Winsted, CT Homes

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  /17

  $269,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,736 Sq Ft

  38 Upland Rd, Winsted, CT 06098

  TO SETTLE ESTATE: Available for Immediate Occupancy is this Immaculate 3 to 4 Bedroom Colonial tucked away on a quiet street. Features Hardwood Floors throughout the house, 24' x 14' Family Room with Propane Gas Stove, Country Kitchen. Primary Bedroom with it's own office area. Oversized Full Bath. 3-Season 21' x 8' Enclosed Porch. 26' x 10' Concrete Patio. Detached One Car Garage. Attractive

  Marshall Cohen Cohen Agency

  38 Upland Rd, Winsted, CT 06098
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  $290,000 Sold Aug 28, 2025

  279 Pratt St, Winsted, CT 06098

  • 4 Beds
  • 1 Bath
  • 1,978 Sq Ft
  • Built 1880

  Last Sold Summary

  • 24% Below List Price
  • $147/SF
  • 49 Days On Market

  Current Estimated Value $302,605

  Last Listing Agent Michelle Grant Coldwell Banker Premier Real Estate

  279 Pratt St, Winsted, CT 06098
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  Est $234,500 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,236 Sq Ft

  42 Upland Rd, Winsted, CT 06098

  42 Upland Rd, Winsted, CT 06098
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  $375,000

  • 3 Beds
  • 3,660 Sq Ft

  57 Main St, Winsted, CT 06098

  Wonderful multiuse property on Main St. in Winsted. Currently used as a cleaners on the first floor and residential unit on the second floor. Multiple possibilities for this building which is in a prime location. Potential to take over the current business and rent or live in second floor, covert to multifamily or start a new business venture. This property is also listed as commercial with MLS

  Stacy LaQuerre Regall Realty, LLC

  57 Main St, Winsted, CT 06098
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  $275,000 Sold Apr 16, 2025

  493 N Main St, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 1,277 Sq Ft
  • Built 1940

  Last Sold Summary

  • 6% Above List Price
  • $215/SF
  • 114 Days On Market

  Current Estimated Value $282,183

  Last Listing Agent Jessica Sperry Maverick Realty

  493 N Main St, Winsted, CT 06098
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  Est $303,879 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,622 Sq Ft

  125 E Mountain Ave, Winsted, CT 06098

  125 E Mountain Ave, Winsted, CT 06098
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  $269,999

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  118 Meadow St, Winsted, CT 06098

  This charming historic home, built in 1860, blends timeless character with thoughtful updates. Featuring 3-4 bedrooms, this property offers flexible living space to meet your needs. The beautifully remodeled upstairs bathroom is a standout feature, offering modern comfort within this classic home. Enjoy your LARGE eat-in kitchen with laundry hook ups and plenty of natural lighting and ample

  Ashley Henry The Washington Agency

  118 Meadow St, Winsted, CT 06098
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  $639,000 Sold Jul 31, 2025

  102 Hollow Hill Rd, Winsted, CT 06098

  • 3 Beds
  • 2.5 Baths
  • 2,692 Sq Ft
  • Built 2004

  Last Sold Summary

  • 8% Above List Price
  • $237/SF
  • 49 Days On Market

  Current Estimated Value $631,240

  Last Listing Agent Dawn Rousseau Showcase Realty, Inc.

  102 Hollow Hill Rd, Winsted, CT 06098
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  Est $282,857 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft

  103 E Mountain Ave, Winsted, CT 06098

  103 E Mountain Ave, Winsted, CT 06098
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  $319,900 Sold Aug 29, 2025

  389 Colebrook River Rd, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 1,034 Sq Ft
  • Built 1950

  Last Sold Summary

  • $309/SF
  • 57 Days On Market

  Last Listing Agent David Sartirana Northwest CT Realty

  389 Colebrook River Rd, Winsted, CT 06098
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  Est $655,663 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  129 Forest Ave, Winsted, CT 06098

  129 Forest Ave, Winsted, CT 06098
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  $8,000 Sold May 16, 2025

  104 Norfolk Rd, Winsted, CT 06098

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1930

  Last Sold Summary

  • 79% Below List Price
  • $8/SF
  • 44 Days On Market

  Current Estimated Value $141,000

  Last Listing Agent David Sartirana Northwest CT Realty

  104 Norfolk Rd, Winsted, CT 06098
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  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
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  $383,000 Sold Sep 10, 2025

  41 Lovely St, Winsted, CT 06098

  • 5 Beds
  • 2 Baths
  • 2,531 Sq Ft
  • Built 1910

  Last Sold Summary

  • 9% Above List Price
  • $151/SF
  • 39 Days On Market

  Current Estimated Value $372,027

  Last Listing Agent Mary Mary LeBlanc Realty

  41 Lovely St, Winsted, CT 06098
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  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
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  $370,000 Sold Nov 14, 2025

  166 Torringford St, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft
  • Built 1898

  Last Sold Summary

  • 3% Below List Price
  • $183/SF
  • 77 Days On Market

  Last Listing Agent Lana Van Valkenburgh Vision Real Estate

  166 Torringford St, Winsted, CT 06098
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  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
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  $389,900 Sold Nov 06, 2025

  27 Thibault Ave, Winsted, CT 06098

  • 8 Beds
  • 5 Baths
  • 7,372 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $53/SF
  • 57 Days On Market

  Last Listing Agent Cathy Macias Northwest CT Realty

  27 Thibault Ave, Winsted, CT 06098
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  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
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  $388,000 Sold Aug 27, 2025

  409 N Main St, Winsted, CT 06098

  • 5 Beds
  • 2 Baths
  • 2,403 Sq Ft
  • Built 1868

  Last Sold Summary

  • $161/SF
  • 70 Days On Market

  Current Estimated Value $393,117

  Last Listing Agent Christine Hunter Hunter Real Estate, LLC

  409 N Main St, Winsted, CT 06098
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  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
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  $288,557 Sold Oct 29, 2025

  15 John St, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 1,538 Sq Ft
  • Built 1900

  Last Sold Summary

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

  Current Estimated Value $279,447

  Last Listing Agent Amanda Balaski Northwest CT Realty

  15 John St, Winsted, CT 06098
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  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
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  $235,000 Sold Nov 24, 2025

  30 Rock St, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 2,299 Sq Ft
  • Built 1874

  Last Sold Summary

  • 4% Above List Price
  • $102/SF
  • 8 Days On Market

  Last Listing Agent Patrick Precourt Meridian Realty Group LLC

  30 Rock St, Winsted, CT 06098
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  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
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  $314,000 Sold May 30, 2025

  155 Mathew Rd, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 1,536 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $204/SF
  • 56 Days On Market

  Current Estimated Value $308,353

  Last Listing Agent Austin Brochu Sullivan Real Estate Inc

  155 Mathew Rd, Winsted, CT 06098
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  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
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  $375,000 Sold Feb 19, 2025

  220 Gilbert Ave, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 2,176 Sq Ft
  • Built 1900

  Last Sold Summary

  • 6% Below List Price
  • $172/SF
  • 77 Days On Market

  Current Estimated Value $397,667

  Last Listing Agent Linda Muraski Century 21 Classic Homes

  220 Gilbert Ave, Winsted, CT 06098
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  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
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  $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
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  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
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  $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
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  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
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  $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
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  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
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  $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
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  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
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  $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
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  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
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  $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

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