Winsted, CT Homes

• 

  Est $405,262 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,588 Sq Ft

  43 Spencer St, Winsted, CT 06098

  43 Spencer St, Winsted, CT 06098
• 

  

  /2

  $29,000

  • Land
  • 0.44 Acre
  • $65,909 per Acre

  124 Rockwell St, Winsted, CT 06098

  124 Rockwell St. - Versatile .44-Acre Lot Near Downtown This .44-acre lot offers a prime location close to downtown with city water and sewer available in the street. The previous home sat at street level, while the majority of the lot slopes below, creating a unique landscape with plenty of potential. With a little imagination and the right site contractor, this property presents endless

  David Sartirana Northwest CT Realty

  124 Rockwell St, Winsted, CT 06098
• 

  $395,000 Sold Apr 08, 2025

  • 1,818 Sq Ft
  • $217/SF
  • 106 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1875

  47 Orchard St, Winsted, CT 06098

  Renovated to 4 Bedroom and 3 Full-bath home with 2028 SQFT, this stunning Colonial on Private Road a short walk to Highland Lake. This newly remodeled 1875 home seamlessly blends historic charm with modern amenities. Inside discover a spacious floor plan offering an abundance of natural light perfect for both entertaining and everyday living. The custom kitchen is a chef's dream featuring sleek

  Bryan Palladino Showcase Realty, Inc.

  47 Orchard St, Winsted, CT 06098
• 

  Est $217,462 Not Listed For Sale

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

  111 Riverton Rd Unit 88, Winsted, CT 06098

  111 Riverton Rd Unit 88, Winsted, CT 06098
• 

  

  

  /33

  $450,000

  • 4 Beds
  • 1.5 Baths
  • 2,239 Sq Ft

  51 Pratt St, Winsted, CT 06098

  Welcome to this beautifully renovated home, nicely tucked away in historic Winsted. This lovely property features over 2,200 square feet of gross interior living space. The large kitchen, dining, and living room areas provide a seamless flow, perfect for entertaining. The home boasts four spacious bedrooms and one and a half baths. The beautifully renovated attic adds even more charm and

  Lourdes Galvan-Dominguez Coldwell Banker Realty

  51 Pratt St, Winsted, CT 06098
• 

  $305,000 Sold Apr 07, 2025

  • 1,826 Sq Ft
  • $167/SF
  • 62 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  178 Boyd St, Winsted, CT 06098

  Rare Side-by-Side Duplex with Highland Lake Views Don't miss this unique side-by-side duplex offering stunning views of Highland Lake! This versatile property features an open-concept layout on the first floor in both units, creating a spacious and inviting atmosphere. One unit boasts a vaulted ceiling in the updated kitchen, while the other offers a finished attic that adds two additional

  David Sartirana Northwest CT Realty

  178 Boyd St, Winsted, CT 06098
• 

  Est $358,271 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  155 West Rd, Winsted, CT 06098

  155 West Rd, Winsted, CT 06098
• 

  

  /39

  $950,000

  • 14 Beds
  • 7 Baths
  • 4,860 Sq Ft

  175 N Main St, Winsted, CT 06098

  Addresses include 175 Main Street and 183 Main Street in Winsted, CT. Amazing opportunity to acquire a 9 Unit Asset (7 Apartments + 2 Retail) in Winsted with anchor tenant Noli's Restaurant (Rent $2,266 w 3% increase/year) w over 20 years in business! Pride of Ownership is evident with Capital Improvements made by the current owners, including: new water heaters, heating zones, electrical

  Ryan Rea Berkshire Hathaway NE Prop.

  175 N Main St, Winsted, CT 06098
• 

  $206,000 Sold Apr 01, 2025

  • 1,204 Sq Ft
  • $171/SF
  • 22 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  111 Riverton Rd Unit 9, Winsted, CT 06098

  This 3-story condominium boasts two large bedrooms, and 1.5 bathrooms, as well as a 2-car garage with a private indoor entrance. The primary bedroom provides lofty ceilings, a walk-in closet, and its own entry way into the full bath. On the main level, the pellet stove is powerful enough to heat the entire living space whilst having its own thermostat to ensure a comfortable temperature

  Kathleen Miller CT Home Pro, LLC

  111 Riverton Rd Unit 9, Winsted, CT 06098
• 

  Est $360,171 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft

  133 E Wakefield Blvd, Winsted, CT 06098

  133 E Wakefield Blvd, Winsted, CT 06098
• 

  

