Winchester, CT Homes

• 

  Est $276,368 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  107 Peck Rd, Winsted, CT 06098

  107 Peck Rd, Winsted, CT 06098
• 

  

  

  /31

  $375,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft

  323 E Wakefield Blvd, Winsted, CT 06098

  Charming 3-Bedroom Cape in Sought-After Lake Community. Welcome to this beautifully updated 3-bedroom, 2.5-bath Cape nestled in a vibrant lake community offering year-round fun! Enjoy boating, waterskiing, tubing, and all the perks of lake life just steps from your door, with serene water views to enjoy every day. The main level features a bright, inviting living room with hardwood floors and a

  Heather Crabtree Coldwell Banker Realty

  323 E Wakefield Blvd, Winsted, CT 06098
• 

  $490,000 Sold Jan 06, 2025

  • 2,034 Sq Ft
  • $241/SF
  • 80 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1975

  41 Millbrook Rd, Colebrook, CT 06021

  Wow! A True & Authentic Log Cabin in the Woods with a detached matching 3 car garage. This home speaks "vacation" with its own relaxing pond and sandy beach. Listen to the sounds of the babbling brook. Nestled in the little known town of Colebrook; private yet close to dining, theaters & antiquing. On almost 7 acres of flat wooded land you can build your own tree fort anything your imagination

  Christine Hunter Hunter Real Estate, LLC

  41 Millbrook Rd, Colebrook, CT 06021
• 

  Est $186,833 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,156 Sq Ft

  78 Gay St, Winsted, CT 06098

  78 Gay St, Winsted, CT 06098
• 

  

  

  /35

  $286,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  421 Unity Place, Winsted, CT 06098

  UPDATED | SERENE | CHARMING | 2 LOTS | This Highland Lake retreat is ideal for the 1st time homeowner, getaway retreat or investment opportunity. Nestled in New England's natural beauty, you are sure to enjoy your lush surroundings & stunning views, truly a nature lovers delight. 3+ generous bedrooms, 2 full bathrooms, dining room, fireplaced living room, updated kitchen with stainless

  Michelle Lorenzetti Premier Re Group LLC

  421 Unity Place, Winsted, CT 06098
• 

  $199,000 Sold Dec 31, 2024

  • 1,204 Sq Ft
  • $165/SF
  • 12 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  111 Riverton Rd Unit 53, Winsted, CT 06098

  Welcome to 111 Riverton Road, Unit 53-your perfect home just in time for the holidays! This well-maintained Riverwalk end-unit townhouse is nestled in the last building of the complex, offering privacy without through traffic, large open green space, and serene water views of the Still River. This immaculate home features 2 bedrooms, 1.5 baths, and brand-new carpeting installed on November 15th.

  Samantha Behm William Pitt Sotheby's Int'l

  111 Riverton Rd Unit 53, Winsted, CT 06098
• 

  Est $259,147 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,490 Sq Ft

  257 Walnut St, Winsted, CT 06098

  257 Walnut St, Winsted, CT 06098
• 

  

  /18

  $289,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,424 Sq Ft

  174 Boyd St, Winsted, CT 06098

  A charming house located 2 blocks from highland lake. This 3 bedroom, 1 large full bath is move-in ready. The dining room has a beautiful built in, the 3 large windows allowing for natural light to brighten the room. Off of the dining room is a nice family room. The kitchen is large and spacious and off the kitchen in the back is a lovely sunroom with a fireplace (natural gas) that has sliders

  Margaret Alexson Elyse Harney Real Estate

  174 Boyd St, Winsted, CT 06098
• 

  $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 $350,869 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,549 Sq Ft

  17 Wallens Hill Rd, Winsted, CT 06098

  17 Wallens Hill Rd, Winsted, CT 06098
• 

  

  /36

  $370,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,239 Sq Ft

  173 Torringford St, Winsted, CT 06098

  Welcome to this beautiful Cape Cod home, offering 2239 square feet of living space. Nestled on a serene 1.79 acre lot, this inviting property provides a perfect blend of comfort and style. Step inside to a generous entry that flows seamlessly into the open living and dining areas, creating an ideal space for both everyday living and entertaining. The huge family room is a true highlight,

  Sandy Fehrs Lamacchia Realty

  173 Torringford St, 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 $290,497 Not Listed For Sale

  • 5 Beds
  • 2,820 Sq Ft

  204 Gilbert Ave, Winsted, CT 06098

  204 Gilbert Ave, Winsted, CT 06098
• 

  

  /25

  $204,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft

  154 Wallens St, Winsted, CT 06098

  Investors & Owner Occupants, schedule your appointment NOW!!! Come view this 2-family home, price to sell!!! Located near all amenities! Seller is motivated, bring all offers!!!

