5,109

Winchester, CT Homes

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  • 80 Colony Dr, Winsted, CT 06098

    $290,000 Sold Nov 12, 2024

    • 1,530 Sq Ft
    • $190/SF
    • 9 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1968

    80 Colony Dr, Winsted, CT 06098

    Welcome to 80 Colony Drive in Winsted, CT! This inviting 4-bedroom, 2-bathroom home perfectly blends modern updates with classic charm. As you enter, you'll be greeted by hardwood floors that flow throughout the main living areas. The cozy wood stove adds warmth and character, creating a welcoming atmosphere for gatherings. The kitchen features a new fridge and leads into a spacious dining room

    Rosemary Scanlon Coldwell Banker Realty

    80 Colony Dr, Winsted, CT 06098
  • 178 Torringford St, Winsted, CT 06098

    $319,000 Sold Nov 08, 2024

    • 2,112 Sq Ft
    • $151/SF
    • 44 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1953

    178 Torringford St, Winsted, CT 06098

    Charming 3-bedroom, 2-bathroom Cape Cod home nestled in the heart of Winsted! This beautifully maintained property features gleaming hardwood floors throughout and an updated kitchen with modern appliances, perfect for cooking and entertaining. Enjoy outdoor living on the new deck overlooking the private yard. Recent upgrades include a brand-new roof and a newer boiler, ensuring peace of mind and

    Michael J Flaherty Jr Sullivan Real Estate Inc

    178 Torringford St, Winsted, CT 06098
  • 303 E Wakefield Blvd, Winsted, CT 06098

    $275,000 Sold Nov 06, 2024

    • 960 Sq Ft
    • $286/SF
    • 21 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1986

    303 E Wakefield Blvd, Winsted, CT 06098

    Year Round Living at Highland Lake! This home has beautiful views and easy access to the beach and Highland Lake. Nominal annual fee gets you access to the clean, private for selected homeowners beach-like and docking area. The home has been freshly painted and has newer flooring. The home features a wide open floor plan with vaulted ceilings and unique architectural design. The pellet stove is

    Tammy Schaller William Raveis Real Estate

    303 E Wakefield Blvd, Winsted, CT 06098
  • 102 West Rd, Winsted, CT 06098

    $475,000 Sold Nov 06, 2024

    • 2,144 Sq Ft
    • $222/SF
    • 40 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1776

    102 West Rd, Winsted, CT 06098

    Discover the enchanting David Alvord Home, a beautifully restored saltbox antique nestled just off the green in Winchester Center. This historic gem, built in 1776, seamlessly combines classic New England charm w/ modern comforts, making it an ideal sanctuary for those seeking both character & convenience. Upon entering, you'll be greeted by a newly remodeled kitchen, perfect for culinary

    Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

    102 West Rd, Winsted, CT 06098
  • 131 Willow St, Winsted, CT 06098

    $293,000 Sold Oct 30, 2025

    • 2,160 Sq Ft
    • $136/SF
    • 83 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1900

    131 Willow St, Winsted, CT 06098

    **Highest and Best by 5pm 8/13** Investors, welcome! Fully rented duplex is perfect for investors looking to add value to their existing rental portfolio. The property features two spacious units each with a kitchen, dining room, living room, 3 bedrooms and 1 bath. Also, private entrances, covered porch, and ample living space. Both units are gas heat with washer/dryer hookups. This property

    Amanda Balaski Northwest CT Realty

    131 Willow St, Winsted, CT 06098
  • 920 Main St, Winsted, CT 06098

    $275,000 Sold Sep 21, 2025

    • 4,635 Sq Ft
    • $59/SF
    • 0 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1900

    920 Main St, Winsted, CT 06098

    *** Added for comparable purposes ***

    Melissa Kiehl KW Legacy Partners

    920 Main St, Winsted, CT 06098
  • 00 Pinney St, Colebrook, CT 06098

    $295,000 Sold Aug 19, 2025

    • Land
    • 104.25 Acres
    • $2,830 per Acre
    • 15 Days On Market

    00 Pinney St, Colebrook, CT 06098

    Ideal rural parcel for hunting and outdoor recreation. Land rises to the west away from Pinney Street. Wetlands mapping necessary to determine development potential.

    David Taylor Elyse Harney Real Estate

    00 Pinney St, Colebrook, CT 06098
  • Unlisted Address

    $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
  • 269 Walnut St, Winsted, CT 06098

    $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

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