  /40

  $1,699,500

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft

  538 Wheelers Point, Winsted, CT 06098

  Lakefront Historic Architecture meets Modern Styling on private waterfront penninsula with 360' direct lake frontage! Split timber tudor architecture offers unique features - leaded glass, stone flooring, window seats, paneling and mouldings, brick and stone appointments. A stunning kitchen for folks who cook, charming diningroom with bar and window seat overlooking the waterfront, and spacious

  KAREN NEWTON William Pitt Sotheby's Int'l

  538 Wheelers Point, Winsted, CT 06098
• 

  $270,000 Sold Mar 31, 2025

  • 1,192 Sq Ft
  • $227/SF
  • 39 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1930

  325 E Wakefield Blvd, Winsted, CT 06098

  Enjoy water views from this charming Colonial located just across the street from Highland Lake. This cozy retreat blends historic charm with modern updates, offering a perfect escape for year-round living or a weekend getaway. Inside, refinished wide-plank hardwood floors add warmth and character, while the freshly painted interior enhances the bright and inviting atmosphere. The living room

  Brigitte Richter William Pitt Sotheby's Int'l

  325 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $267,514 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  132 E Lake St, Winsted, CT 06098

  132 E Lake St, Winsted, CT 06098
• 

  

  /40

  $1,400,000

  • 8 Beds
  • 4.5 Baths
  • 5,231 Sq Ft

  435 W Wakefield Blvd, Winsted, CT 06098

  Welcome to this spectacular Highland Lake estate, offering a unique blend of luxury & tranquility. Situated on 1.3 acres of level land, the property includes a large barn/garage capable of housing multiple cars, boats, & equipment. The main home boasts generously sized rooms w/ high ceilings, offering an open, airy feel throughout. The kitchen has been updated w/ hardwood cabinets, featuring

  Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

  435 W Wakefield Blvd, Winsted, CT 06098
• 

  $395,000 Sold Mar 28, 2025

  • 1,792 Sq Ft
  • $220/SF
  • 25 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1990

  102 Sunny Ridge Dr, Winsted, CT 06098

  Charming One-Owner Split Level in a Private Rural Setting. Discover the perfect blend of privacy, space, and convenience in this beautifully maintained 1,800 sq. ft. split-level home, nestled on a serene 1-acre lot at the end of a cul-de-sac abutting the Barkhamsted town line. This home offers seven well-appointed rooms, including a spacious living room with a propane stove set in the fireplace,

  David Sartirana Northwest CT Realty

  102 Sunny Ridge Dr, Winsted, CT 06098
• 

  Est $281,590 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  107 Peck Rd, Winsted, CT 06098

  107 Peck Rd, Winsted, CT 06098
• 

  

  /40

  $2,600,000

  • 9 Beds
  • 5.5 Baths
  • 7,000 Sq Ft

  431 W Wakefield Blvd, Winsted, CT 06098

  This waterfront estate at 431 W. Wakefield Blvd in Winchester, CT, is not just a home but the ultimate Highland Lake lifestyle. Imagine waking up each day to stunning lake views, with endless seasonal activities awaiting just beyond your doorstep. In the summer, dive into boating, jet skiing, swimming, and fishing right from your private dock, or simply unwind along the shoreline. As winter

  Lisa Ogren Berkshire Hathaway NE Prop.

  431 W Wakefield Blvd, Winsted, CT 06098
• 

  $85,000 Sold Mar 27, 2025

  • Land
  • 3.06 Acres
  • $27,742 per Acre

  • 5 Days On Market

  0 Platt Hill Rd Unit 24079213, Winsted, CT 06098

  Build on this 3+ acre lot that adjoins Winchester Land Trust. Old soil tests, would need to be re-tested.

  Nadia Corvo Northwest CT Realty

  0 Platt Hill Rd Unit 24079213, Winsted, CT 06098
• 

  Est $205,595 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,156 Sq Ft

  78 Gay St, Winsted, CT 06098

  78 Gay St, Winsted, CT 06098
• 

  

  /5

  $295,000

  • Land
  • 51 Acres
  • $5,784 per Acre

  393 Winchester Rd, Winsted, CT 06098

  WINCHESTER CREST 51 acres of forested gently rolling land sited upland in Winchester Center. There is a former homesite and multiple choices for additional homesites affording complete privacy. There is abundant wildlife, trails, intermittent streams, dense and sparse forest. Perfect for year round home site, weekend retreat or recreational land.

