Winchester, CT Homes

• 

  $862,500 Sold Jul 23, 2025

  112 Shore Dr, Winsted, CT 06098

  • 3 Beds
  • 3 Baths
  • 2,113 Sq Ft
  • Built 1955

  Last Sold Summary

  • 11% Below List Price
  • $408/SF
  • 61 Days On Market

  Current Estimated Value $867,130

  Last Listing Agent Nancy Reardon Berkshire Hathaway NE Prop.

  112 Shore Dr, Winsted, CT 06098
• 

  Est $371,881 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,249 Sq Ft

  143 Mountain Rd, Winsted, CT 06098

  143 Mountain Rd, Winsted, CT 06098
• 

  

  

  /9

  $850,000

  • Land
  • 116.5 Acres
  • $7,296 per Acre

  82 Riverton Rd, Colebrook, CT 06021

  Escape to Your Own 116 acres of Paradise in Colebrook, CT! Discover 116 +/- acres of picturesque land nestled along Riverton Road in the heart of scenic Colebrook, Connecticut. This extraordinary property offers a rare opportunity to own a vast expanse of rural beauty, complete with two serene ponds, winding old logging roads, and a mix of standing hardwoods and softwoods that create a lush,

  Suzie Larson Turning Point Realty, LLC

  82 Riverton Rd, Colebrook, CT 06021
• 

  $410,000 Sold Apr 24, 2025

  52 Lakeview Rd, Winsted, CT 06098

  • 4 Beds
  • 3.5 Baths
  • 2,313 Sq Ft
  • Built 1971

  Last Sold Summary

  • 5% Below List Price
  • $177/SF
  • 28 Days On Market

  Current Estimated Value $424,040

  Last Listing Agent David Sartirana Northwest CT Realty

  52 Lakeview Rd, Winsted, CT 06098
• 

  Est $225,585 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,759 Sq Ft

  11 Orchard St, Winsted, CT 06098

  11 Orchard St, Winsted, CT 06098
• 

  $320,000 Sold Sep 30, 2025

  128 Danbury Quarter Rd, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1965

  Last Sold Summary

  • 8% Above List Price
  • $333/SF
  • 34 Days On Market

  Current Estimated Value $317,434

  Last Listing Agent Kim Trumbull William Raveis Real Estate

  128 Danbury Quarter Rd, Winsted, CT 06098
• 

  Est $309,841 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  303 E Wakefield Blvd, Winsted, CT 06098

  303 E Wakefield Blvd, Winsted, CT 06098
• 

  $167,900 Sold Nov 14, 2025

  14 Pratt St, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,340 Sq Ft
  • Built 1900

  Last Sold Summary

  • 16% Below List Price
  • $125/SF
  • 24 Days On Market

  Last Listing Agent Amy Sartirana Northwest CT Realty

  14 Pratt St, Winsted, CT 06098
• 

  Est $262,384 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft

  151 Hinsdale Ave, Winsted, CT 06098

  151 Hinsdale Ave, Winsted, CT 06098
• 

  $320,000 Sold May 16, 2025

  47 Moore Ave, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 1,509 Sq Ft
  • Built 1964

  Last Sold Summary

  • 8% Above List Price
  • $212/SF
  • 29 Days On Market

  Current Estimated Value $320,793

  Last Listing Agent Suzie Larson Turning Point Realty, LLC

  47 Moore Ave, Winsted, CT 06098
• 

  Est $212,088 Not Listed For Sale

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

  111 Riverton Rd Unit 83, Winsted, CT 06098

  111 Riverton Rd Unit 83, Winsted, CT 06098
• 

  $439,900 Sold Dec 04, 2025

  819 E Wakefield Blvd, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,892 Sq Ft
  • Built 1920

  Last Sold Summary

  • 12% Below List Price
  • $233/SF
  • 72 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty

  819 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $527,996 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,364 Sq Ft

  16 Alexandria Dr, Winsted, CT 06063

  16 Alexandria Dr, Winsted, CT 06063
• 

  $190,000 Sold Oct 20, 2025

  111 Torringford St Unit 25, Winsted, CT 06098

  • 2 Beds
  • 2 Baths
  • 1,156 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Above List Price
  • $164/SF
  • 2 Days On Market

