Winchester, CT Homes

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  /40

  $925,000 Under Contract

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

  399 Colebrook Rd, Colebrook, CT 06021

  HILLTOP COMFORT IN COLEBROOK - Welcome home and put those cares aside in this meticulously maintained Country Colonial, a home transformed in the 1990's with a seamless conversion from a single level house to a spacious two level home. The 10.15 acres includes two additional building lots, a spring fed pond, apple trees, stone walls, gardens that delight in any season, and a wonderful patio that

  David Taylor Elyse Harney Real Estate

  399 Colebrook Rd, Colebrook, CT 06021
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  $200,000 Sold Dec 13, 2024

  • 1,204 Sq Ft
  • $166/SF
  • 65 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  111 Riverton Rd Unit 83, Winsted, CT 06098

  Rarely Available End Unit at Riverwalk Condos! This pristine 2-bedroom, 1.5-bath condo offers a move-in ready experience with stunning river views and modern upgrades. The open-concept living space is filled with natural light and features crown molding and recessed lighting, adding an elegant touch to the living room. The stylish kitchen includes a new microwave, glass-top stove, and fresh paint

  David Sartirana Northwest CT Realty

  111 Riverton Rd Unit 83, Winsted, CT 06098
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  Est $235,284 Not Listed For Sale

  • 1 Bed
  • 2 Baths
  • 1,334 Sq Ft

  174 Wallens St Unit C7, Winsted, CT 06098

  174 Wallens St Unit C7, Winsted, CT 06098
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  /28

  $400,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,209 Sq Ft

  110 Rugg Brook Rd, Winsted, CT 06098

  Wow! Check out this beautiful, modern, colonial built in 1998 with over 2,000 square feet on 3+ level acres with an inground pool and an attached garage. Enjoy the comfortable feel and the beautiful hardwood floors, vaulted ceiling in the primary bedroom suite. With views of Winchester Club Pond this is the perfect location for peace and quiet.

  Michelle Grant Coldwell Banker Premier Real Estate

  110 Rugg Brook Rd, Winsted, CT 06098
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  $300,000 Sold Dec 13, 2024

  • 2,190 Sq Ft
  • $137/SF
  • 17 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1961

  3 Kittredge Ln, Winsted, CT 06098

  Nestled at the end of a tranquil street, this charming Cape offers a perfect blend of indoor comfort and outdoor enjoyment. Sit in your rocker on the inviting front porch or relax on the back deck, where a 2020 Thermospa hot tub awaits you-it's included in the sale! Enjoy the "great outdoors" 365 days a year with the large enclosed section of the back deck. Through the french doors is a mudroom

  Melanie LeRoy William Raveis Real Estate

  3 Kittredge Ln, Winsted, CT 06098
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  Est $303,603 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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  /32

  $249,900 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,094 Sq Ft

  150 Meadow St, Winsted, CT 06098

  Steeped in history and charm, this 1860-built home offers a blend of classic character and modern updates. With 8 rooms, 4 bedrooms, and 2 baths, this spacious home provides versatile living options. The main level features a kitchen with recent updates, a dining room, a cozy living room, a primary bedroom with an en-suite bath, and a home office. Upstairs, you'll find three bedrooms, a study

  David Sartirana Northwest CT Realty

  150 Meadow St, Winsted, CT 06098
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  $197,000 Sold Dec 04, 2024

  • 1,626 Sq Ft
  • $121/SF
  • 14 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  111 Torringford St Unit 19, Winsted, CT 06098

  Welcome to this nicely maintained 2-3 bedroom condo, offering a perfect blend of comfort and style. The main level features a compact kitchen that flows seamlessly into a spacious combination living and dining area, adorned with gleaming hardwood floors. Enjoy picturesque distant views from the sliders that lead out to your private deck-perfect for morning coffee or evening relaxation. The

  David Sartirana Northwest CT Realty

  111 Torringford St Unit 19, Winsted, CT 06098
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  Est $201,100 Not Listed For Sale

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

  111 Riverton Rd Unit 35, Winsted, CT 06098

  111 Riverton Rd Unit 35, Winsted, CT 06098
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  /18

  $230,000 Under Contract

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

  39 Orchard St, Winsted, CT 06098

  Welcome to this beautifully updated 3-bedroom, 1.5-bath colonial in the heart of Winsted! This home seamlessly blends classic charm with modern conveniences, featuring a spacious layout, abundant natural light, and stylish updates throughout. The inviting living room offers a cozy atmosphere perfect for gatherings. The updated kitchen boasts sleek countertops, stainless steel appliances, and