  Tom McGowan Elyse Harney Real Estate

  393 Winchester Rd, Winsted, CT 06098
• 

  $135,000 Sold Mar 27, 2025

  • 643 Sq Ft
  • $210/SF
  • 72 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1986

  13 Riveredge Dr Unit 13, Winsted, CT 06098

  This is your chance to experience turnkey condo-style living with modern upgrades and unbeatable comfort. The remodeled kitchen boasts newer appliances, sleek granite countertops, and stylish flooring, perfect for everyday living and entertaining. Enjoy peace of mind with a five-year-old water heater with a 10-year warranty. Imagine waking up to the serene, calming sounds of the river through

  James Bradshaw Berkshire Hathaway NE Prop.

  13 Riveredge Dr Unit 13, Winsted, CT 06098
• 

  Est $274,586 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
• 

  /2

  $69,000

  • Land
  • 2.00 Acres
  • $34,500 per Acre

  503 N Main St, Winsted, CT 06098

  Prime Building Lot Near Downtown & Highland Lake-Discover the perfect setting for your dream home on this 2 acre lot at 503 N Main Street. The Property has over 500' of road frontage, permitted uses include; accessory residential uses, family day care home, farm, seasonal cottages, single family dwelling. The property offers a peaceful atmosphere while maintaining easy access to downtown

  Charles Albertario William Raveis Real Estate

  503 N Main St, Winsted, CT 06098
• 

  $268,000 Sold Mar 18, 2025

  • 1,428 Sq Ft
  • $188/SF
  • 128 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1880

  86 Maple St, Winsted, CT 06098

  Completely renovated. Brand new appliances. Roof and furnace approx. 10 years old. Nice open yard. New gravel driveway. Walk up attic with plenty of storage. New floors and windows. Large eat-in kitchen with marble counters and stainless steel appliances. Main floor laundry. Two full baths; one upstairs and one on main level. One main level bedroom. 86 Maple St is waiting for you to make it your

  Chris LaCava Coldwell Banker Realty

  86 Maple St, Winsted, CT 06098
• 

  Est $354,739 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
• 

  /2

  $749,900

  • 7 Beds
  • 3 Baths
  • 3,486 Sq Ft

  39 S Main St, Winsted, CT 06098

  THREE PROPERTIES ONE PRICE!!! Includes single family, multi family & additional lot totaling 4.36 acres. 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment, freshly updated. Brand new whole house natural gas

  RYAN HORVAY Smith & DeGroat Real Estate

  39 S Main St, Winsted, CT 06098
• 

  $105,000 Sold Mar 14, 2025

  • 720 Sq Ft
  • $146/SF
  • 33 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  350 Walnut St, Winsted, CT 06098

  Attention investors! This 2-bedroom, 1-bathroom single ranch style home is a prime opportunity for a complete rehab. The property was involved in a fire and requires a full rehab with a 1-car garage and is being sold as-is. Subject to probate approval.

  Vincent Miller Hudson Home Services LLC

  350 Walnut St, Winsted, CT 06098
• 

  Est $312,551 Not Listed For Sale

  • 5 Beds
  • 2,820 Sq Ft

  204 Gilbert Ave, Winsted, CT 06098

  204 Gilbert Ave, Winsted, CT 06098
• 

  /2

  $23,900

  • Land
  • 0.15 Acre
  • $159,333 per Acre

  48 Bridge St, Winsted, CT 06098

  Nestled just steps from downtown, this .15-acre lot offers a fantastic opportunity in a highly convenient location. The property is fairly level and provides easy access to shopping, restaurants, The Gilson Theater, and Little Red Barn Brewery. With city water and sewer available, this lot is ready for your vision. Whether you're looking to build or invest, this prime spot puts you right in the

  David Sartirana Northwest CT Realty

  48 Bridge St, Winsted, CT 06098
• 

  $199,900 Sold Mar 12, 2025

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

  • 2 Beds
  • 1.5 Baths
  • Built 1987

  111 Riverton Rd Unit 17, Winsted, CT 06098

  Two bedroom, 1 & 1/2 bath end unit Townhouse with wood floors throughout, living room with fireplace and sliders to deck, primary bedroom with walk in closet, deck has just been painted, Spacious 2 car garage. Unit has lower-level laundry room with entry into garage. Great space and ready for New Owner.

