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Winsted, CT Homes for Rent

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  • /18

    $1,600 total monthly price

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

    29 Benton St, Winsted, 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) 364-6692

    29 Benton St, Winsted, CT 06098
  • /34

    $1,500 - $2,000 per month plus fees

    Mill at Still River

    1 - 3 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
  • /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
  • /23

    $1,150 - $1,450 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
  • /37

    $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
  • /27

    $1,950 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,470 Sq Ft
    • House for Rent

    69 Upson Ave Unit 71, Winsted, CT 06098

    Opportunity is Knocking! Beautifully Renovated Apartment for Rent. Step into this fully renovated second-floor apartment offering a flexible layout that can suit your lifestyle! Enjoy 3 bedrooms plus a formal dining room and living room - or convert it into a 4-bedroom home with a spacious living area. Features include: *Brand-new kitchen with granite countertops and stainless steel appliances

    Gabby Addison Keller Williams Realty

    69 Upson Ave Unit 71, Winsted, CT 06098
  • /8

    $2,500 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • House for Rent

    26 Elm St, Winchester, CT 06098

    Be the first to live in this completely renovated 3-bedroom, 1-bath apartment located just half a block from Main Street - walkable to all your favorite shops and restaurants! This bright and spacious home features a wide open floor plan with brand-new floors, all new appliances, modern cabinets, and granite countertops. Every detail has been thoughtfully upgraded, including new blinds and a

    Annie Simard LPT Realty

    26 Elm St, Winchester, CT 06098
  • /29

    $4,000 total monthly price

    • 4 Beds
    • 3.5 Baths
    • 2,265 Sq Ft
    • House for Rent

    121 W Wakefield Blvd, Winsted, CT 06098

    Discover lakeside living at its finest with this renovated 5-bedroom, 4-bath family estate set privately on a full acre overlooking picturesque Highland Lake. Located just 0.7 miles from Main Street Winsted and Red Barn Brewing, this property combines serene lakefront living with convenient access to local amenities. Enjoy use of a private dock and waterfront deck located directly across the

    Elizabeth Stockwell Coldwell Banker Realty

    121 W Wakefield Blvd, Winsted, CT 06098
  • /20

    $2,300 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,654 Sq Ft
    • House for Rent

    220 Walnut St, Winsted, CT 06098

    Location, location, location! Just a short drive to the shores of the ever-popular Highland Lake, you must put 220 Walnut St. at the top of your list. Lovingly updated (while keeping all of its antique charms) and customized by a local artist. This offering, ready for immediate occupancy, is a true must-see in person. The heating system has been replaced, new appliances, newer roof, fresh paint,

    Justin Mokerzecki Glanville Real Estate

    220 Walnut St, Winsted, CT 06098
  • /7

    $1,250 total monthly price

    • 2 Beds
    • 1 Bath
    • 2,388 Sq Ft
    • Apartment for Rent

    217 N Main St Unit 2, Winsted, CT 06098

    Very nice, recently renovated first floor apartment for rent in a four unit building set back up private driveway. New flooring in living rooms and bedroom(s). Additional room can be used as a second bedroom or home office space. New paint throughout and new appliances as well as new countertops and cabinets in the kitchen. Full bathroom off of kitchen. Apartment has a covered front porch which

    Michaela Rousseau Showcase Realty, Inc.

    217 N Main St Unit 2, Winsted, CT 06098
  • /15

    $1,275 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,512 Sq Ft
    • House for Rent

    111 Rockwell St Unit 2, Winsted, CT 06098

    Bright and peaceful 2-bedroom, 1-bath second-floor apartment featuring a charming kitchen and a private deck. Conveniently located near downtown with off-street parking for one vehicle.

    Colin Murray Dorrance Realty

    111 Rockwell St Unit 2, Winsted, CT 06098
  • /9

    $1,175 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,512 Sq Ft
    • House for Rent

    111 Rockwell St Unit 1st Floor, Winsted, CT 06098

    Quiet & Charming 2-Bedroom - Hardwood Floors, Natural Light & Private Entrance Set on a spacious corner lot in a peaceful Winsted neighborhood, this first-floor 2-bed, 1-bath unit offers comfortable living with a functional layout and great natural light throughout. The well-appointed kitchen features ample cabinet storage, a cozy island for prep or seating, and included appliances. The living

    Colin Murray Dorrance Realty

    111 Rockwell St Unit 1st Floor, Winsted, CT 06098
  • /11

    $2,200 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Townhouse for Rent

    188 E Lake St, Winsted, CT 06098

    Welcome to our beautiful lakeside apartment! 2 bedroom/1 Bath. Situated on the picturesque shores of Highland Lake, this fully renovated and furnished apartment offers stunning views and serenity. The apartment features a spacious living area, a fully equipped kitchen, huge primary bedroom with lake views, dedicated office space and in unit laundry. Whether you are looking for a peaceful retreat

    Annie Simard LPT Realty

    188 E Lake St, Winsted, CT 06098

Why Live in Winsted

Winsted, Connecticut, situated at the edge of the Berkshire Mountains, is part of the town of Winchester and home to about 7,200 residents. Known for its affordability, Winsted features a revitalized downtown with a two-mile commercial corridor offering diverse shops, eateries, and entertainment venues in historic buildings. Residents enjoy activities like antique shopping, duck pin 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 offers services and activities for those aged 55 and over.

The city hosts the American Mural Project, a large collaborative indoor artwork, 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. Northwestern Regional School District No. 7 is highly rated, offering programs in agricultural education.

Commuting is common, with residents traveling to nearby towns like Hartford and Waterbury for work. Winsted’s crime rate is 13% below the national average, indicating a safer environment compared to many areas. Although prone to flooding due to its proximity to lakes and rivers, the town has implemented measures like retaining walls and dams to mitigate risks.

Frequently Asked Questions

What are the most popular neighborhoods in Winsted, CT for renters?
The most popular neighborhoods in Winsted, CT for renters are North Bristol, Downtown Bristol, West Windsor, Federal Hill and Forestville.
What are the most popular zip codes in Winsted, CT for renters?
The most popular zip codes in Winsted, CT for renters include 06098, 06790, 06057, 06019 and 06791.
How to Rent a Home