Recently Sold Winsted, CT Homes

• 

  $287,500 Sold Oct 11, 2024

  • 1,461 Sq Ft
  • $197/SF
  • 59 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1958

  234 Smith Hill Rd, Winsted, CT 06098

  This charming 2-bedroom, 1-bathroom home, boasting over 1,400 square feet of living space, is ideally located near the Winchester/Colebrook town line. Outdoor enthusiasts will love the proximity to a variety of recreational activities, including fishing, hiking, and biking. Just 4 miles away, Norbrook Farm Brewery offers even more opportunities for leisure and adventure. This home has seen

  David Sartirana Northwest CT Realty

  234 Smith Hill Rd, Winsted, CT 06098
• 

  $215,000 Sold Oct 07, 2024

  • 1,519 Sq Ft
  • $142/SF
  • 56 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1910

  24 Cottage St, Winsted, CT 06098

  Great opportunity to buy a solid house that needs a little work. There are four bedrooms on the second level and a fully finished attic with two more rooms. Huge backyard. Tall ceilings with lots of light.

  Michelle Grant Coldwell Banker Premier Real Estate

  24 Cottage St, Winsted, CT 06098
• 

  $377,000 Sold Oct 04, 2024

  • 1,944 Sq Ft
  • $194/SF
  • 31 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  107 Indian Meadow Dr, Winsted, CT 06098

  Spacious living and Scenic Views! Nestled on a sprawling 2.65-acre lot, this beautiful raised ranch offers the perfect blend of comfort and style. Thoughtfully designed layout, this home is perfect for both entertaining and everyday living. Step inside and you will be greeted by hardwood floors that run throughout the living room and bedrooms. The living room, bathed in natural light, offers a

  Kelly Sullivan Sullivan Real Estate Inc

  107 Indian Meadow Dr, Winsted, CT 06098
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  $275,000 Sold Oct 02, 2024

  • 1,540 Sq Ft
  • $179/SF
  • 87 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1900

  141 Spencer St, Winsted, CT 06098

  Located in the charming little town of Winchester, this lovely four bedroom home has so much to offer. As soon as you drive up you'll notice the large wrap around covered porch which beckons you to sit outside, relax and enjoy the tranquil setting. In the rear of the home there is a patio for entertaining or simply to sit and enjoy the beautiful outcropping of stone with plantings of flowers

  Susanne Vasquez Coldwell Banker Realty

  141 Spencer St, Winsted, CT 06098
• 

  $276,000 Sold Sep 30, 2024

  • 1,307 Sq Ft
  • $211/SF
  • 34 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1936

  67 Strong Terrace, Winsted, CT 06098

  Charming remodeled 3-bedroom, 1.5-bath Cape on a .35-acre lot in-town. Features include a 2-car detached garage, hardwood floors on the main level, and a living room with a fireplace, built-in cabinets, and shelving. The bright, updated kitchen boasts stainless steel appliances and granite countertops. Enjoy modern conveniences with updated mechanicals, natural gas heat, city water, and sewer.

  Becky Grieco Berkshire Hathaway NE Prop.

  67 Strong Terrace, Winsted, CT 06098
• 

  $410,000 Sold Sep 30, 2024

  • 1,654 Sq Ft
  • $248/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1934

  138 Mountain Rd, Winsted, CT 06098

  Welcome to your own private sanctuary tucked within 1.46 acres of pristine woodlands. This charming Dutch Colonial home offers the perfect blend of modern amenities and natural serenity, for a true escape from the bustle of daily life. Boasting 3 bedrooms & 2.5 baths, there is ample space for relaxation and entertainment. Remodeled kitchen with elegant granite countertops and all new appliances.

  Yvette Owens William Raveis Real Estate

  138 Mountain Rd, Winsted, CT 06098
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  $380,000 Sold Sep 27, 2024

  • 1,232 Sq Ft
  • $308/SF
  • 19 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1977

  265 Colebrook Rd, Winsted, CT 06098

  Enjoy your private homestead situated on 4+ Acres!!! Distant views, adjacent to state forest property. Professionally landscaped with pavers, stone patio, water fountain, and two outbuildings. The home features an open floor plan, light filled rooms, dining and kitchen open to the living area with vaulted wood beamed ceilings, hardwood floors, loft, recessed and under counter lighting. Floor to

  James Kaniewski Town & Country Real Estate

  265 Colebrook Rd, Winsted, CT 06098
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  $529,900 Sold Sep 27, 2024

  • 2,218 Sq Ft
  • $239/SF
  • 77 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1988