  Joanne Donne The Washington Agency

  111 Riverton Rd Unit 17, Winsted, CT 06098
• 

  Est $268,555 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,294 Sq Ft

  28 Moore Ave, Winsted, CT 06098

  28 Moore Ave, Winsted, CT 06098
• 

  /2

  $23,900

  • Land
  • 0.22 Acre
  • $108,636 per Acre

  19 Hill St, Winsted, CT 06098

  Located on a lightly traveled side street, this .22-acre lot offers a peaceful getaway with easy access to downtown. The property features a flat area at the street before gently sloping upward, creating a unique setting for potential future use. City water and sewer are available in the street, but buyers should conduct their own due diligence regarding buildability. Whether you're looking for a

  David Sartirana Northwest CT Realty

  19 Hill St, Winsted, CT 06098
• 

  $260,000 Sold Mar 10, 2025

  • 1,888 Sq Ft
  • $138/SF
  • 27 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1973

  14 Hamill Dr, Winsted, CT 06098

  Welcome to this single family home nestled at the end of a peaceful cul-de-sac. Featuring 3 spacious bedrooms and a full bathroom on the main lever, and a cozy lower-level family room complete with a half bath and ample storage. This home has both comfort and functionality.

  Eva Casoria eXp Realty

  14 Hamill Dr, Winsted, CT 06098
• 

  Est $216,770 Not Listed For Sale

  • 6 Beds
  • 2,421 Sq Ft

  3 Brookside Ave, Winsted, CT 06098

  3 Brookside Ave, Winsted, CT 06098
• 

  

  /32

  $425,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,086 Sq Ft

  50 Lakeview Rd, Winsted, CT 06098

  Located just a short stroll from Holland Beach and only a 3-minute drive to the public boat launch, this charming Colonial offers the perfect blend of comfort, convenience, and year-round recreation. Nestled on a level corner lot in a well-established neighborhood, this home invites you to enjoy all the amenities of Connecticut's second-largest lake - from kayaking and boating to lakeside walks

  Paula Nelson William Raveis Real Estate

  50 Lakeview Rd, Winsted, CT 06098
• 

  $325,000 Sold Mar 07, 2025

  • 1,324 Sq Ft
  • $245/SF
  • 1 Day On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1962

  11 Cherry St, Winsted, CT 06098

  Welcome to 11 Cherry Street! This move-in ready ranch-style home features 3 bedrooms, 1.5 bathrooms, and is just around the corner from Highland Lake. Step into the kitchen directly from the heated 2-car garage. The kitchen features plenty of white cabinets, shiplap, and a brick backsplash, creating a stylish industrial modern vibe. It also overlooks the spacious dining room perfect for

  Haylee Munchgesang Coldwell Banker Realty

  11 Cherry St, Winsted, CT 06098
• 

  Est $193,518 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
• 

  

  /25

  $195,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft

  10 Meeting House Rd, Winsted, CT 06063

  3 Bedroom Split Level Ranch on 1.4 acres awaiting your creativity. Hardwood floors, newer siding and roof (6 Yrs) and large open Living room. To be sold "as is". Bring your ideas to this affordable property. Barkhamsted is home to great recreation including Barkhamsted Reservoir, Peoples state forest and the designated wild and scenic Farmington River.

  Scott Holmes William Pitt Sotheby's Int'l

  10 Meeting House Rd, Winsted, CT 06063
• 

  $400,000 Sold Mar 03, 2025

  • 4,253 Sq Ft
  • $94/SF
  • 132 Days On Market

  • 7 Beds
  • 3.5 Baths
  • Built 1958

  296 Colebrook Rd, Winsted, CT 06098

  . The Main house features a Huge Stone fire-placed family room , plus a fire-placed Living room,for cozier gatherings. The home also includes a walk-out basement,. There is finished space ideal for an in-law suite on the second floor, located above the oversized attached 2-car garage. Outdoor living is enhanced by a rear deck that overlooks a tranquil pond, dam, and wooded area, making it a

  David D'Amore Northwest CT Realty

  296 Colebrook Rd, Winsted, CT 06098
• 

  Est $215,918 Not Listed For Sale

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

  45 Beach St, Winsted, CT 06098

  45 Beach St, Winsted, CT 06098

Showing Results 81 - 120, Page 3 of 18