  Michael J Flaherty Jr Sullivan Real Estate Inc

  39 Orchard St, Winsted, CT 06098
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  $395,000 Sold Dec 03, 2024

  • 1,702 Sq Ft
  • $232/SF
  • 26 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1950

  173 Smith Hill Rd, Winsted, CT 06098

  Picture-perfect Cape perched on 4+ private acres, this home boasts 3-4 bedrooms, 2 full bathrooms, hardwood floors, and an abundance of natural light throughout. The main level features a bright and open dining-living room with a fireplace and custom built-ins. You'll enjoy the convenience and flexibility of a 1st-floor bedroom and full bath with a beautifully tiled walk-in shower and convenient

  Kim Trumbull William Raveis Real Estate

  173 Smith Hill Rd, Winsted, CT 06098
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  Est $318,224 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,087 Sq Ft

  222 Holabird Ave, Winsted, CT 06098

  222 Holabird Ave, Winsted, CT 06098
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  /22

  $225,000 Under Contract

  • 5 Beds
  • 2 Baths
  • 1,612 Sq Ft

  39 Baker St, Winsted, CT 06098

  Wonderful opportunity to own a 2 family with a newer 2 car garage. Home has gas heat. Wood floors thru out, in need of refinishing. Updated cabinets in kitchens; in need of flooring and appliances. Units each have their own heat and laundry hook ups. Wonderful front covered porches. Private back deck 12x12. Thermal paned windows thru out. Property in need of cosmetic updates, TLC. Subject to

  Christine Hunter Hunter Real Estate, LLC

  39 Baker St, Winsted, CT 06098
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  $535,000 Sold Nov 26, 2024

  • 5,001 Sq Ft
  • $107/SF
  • 199 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 1900

  25 Hillside Ave, Winchester, CT 06098

  Wow, this handsome Historic Manson is a rare beauty. It was coverted into 5 units and has original woodwork, stunning history and details. This updated, stately home has gas hot water and gas heat. Gorgeous common areas and porches. New front steps, 2 new oven ranges, 4 new hot water heaters, 4 new refrigerators, 2 new shower units. Custom hand rails, new led lighting in common areas, and onsite

  Christine Hunter Hunter Real Estate, LLC

  25 Hillside Ave, Winchester, CT 06098
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  Est $201,276 Not Listed For Sale

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

  111 Riverton Rd Unit 54, Winsted, CT 06098

  111 Riverton Rd Unit 54, Winsted, CT 06098
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  $420,000 Sold Nov 22, 2024

  • 2,486 Sq Ft
  • $169/SF
  • 14 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1962

  354 Platt Hill Rd, Winsted, CT 06098

  Welcome to your dream home in Winchester, Connecticut, just minutes from the serene Highland Lake. Park your boat o. Your property and use the public boat launch! This charming residence boasts a large, flat wooded lot, offering plenty of space for outdoor activities and privacy. The meticulously landscaped yard features vinyl siding, a spacious two-car garage, and ample parking. Step inside to

  Kristen Duchene Litchfield County Real Estate

  354 Platt Hill Rd, Winsted, CT 06098
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  Est $319,895 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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  $670,000 Sold Nov 22, 2024

  • 2,400 Sq Ft
  • $279/SF
  • 195 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  129 Forest Ave, Winsted, CT 06098

  Welcome to your serene retreat nestled in the heart of Winchester, CT! This stunning, single owner, post and beam style house, at 129 Forest Ave offers a perfect blend of tranquility and convenience, inviting you to experience the best of both worlds. Situated amidst lush greenery, this home boasts a picturesque setting, enveloped by towering trees and the gentle sounds of nature. As you step

  Daniel Burgio William Raveis Real Estate

  129 Forest Ave, Winsted, CT 06098
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  Est $205,986 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  97 Prospect St, Winsted, CT 06098

  97 Prospect St, Winsted, CT 06098
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  $399,900 Sold Nov 21, 2024

  • 2,580 Sq Ft
  • $155/SF
  • 98 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1914

  114 Moore Ave, Winsted, CT 06098

  Impeccably Remodeled 6 Bedroom, 3+ Bath Colonial Farmhouse on 1.6 Acres Features 2 Kitchens on Main Level with Seperate Full Baths, Bedroom and Living Area for Possible In-Law or Extra Income Apartment. Both Kitchens & All 3 Baths Have Been Totally Renovated with New Cabinetry, Granite Counters, Stainless Steel Appliances and Ceramic Tile in All Bathrooms. The Main House Living Area Has Sliders

  Susan Belmonte Coldwell Banker Realty

  114 Moore Ave, Winsted, CT 06098
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  Est $189,316 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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  $290,000 Sold Nov 21, 2024