  425 Platt Hill Rd, Winsted, CT 06098

  Contemporary ranch home has great room with vaulted natural wood ceiling featuring kitchen with granite counters, Sub Zero six burner gas cook top, Meile double oven and a large center island. Dining area has large windows and french doors leading out to an extra-large deck with amazing views. The spacious living room has a brick fireplace/pellet stove insert. Primary bedroom suite has new wall

  Dawn Bucciarelli Joseph Bette REALTORS Inc

  425 Platt Hill Rd, Winsted, CT 06098
• 

  $375,000 Sold Sep 20, 2024

  • 1,882 Sq Ft
  • $199/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1976

  123 Highview Dr, Winsted, CT 06098

  Contemporary style Colonial located in Winchester Center sits far back from the road and offers privacy! Situated on 2 beautiful acres surrounded by nature and backs up to State Forest land. The kitchen features quartz counters, tiled flooring and a breakfast bar. Livingroom with a floor to ceiling stone fireplace, decorative accent wall and sliders to the deck. Formal dining room is great for

  Lindsay J. Warner Tier 1 Real Estate

  123 Highview Dr, Winsted, CT 06098
• 

  $60,000 Sold Sep 20, 2024

  • 672 Sq Ft
  • $89/SF
  • 46 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  624 Wynne Rd, Winsted, CT 06098

  Cozy cottage available at Highland Lake. Come take a look.

  Amy Rio Executive Real Estate Inc.

  624 Wynne Rd, Winsted, CT 06098
• 

  $600,000 Sold Sep 18, 2024

  • 1,112 Sq Ft
  • $540/SF
  • 286 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1800

  265 W Lake St, Winsted, CT 06098

  This is a Fourth Generation home for so many reasons! It's now your turn … Be the next family to enjoy making cherished memories on water & land ... friends & family gatherings/celebrations, holidays,boating,kayaking,swimming,ice fishing & so much more - A lakeside gem offering year round magical views, activities & serenity! Relax on the private covered porch & enjoy your morning coffee, lunch

  Lisa Bredice Coldwell Banker Realty

  265 W Lake St, Winsted, CT 06098
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  $309,000 Sold Sep 17, 2024

  • 2,918 Sq Ft
  • $106/SF
  • 43 Days On Market

  • 7 Beds
  • 1.5 Baths
  • Built 1887

  39 Wetmore Ave, Winsted, CT 06098

  Step back in time with this stunning Victorian home, built in 1887, offering a perfect blend of historic charm and modern convenience. Nestled on a spacious .53-acre lot, this 2,918 sq. ft. home is a true gem, featuring 7 bedrooms (not a misprint) 1.5 baths and a total of 12 beautifully appointed rooms. The property also includes a 1,000 sq. ft. barn, ideal for storage or creative projects. The

  Kelly Sullivan Sullivan Real Estate Inc

  39 Wetmore Ave, Winsted, CT 06098
• 

  $378,000 Sold Jul 07, 2025

  • 1,786 Sq Ft
  • $212/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1988

  Unlisted Address

  NONE

  David Sartirana Northwest CT Realty

  Unlisted Address
• 

  $45,000 Sold May 09, 2025

  • Land
  • 0.5 Acre
  • $90,000 per Acre

  • 72 Days On Market

  269 Walnut St, Winsted, CT 06098

  Prime Building Lot Near Downtown & Tatro's Pond!-Discover the perfect setting for your dream home on this level and open .50-acre lot at 269 Walnut St. Nestled on a lightly traveled street, this property offers a peaceful atmosphere while maintaining easy access to downtown amenities. The lot is flat and fully cleared, providing a generous building envelope to accommodate your vision. A

  David Sartirana Northwest CT Realty

  269 Walnut St, Winsted, CT 06098
• 

  $270,000 Sold Oct 09, 2024

  • 2,669 Sq Ft
  • $101/SF
  • 25 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1910

  Unlisted Address

  Beautiful duplex walking distance to downtown Winsted!

  Austin Brochu Sullivan Real Estate Inc

  Unlisted Address
• 

  $320,000 Sold Sep 03, 2025

  • 1,616 Sq Ft
  • $198/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  107 Old Rd N, Winchester, CT 06098

  Completely Updated Raised Ranch on a Peaceful, Secluded Lot in Winsted! Escape the noise and discover this beautifully updated Raised Ranch, set on a private 0.78-acre lot in the quiet town of Winsted. Surrounded by nature and tucked away in a serene setting, this home offers the perfect balance of indoor comfort and outdoor living. Inside, you'll love the bright, open layout and thoughtful

  Jill Rubino Century 21 AllPoints Realty

  107 Old Rd N, Winchester, CT 06098

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