  Current Estimated Value $189,328

  Last Listing Agent Ron Rudek Connecticut Realty, LLC

  111 Torringford St Unit 25, Winsted, CT 06098
• 

  Est $330,320 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,664 Sq Ft

  5 Hillside Ave, Winsted, CT 06098

  5 Hillside Ave, Winsted, CT 06098
• 

  $240,000 Sold Oct 22, 2025

  210 Walnut St, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft
  • Built 1988

  Last Sold Summary

  • 7% Above List Price
  • $227/SF
  • 46 Days On Market

  Current Estimated Value $242,240

  Last Listing Agent Nicole Araujo Trend 2000 Real Estate

  210 Walnut St, Winsted, CT 06098
• 

  Est $213,943 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft

  36 S Main St, Winsted, CT 06098

  36 S Main St, Winsted, CT 06098
• 

  $950,000 Sold Jun 27, 2025

  355 W Lake St, Winsted, CT 06098

  • 5 Beds
  • 3.5 Baths
  • 3,216 Sq Ft
  • Built 2008

  Last Sold Summary

  • 3% Below List Price
  • $295/SF
  • 55 Days On Market

  Current Estimated Value $932,051

  Last Listing Agent David Sartirana Northwest CT Realty

  355 W Lake St, Winsted, CT 06098
• 

  Est $212,395 Not Listed For Sale

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

  111 Riverton Rd Unit 55, Winsted, CT 06098

  111 Riverton Rd Unit 55, Winsted, CT 06098
• 

  $180,000 Sold Dec 19, 2025

  99 Norfolk Rd, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1948

  Last Sold Summary

  • 23% Below List Price
  • $184/SF
  • 156 Days On Market

  Last Listing Agent Lisa McCarthy Coldwell Banker Realty

  99 Norfolk Rd, Winsted, CT 06098
• 

  Est $218,430 Not Listed For Sale

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

  111 Riverton Rd Unit 45, Winsted, CT 06098

  111 Riverton Rd Unit 45, Winsted, CT 06098
• 

  $860,000 Sold Jun 24, 2025

  399 Colebrook Rd, Colebrook, CT 06021

  • 4 Beds
  • 3 Baths
  • 3,016 Sq Ft
  • Built 1956

  Last Sold Summary

  • 7% Below List Price
  • $285/SF
  • 90 Days On Market

  Current Estimated Value $901,283

  Last Listing Agent David Taylor Elyse Harney Real Estate

  399 Colebrook Rd, Colebrook, CT 06021
• 

  Est $275,299 Not Listed For Sale

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

  9 Fruit St, Winsted, CT 06098

  9 Fruit St, Winsted, CT 06098
• 

  $1,500,000 Sold Oct 14, 2025

  538 Wheelers Point, Winsted, CT 06098

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft
  • Built 1930

  Last Sold Summary

  • 20% Below List Price
  • $601/SF
  • 292 Days On Market

  Current Estimated Value $1,481,847

  Last Listing Agent KAREN NEWTON William Pitt Sotheby's Int'l

  538 Wheelers Point, Winsted, CT 06098
• 

  Est $323,596 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
• 

  $225,000 Sold Nov 03, 2025

  130 Stanton Ave, Winsted, CT 06098

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $293/SF
  • 115 Days On Market

  Current Estimated Value $228,042

  Last Listing Agent David D'Amore Northwest CT Realty

  130 Stanton Ave, Winsted, CT 06098
• 

  Est $402,560 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
• 

  $292,000 Sold Jul 25, 2025

  126 Williams Ave, Winsted, CT 06098

  • 6 Beds
  • 2 Baths
  • 2,225 Sq Ft
  • Built 1890

  Last Sold Summary

  • 2% Above List Price
  • $131/SF
  • 42 Days On Market

  Current Estimated Value $290,140

  Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  126 Williams Ave, Winsted, CT 06098
• 

  Est $463,563 Not Listed For Sale

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

  123 Skinner Rd, Winsted, CT 06098

  123 Skinner Rd, Winsted, CT 06098
• 

  $90,000 Sold Apr 25, 2025

  109 Marshall St, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1935

  Last Sold Summary

  • 1% Above List Price
  • $96/SF
  • 18 Days On Market

  Current Estimated Value $163,888

  Last Listing Agent David Sartirana Northwest CT Realty

  109 Marshall 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
• 

  $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 $402,024

  Last Listing Agent Heather Crabtree RE/MAX RISE

  323 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $265,561 Not Listed For Sale

  • 3 Beds
  • 1,766 Sq Ft

  87 Wetmore Ave, Winsted, CT 06098

  87 Wetmore Ave, 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 $302,283

  Last Listing Agent David Sartirana Northwest CT Realty

  58 Cherry St, Winsted, CT 06098
• 

  Est $309,004 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 954 Sq Ft

  155 Alpha Ave, Winsted, CT 06098

  155 Alpha Ave, 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

  Current Estimated Value $191,793

  Last Listing Agent Nancy Bard Bard Real Estate, LLC

  1 Hamill Dr, Winsted, CT 06098
• 

  Est $314,060 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,114 Sq Ft

  136 Glendale Ave, Winsted, CT 06098

  136 Glendale Ave, 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 $335,307

  Last Listing Agent Haylee Munchgesang Coldwell Banker Realty

  11 Cherry St, Winsted, CT 06098
• 

  Est $569,325 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
• 

  $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

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