  • 1,544 Sq Ft
  • $188/SF
  • 141 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1800

  153 Mathew Rd, Winsted, CT 06098

  Price Reduced! This charming two-bedroom, one and one half -bathroom house is situate in Highland Lake community. The property boasts a generous 1,278 square feet of living space, with an open floor plan that creates a spacious and airy feel. New split system air conditioning. Custom moldings, new doors, high quality hardware/ lighting fixtures have been installed, beautiful attention to style

  Liz Zakrzewski Coldwell Banker Realty

  153 Mathew Rd, Winsted, CT 06098
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  Est $231,195 Not Listed For Sale

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

  118 Meadow St, Winsted, CT 06098

  118 Meadow St, Winsted, CT 06098
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  $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
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  Est $246,712 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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  $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
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  Est $493,217 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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  $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
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  Est $340,466 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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  $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
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  Est $198,655 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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  $250,000 Sold Nov 01, 2024

  • 1,114 Sq Ft
  • $224/SF
  • 85 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1957

  160 Glendale Ave, Winsted, CT 06098

  Don't miss out on this well kept, roomy cape with a very large yard in a great neighborhood, off the beaten path but moments away from routes 8,44 and 183. There is a beautiful backyard with a shed and a nice stone wall, lots of extra space for gardening or outdoor activities. There is also a nice enclosed porch with extra space for hobbies or just relaxing. There are 3 bedrooms, hardwood floors

  Cathy Macias Northwest CT Realty

  160 Glendale Ave, Winsted, CT 06098
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  Est $196,352 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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  $135,000 Sold Nov 01, 2024

  • 1,301 Sq Ft
  • $104/SF
  • 107 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  11 Old Creamery Rd, Colebrook, CT 06021

  Investors Dream! Totally Gutted & Waiting for Your Finishing Touches. The Sky is the Limit with this Secluded Dwelling Situated on One Full Acre with Garden Beds and Stone Walls Along the Beautiful Colebrook River in Gods Country. Perfect for an Air B&B Rental, Weekender Cottage or Simply a Year Round Home. Bring your Imagination & Motivation!!!

  Susan Belmonte Coldwell Banker Realty

  11 Old Creamery Rd, Colebrook, CT 06021
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  Est $186,110 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 528 Sq Ft

  12 Charles St, Winsted, CT 06098

  12 Charles St, Winsted, CT 06098
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  $293,000 Sold Oct 31, 2024

  • 1,982 Sq Ft
  • $148/SF
  • 40 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1979

  182 Florence St, Winsted, CT 06098

  Welcome to this charming 3-bedroom, 1.5-bath Raised Ranch located in a serene Winsted neighborhood, set on a lightly wooded, level lot. This inviting home features a spacious living room with beautiful wood floors, a cathedral ceiling, and skylights, creating an airy atmosphere filled with natural light. The glassed gable view enhances the appeal, making it a perfect spot to relax. Step into the

  Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

  182 Florence St, Winsted, CT 06098
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  Est $191,292 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,310 Sq Ft

  20 Gay St, Winsted, CT 06098

  20 Gay St, Winsted, CT 06098
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  $315,000 Sold Oct 29, 2024

  • 1,178 Sq Ft
  • $267/SF
  • 49 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1971

  224 Smith Hill Rd, Winsted, CT 06098

  If you love country you are going to love this Chalet styled ranch! 3 bedrooms, 1.5 baths, 2 car garage attached. Lovely, enclosed porch looking over a beautiful rear lot. 2.25 acres! Close to Rt. 8 and amenities while offering the tranquility of this beautiful location. A true diamond in the rough!! With some creative ideas and elbow grease you can update to your own taste.

  Fern Nadolny Farmingbury Real Estate Inc

  224 Smith Hill Rd, Winsted, CT 06098
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  Est $596,431 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,611 Sq Ft

  122 West Rd, Winsted, CT 06098

  122 West Rd, Winsted, CT 06098
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  $50,000 Sold Oct 25, 2024

  • Land
  • 2.02 Acres
  • $24,752 per Acre

  • 180 Days On Market

  287 Colebrook Rd, Winsted, CT 06098

  The 2.02 acre lot on Colebrook Rd in Winchester, CT, offers an ideal canvas for your dream home. Situated in a serene location, it boasts full approval for a 4 bedroom home, making it an attractive option for families or those seeking ample space. Additionally, a rough grade driveway has already been installed, adding convenience to the building process. With its generous size and approved

  287 Colebrook Rd, Winsted, CT 06098

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