Winchester, CT Homes

• 

  $190,000 Sold Dec 23, 2024

  • Land
  • 2.39 Acres
  • $79,498 per Acre

  • 43 Days On Market

  14 Pine Rd, Colebrook, CT 06021

  2.39 Acres (Lot 9) of land on a very quiet country road in Colebrook. 2 Car garage with storage area above. House fire in 2011.

  LAURA BARTLETT Northwest CT Realty

  14 Pine Rd, Colebrook, CT 06021
• 

  Est $184,004 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 592 Sq Ft

  371 Norwood Rd, Winsted, CT 06098

  371 Norwood Rd, Winsted, CT 06098
• 

  $136,000 Sold Dec 20, 2024

  • 1,824 Sq Ft
  • $75/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  130 Colebrook River Rd, Winsted, CT 06098

  Investors, handy person and everyone else! Excellent home to rehab! This 3 bed with 2 bath home has a nice view of the water from the back deck. Well worth the effort!

  Brian Gee Brian Gee Real Estate LLC

  130 Colebrook River Rd, Winsted, CT 06098
• 

  Est $216,279 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,520 Sq Ft

  38 S Main St, Winsted, CT 06098

  38 S Main St, Winsted, CT 06098
• 

  $370,000 Sold Dec 20, 2024

  • 2,177 Sq Ft
  • $170/SF
  • 34 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1978

  129 Skinner Rd, Winsted, CT 06098

  Explore 129 Skinner, a captivating retreat offering abundant charm and privacy. Spanning nearly two acres, this residence features four bedrooms, two bathrooms, two fireplaces, and numerous amenities. Conveniently situated in the countryside, residents delight in seclusion while staying near downtown Winsted's conveniences. Delight in serene yard moments, observing wildlife, unwind in the

  Christopher Gueniat Northwest CT Realty

  129 Skinner Rd, Winsted, CT 06098
• 

  Est $277,025 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  206 Walnut St, Winsted, CT 06098

  206 Walnut St, Winsted, CT 06098
• 

  $341,750 Sold Dec 20, 2024

  • 2,216 Sq Ft
  • $154/SF
  • 54 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1981

  161 Marshall St, Winsted, CT 06098

  Lovely Country home located on the outskirts of town features 8 rooms 3-4 bedrooms and 2 full baths . The living room has a cathedral ceiling with a pellet stove and is open to the fully applianced remodeled Cherry kitchen with granite counters and tiled floor. The breakfast nook features a sliders that walks out to a spacious screened sunroom. The formal dining room has wood floors and a bay

  Mary Mary LeBlanc Realty

  161 Marshall St, Winsted, CT 06098
• 

  Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  202 Wallens St, Winsted, CT 06098

  202 Wallens St, Winsted, CT 06098
• 

  $452,000 Sold Dec 20, 2024

  • 2,240 Sq Ft
  • $202/SF
  • 71 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1978

  115 Moore Ave, Winsted, CT 06098

  If you are looking for a mini estate look no further. This completely remodeled home has everything you need. New eat in kitchen with a bay window overlooking the rear yard. Quartz c/tops and new appliances. Formal dining room, den with fireplace and wood stove insert. Sliders to rear deck and pool. Large living room with hardwood floors. Primary bedroom with full bath and two walk in closets.

  Scott Bayne Century 21 Bay-Mar Realty

  115 Moore Ave, Winsted, CT 06098
• 

  Est $322,655 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,192 Sq Ft

  114 Oak St, Winsted, CT 06098

  114 Oak St, Winsted, CT 06098
• 

  $260,000 Sold Dec 20, 2024

  • 1,032 Sq Ft
  • $252/SF
  • 105 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1968

  74 Strong Terrace, Winsted, CT 06098

  Three bedroom Ranch with fireplace on the main level, and set on three lots totaling 1.71 acres near the center of Winsted. Close to Rt.8. There are three lots, and the taxes reflect this. Public Water and Sewer and Natural Gas. Lower level has a wood burning fireplace and is studded out ready to be finished for entertaining, play room, etc.. New roof in 2021. newer furnace.

  Tim Clark Stone Crest Realty LLC

  74 Strong Terrace, Winsted, CT 06098
• 

  Est $290,469 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,148 Sq Ft

  121 Highview Dr, Winsted, CT 06098

  121 Highview Dr, Winsted, CT 06098
• 

  $515,000 Sold Dec 20, 2024

  • 1,134 Sq Ft
  • $454/SF
  • 663 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  522 W Wakefield Blvd, Winsted, CT 06098

  LOCATION! LOCATION! LOCATION! Direct Waterfront Lake Property on a VERY RARE 1 ACRE level & private CORNER LOT with tons of parking on the highly sought after pristine, glistening & scenic Highland Lake in Winsted, Litchfield County, CT This property has approx 400 ft of waterfront w/a bonus pond area for small boat launch & is situated on the West side of 3rd Bay (close to Strong & Club Islands)

  Dawn Rousseau Showcase Realty, Inc.