  Adam Devine Dorrance Realty

  154 Wallens 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 $265,345 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,294 Sq Ft

  28 Moore Ave, Winsted, CT 06098

  28 Moore Ave, Winsted, CT 06098
• 

  

  /14

  $369,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,531 Sq Ft

  244 Colebrook Rd, Winsted, CT 06098

  Welcome to 244 Colebrook Road, a beautifully renovated home that perfectly blends modern upgrades with timeless charm. Move-in ready, this home features thoughtful updates designed to suit all your lifestyle needs. Virtually staged. The first floor opens to a formal living room that seamlessly connects to a gourmet kitchen, outfitted with all-new appliances and a large quartz island seating

  Carol York For Sale By Owner Connecticut

  244 Colebrook Rd, 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 Leblanc Mary LeBlanc Realty

  161 Marshall St, Winsted, CT 06098
• 

  Est $224,878 Not Listed For Sale

  • 6 Beds
  • 2,421 Sq Ft

  3 Brookside Ave, Winsted, CT 06098

  3 Brookside Ave, Winsted, CT 06098
• 

  

  /6

  $39,000 Pending

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  104 Norfolk Rd, Winsted, CT 06098

  An opportunity for redevelopment! This bungalow-style home, situated on a 0.50-acre lot along State-maintained Route 44, is beyond salvageable and will require demolition. Offering 980 sq. ft. of living space with 5 rooms, including 2 bedrooms and 1 full bath, the property is in unsafe condition and there will be no access granted due to structural concerns. While located in a rural setting, it

  David Sartirana Northwest CT Realty

  104 Norfolk Rd, 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 $197,447 Not Listed For Sale

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

  111 Riverton Rd Unit 66, Winsted, CT 06098

  111 Riverton Rd Unit 66, Winsted, CT 06098
• 

  

  /38

  $239,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,101 Sq Ft

  56 Lakeview Rd, Winsted, CT 06098

  Don't miss this 3 bedroom Ranch with a 2 car attached garage and an amazing view of Highland Lake - very close proximity to state boat launch and public beach. Some TLC will be well worth the effort here! Roof (2019), heating system (November 2017), and central air!

  Tony Goia The Washington Agency

  56 Lakeview Rd, 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 $227,906 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,076 Sq Ft

  45 Beach St, Winsted, CT 06098

  45 Beach St, Winsted, CT 06098
• 

  

  /17

  $160,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 992 Sq Ft

  37 Riveredge Dr Unit 37, Winsted, CT 06098

  Enjoy the private and peaceful setting of Still River right from your bedroom window or private patio all the while being close to the many amenities offered in town. Inside this well-maintained condo you'll find an abundance of natural light flowing in every room, a bright slider opening up to your own patio, all new paint throughout, lots of storage and durable like-new flooring on the main and

  Erin Ruwet Century 21 AllPoints Realty

  37 Riveredge Dr Unit 37, 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 $419,097 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,313 Sq Ft

  193 Spencer Hill Rd, Winsted, CT 06098

  193 Spencer Hill Rd, Winsted, CT 06098
• 

  

  /8

  $299,900 Pending

  • 6 Beds
  • 2 Baths
  • 2,699 Sq Ft

  77 Hubbard St, Winsted, CT 06098

  Discover this versatile two-family residence offering a blend of modern updates and timeless charm. Each unit boasts three bedrooms and a full bath, providing ample space and comfort for tenants or multi-generational living. The first-floor unit has been beautifully renovated, featuring a brand-new kitchen with stylish finishes, updated bath, gleaming hardwood floors, and plush new carpet in the

  Amy Rio Executive Real Estate Inc.

  77 Hubbard 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 $243,614 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft

  234 Oak St, Winsted, CT 06098

  234 Oak St, Winsted, CT 06098
• 

  /2

  $49,000 Pending

  • Land
  • 0.50 Acre
  • $98,000 per Acre

  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
• 

  $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 $261,538 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,005 Sq Ft

  54 Hinsdale Ave, Winsted, CT 06098

  54 Hinsdale Ave, Winsted, CT 06098
• 

  

  /23

  $299,900 Under Contract

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

  155 Mathew Rd, Winsted, CT 06098

  Situated on a private road with views of Highland Lake, this beautifully updated home offers a perfect blend of modern comfort and quiet surroundings. Boasting a brand-new roof, siding, windows, as well as new front and back porches this home is ready to go for anyone looking for a great home. Step inside to discover an inviting, light-filled interior with contemporary finishes throughout. The

  Austin Brochu Sullivan Real Estate Inc

  155 Mathew 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 $175,696 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 734 Sq Ft

  110 E Mountain Ave, Winsted, CT 06098

  110 E Mountain Ave, Winsted, CT 06098
• 

  

  /24

  $269,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,175 Sq Ft

  39 Finn St, Winsted, CT 06098

  Fabulous Opportunity to own in the Highland lake community. Walking distance to both beaches and boat launch. This adorable3-4 bedroom home has new hardwood floors thru out the first floor, has been freshly painted, new fridge and stove, roof only 2 yrs old, thermal paned windows. Large storage shed. Open concept with a living room/dining room combo. Large area for gardening and ready to move

  Christine Hunter Hunter Real Estate, LLC

  39 Finn St, 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 $262,188 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,582 Sq Ft

  24 Union St, Winsted, CT 06098

  24 Union St, Winsted, CT 06098

Showing Results 121 - 160, Page 4 of 18