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Winchester, CT Homes for Rent

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  • 31 Benton St, Winchester, CT 06098
    31 Benton St, Winchester, CT 06098
    31 Benton St, Winchester, CT 06098
    /18

    $1,600 total monthly price

    • 2 Beds
    • 2 Baths
    • 1,890 Sq Ft
    • Townhouse for Rent

    31 Benton St, Winchester, CT 06098

    Adorable Duplex, newly remodeled Kitchen and bath. Harwood floors throughout with a new gas furnace. Deck off kitchen. A must see!

    Agent Photo

    Victoria Stillings

    Coldwell Banker Realty

    (860) 743-1027

    31 Benton St, Winchester, CT 06098
  • 144 Wetmore Ave Unit 1, Winsted, CT 06098
    144 Wetmore Ave Unit 1, Winsted, CT 06098
    144 Wetmore Ave Unit 1, Winsted, CT 06098
    /9

    $1,295 total monthly price

    • 1 Bed
    • 1 Bath
    • 893 Sq Ft
    • House for Rent

    144 Wetmore Ave Unit 1, Winsted, CT 06098

    Adorable one bedroom, first floor apartment close to town and college. Washer/dryer can be added for an additional $75 per m onth. Pets considered. First month and two months security required. Credit and background check required.

    Agent Photo

    Amanda Balaski

    Northwest CT Realty

    (860) 743-0426

    144 Wetmore Ave Unit 1, Winsted, CT 06098
  • 101 Whiting St, Winsted, CT 06098
    101 Whiting St, Winsted, CT 06098
    101 Whiting St, Winsted, CT 06098
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    $1,500 - $1,800 per month plus fees

    Mill at Still River

    1 - 2 Beds

    101 Whiting St, Winsted, CT 06098

    By far the best place to live in Winsted, Connecticut. Turn of the century construction, every unit overlooks the beautiful Still River, our 700-1000 square-foot one and two bedroom interiors are bright and charming and feature exposed wood beams, 10-foot ceilings, oversized industrial windows, and exposed brick walls. We deliver nature at your door. Our community amenities include same-floor

    101 Whiting St, Winsted, CT 06098
  • 135 Elm St Unit 1, Winsted, CT 06098
    135 Elm St Unit 1, Winsted, CT 06098
    135 Elm St Unit 1, Winsted, CT 06098
    /32

    $1,700 total monthly price

    • 2 Beds
    • 1 Bath
    • 3,303 Sq Ft
    • House for Rent

    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

    135 Elm St Unit 1, Winsted, CT 06098
  • 13 Wallens St, Winsted, CT 06098
    13 Wallens St, Winsted, CT 06098
    13 Wallens St, Winsted, CT 06098
    /23

    $1,150 - $1,550 per month plus fees

    Gilbert Clock Apartments

    Studio - 2 Beds

    13 Wallens St, Winsted, CT 06098

    At Gilbert Clock Apartments , our designer-inspired amenities set us apart from the competition. We pride ourselves on providing top-quality apartments outfitted with the everyday amenities you expect as well as luxury amenities to delight your senses and enhance your modern life. Indulge your culinary instincts in your state-of-the-art kitchen, furnished with Beautiful and energy-efficient

    13 Wallens St, Winsted, CT 06098
  • 22 Upson Ave, Winsted, CT 06098
    22 Upson Ave, Winsted, CT 06098
    22 Upson Ave, Winsted, CT 06098
    /10

    $1,500 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,199 Sq Ft
    • House for Rent

    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

    22 Upson Ave, Winsted, CT 06098
  • 15 Mountain View Terrace, Winsted, CT 06098
    15 Mountain View Terrace, Winsted, CT 06098
    15 Mountain View Terrace, Winsted, CT 06098
    /12

    $1,495 per month plus fees

    Litchfield Heights

    2 Beds

    15 Mountain View Terrace, Winsted, CT 06098

    Litchfield Heights Apartments is nestled quietly in the greenery of the Berkshires. We are situated close to the border of Massachusetts with easy access from Routes 8 & 44. We offer generously sized 1 bedroom flats, and 2 or 3 bedroom Townhouse. Enjoy the ease of maintenance free living when you make Litchfield Heights Apartments your home. Call Litchfield Heights Apartments today for further

    15 Mountain View Terrace, Winsted, CT 06098
  • 880 W Wakefield Blvd, Winsted, CT 06098
    880 W Wakefield Blvd, Winsted, CT 06098
    880 W Wakefield Blvd, Winsted, CT 06098
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    $4,000 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft
    • House for Rent

    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

    880 W Wakefield Blvd, Winsted, CT 06098
Connecticut Litchfield County Winchester

Homes for Rent in Winchester, CT

Why Live in Winchester

Winchester is a leafy town in the Litchfield Hills, a rural region whose rolling hills stretch across Connecticut’s northwestern corner. Known as the Gateway to the Berkshire Mountains, it offers a scenic foothill location with access to outdoor ...

Learn more about living in Winchester

Frequently Asked Questions

What are the most popular neighborhoods in Winchester, CT for renters?
The most popular neighborhoods in Winchester, CT for renters are North Bristol, Federal Hill and Forestville.
What are the most popular zip codes in Winchester, CT for renters?
The most popular zip codes in Winchester, CT for renters include 06098, 06790, 06058, 06791 and 06756.
How to Rent a Home

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