  522 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $530,000 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 5,284 Sq Ft

  208 Coe St, Winsted, CT 06098

  208 Coe St, Winsted, CT 06098
• 

  $272,000 Sold Dec 18, 2024

  • 1,368 Sq Ft
  • $199/SF
  • 32 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1933

  460 Colebrook Rd, Colebrook, CT 06021

  Cozy cottage style home with great bones and many updates. Over $40,000 in updates including a new 50 year architectural roof, new septic tank, new electric panel, and more. The first floor has a lot of natural light and an open floor plan with hardwood floors throughout. There is a large first floor primary bedroom along with two additional bedrooms on the second floor. There is a shower on the

  Michele Welcome Welcome Real Estate, LLC

  460 Colebrook Rd, Colebrook, CT 06021
• 

  Est $235,148 Not Listed For Sale

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

  22 Adams St, Winsted, CT 06098

  22 Adams St, Winsted, CT 06098
• 

  $812,500 Sold Dec 18, 2024

  • 3,963 Sq Ft
  • $205/SF
  • 39 Days On Market

  • 8 Beds
  • 8 Baths
  • Built 1900

  155 Gilbert Ave, Winchester Center, CT 06098

  Rare opportunity to secure 8 units under one roof! Fantastic location within walking distance of downtown Winsted and Northwestern Community College. Well-maintained and managed, this property presents a new owner the opportunity for cash flow out of the gate, with value to be added. 5 of the 8 units are connected with a state subsidy program allowing for guaranteed monthly income. Additional

  Maddy Ceruti Century 21 AllPoints Realty

  155 Gilbert Ave, Winchester Center, CT 06098
• 

  Est $409,000 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,598 Sq Ft

  184 Newfield Rd, Winsted, CT 06098

  184 Newfield Rd, Winsted, CT 06098
• 

  $470,000 Sold Dec 17, 2024

  • 5,093 Sq Ft
  • $92/SF
  • 195 Days On Market

  • 8 Beds
  • 5 Baths
  • Built 1880

  247 N Main St, Winsted, CT 06098

  Architectural wonder and great investment opportunity. You will love the entrancing detail and architecture of this lovely building. Huge .84 acre lot and loads of parking. All units are occupied and well cared for. 3 out of 4 tenants are long term and all the tenants love their home but rents are below market. Separate utilities paid by tenants. Gas heat and hot water. This easy to rent home is

  Cathy Macias Northwest CT Realty

  247 N Main St, Winsted, CT 06098
• 

  Est $256,162 Not Listed For Sale

  • 6 Beds
  • 2 Baths
  • 2,095 Sq Ft

  48 Mountain Ave, Winsted, CT 06098

  48 Mountain Ave, Winsted, CT 06098
• 

  $385,000 Sold Dec 13, 2024

  • 1,186 Sq Ft
  • $325/SF
  • 34 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1970

  138 Old Rd N, Winchester, CT 06098

  This charming, single-level ranch home sits on nearly eight acres of peaceful land, offering plenty of space and privacy. As you enter through the front door, you're welcomed into a stunning, freshly remodeled kitchen with custom cabinetry, brand new appliances all designed by someone with an interior design background. The kitchen flows seamlessly into the main living area, where a unique

  Alyssa McNelis Berkshire Hathaway NE Prop.

  138 Old Rd N, Winchester, CT 06098
• 

  Est $247,989 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,932 Sq Ft

  17 Chestnut St, Winsted, CT 06098

  17 Chestnut St, Winsted, CT 06098
• 

  $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
• 

  Est $301,453 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,539 Sq Ft

  100 Hurlbut St, Winsted, CT 06098

  100 Hurlbut St, Winsted, CT 06098
• 

  $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
• 

  Est $307,464 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,478 Sq Ft

  42 Strong Terrace, Winsted, CT 06098

  42 Strong Terrace, Winsted, CT 06098
• 

  $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
• 

  Est $295,507 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,218 Sq Ft

  276 W Lake St, Winsted, CT 06098

  276 W Lake St, Winsted, CT 06098
• 

  $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
• 

  Est $246,061 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,386 Sq Ft

  29 Crescent St, Winsted, CT 06098

  29 Crescent St, Winsted, CT 06098
• 

  $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
• 

  Est $287,840 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,307 Sq Ft

  67 Strong Terrace, Winsted, CT 06098

  67 Strong Terrace, Winsted, CT 06098
• 

  $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
• 

  Est $489,417 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,188 Sq Ft

  604 W Wakefield Blvd, Winsted, CT 06098

  604 W Wakefield Blvd, Winsted, CT 06098
• 

  $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
• 

  Est $352,723 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,008 Sq Ft

  44 Spencer St, Winsted, CT 06098

  44 Spencer St, Winsted, CT 06098
• 

  $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
• 

  Est $346,686 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  101 Oakdale Ave, Winsted, CT 06098

  101 Oakdale Ave, Winsted, CT 06098
• 

  $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
• 

  Est $293,430 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  129 Maloney Ct, Winsted, CT 06098

  129 Maloney Ct, Winsted, CT 06098

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