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  Est $409,000 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,598 Sq Ft

  184 Newfield Rd, Winsted, CT 06098

  184 Newfield Rd, Winsted, CT 06098
• 

  $400,000 Sold Apr 21, 2025

  98 Pinney St, Colebrook, CT 06021

  • 3 Beds
  • 1 Bath
  • 1,294 Sq Ft
  • Built 1940

  Last Sold Summary

  • 7% Above List Price
  • $309/SF
  • 39 Days On Market

  Current Estimated Value $403,121

  Last Listing Agent Tracy Macgowan Elyse Harney Real Estate

  98 Pinney St, Colebrook, CT 06021
• 

  Est $257,841 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,932 Sq Ft

  17 Chestnut St, Winsted, CT 06098

  17 Chestnut St, Winsted, CT 06098
• 

  $310,000 Sold Nov 03, 2025

  152 E Lake St, Winsted, CT 06098

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1940

  Last Sold Summary

  • 4% Above List Price
  • $344/SF
  • 4 Days On Market

  Current Estimated Value $300,199

  Last Listing Agent Bryan Palladino Showcase Realty, Inc.

  152 E Lake St, Winsted, CT 06098
• 

  Est $293,934 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,478 Sq Ft

  42 Strong Terrace, Winsted, CT 06098

  42 Strong Terrace, Winsted, CT 06098

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