$1,600 total monthly price
31 Benton St, Winchester, CT 06098
31 Benton St, Winchester, CT 06098
Explore Winsted
$1,500 - $1,800 per month plus fees
Mill at Still River
1 - 2 Beds
101 Whiting St, Winsted, CT 06098
$1,800 total monthly price
830 Main St, Winsted, CT 06098
Fabulous opportunity for the growing family to rent a 3 bedroom duplex with a 1st floor office or study. Completely renovated. Large Walk-up attic is finished as a primary bedroom. This large 1/2 house has 1.5 baths, formal living room and formal dining. 1/2 bath has a stackable washer and dryer in the unit. Pets allowed (40lbs max) with approval. One month security. Credit and background checks
Christine Hunter Hunter Real Estate, LLC
$1,150 - $1,550 per month plus fees
Gilbert Clock Apartments
Studio - 2 Beds
13 Wallens St, Winsted, CT 06098
$1,700 total monthly price
135 Elm St Unit 1, Winsted, CT 06098
Extra large, first floor, 2 bedroom apartment with beautiful hardwood floors and finishes. Huge, eat-in kitchen with all appliances and washer and dryer for added convenience. Located in a beautiful neighborhood nearby schools, medical facilities, restaurants, shopping and outdoor recreation. Route 8 is also close by for easy commute.
Susanne Vasquez Coldwell Banker Realty
$1,495 per month plus fees
Litchfield Heights
2 Beds
15 Mountain View Terrace, Winsted, CT 06098
$1,500 total monthly price
22 Upson Ave, Winsted, CT 06098
Beautiful First-Floor Apartment with Classic Charm and Modern Updates! This spacious first-floor apartment features gleaming hardwood floors, fresh paint, and an updated kitchen. Enjoy the high ceilings and beautiful woodwork that add character and warmth throughout. Conveniently located close to downtown, offering easy access to shopping, dining, and commuting routes.
Kelly Sullivan Sullivan Real Estate Inc
$4,000 total monthly price
880 W Wakefield Blvd, Winsted, CT 06098
Discover lakeside living at its finest with this fully renovated, fully furnished 3 bedroom, sleeps 10, 2 full-baths, family estate set on a half acre of professionally landscaped grounds overlooking picturesque Highland Lake. Located just 0.6 miles from Main Street Winsted and Red Barn Brewing, this property combines serene lakefront living with convenient access to local amenities. Enjoy use of
Matt Crossen Coldwell Banker Realty
Winsted, Connecticut, situated at the edge of the Berkshire Mountains, is part of the town of Winchester and home to about 7,200 residents. Winsted features a revitalized downtown with a 2-mile commercial corridor offering diverse shops, eateries and entertainment venues in historic buildings. Residents enjoy activities like antique shopping, duckpin bowling and Go-Kart racing. Highland Lake, one of Connecticut’s largest waterways, is popular for fishing, swimming and boating, while East End Park provides a walking path, memorials and a bandstand. The Winsted Senior Center has services and activities for those aged 55 and over.
The city hosts the American Mural Project, a large collaborative indoor work of art, and the Soldier’s Monument and Memorial Park, a Civil War memorial. The Winchester Historical Society, in an 1813 Colonial Revival mansion, showcases Civil War memorabilia and Victorian artifacts. Housing options include detached single-family homes, apartments and townhouses, with many properties predating 1970. The Winchester Public Schools system has a reputation for well-run science and engineering programs.
Commuting is common, with residents traveling to nearby towns like Hartford and Waterbury for work. Although flooding is possible due to the community's proximity to lakes and rivers, the town has implemented measures like retaining walls and dams to mitigate risks.
Copyright © 2026 CoStar Group
