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Newest Homes for Rent in Winsted, CT

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  • /6

    $1,475

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,045 Sq Ft
    • 2 Bedroom Townhouse Apartment

    I 9 Nanni Dr Unit F-09, Winchester, CT 06098

    Nestled in the Hills of Litchfield County, our Large Town Homes Offer:• Updated eat in kitchen with dishwasher and modern flooring. • Spacious bedrooms with new six panel doors and sliders.• Remodeled Kitchen and Bathroom.• Private Entrances with Slider to backyard • Over 1000 square feet of living space with heat and hot water included.Please come see why at

    I 9 Nanni Dr Unit F-09, Winchester, CT 06098
  • /9

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Property for Rent

    936 Main St Unit 14, Winchester, CT 06098

    Recently purchased and re-built manufactured home community in Winsted in final stages of being completed. The entrance to the property is being worked on now with 3 new homes to be put in front. The property will look much nicer when completed. This is the final phase. Beautiful free standing ranch style homes, 2 bedroom, 2 baths with attached closed porch available. There are 2 houses available

    Michael Block Building Blocks LLC

    936 Main St Unit 14, Winchester, CT 06098
  • /7

    $1,095 Plus Fees

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    92 Oakdale Ave Unit 3, Winchester, CT 06098

    Property Id: 2510661WINSTEDOne Bedroom "Garden Style" apartment. Set on 2.5 beautiful country acres. Private & secluded in quiet residential neighborhood.Living room with glass slider leading to lovely private deck and stone walls. Nature at its best.Cute Kitchen with striking tiled back-splash and tiled floor with range and refrigerator.Tiled

    (860) 782-6375

    92 Oakdale Ave Unit 3, Winchester, CT 06098
  • /10

    $1,300 Per Month

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

    267 Rockwell St Unit 1st fl, Winsted, CT 06098

    Ground level 1 bedroom 1 bath unit. Walking distance to Highland Lake. Laundry hookups in the unit. No Pets No Smoking, Credit, background, eviction checks, 1st month rent, 2 months security deposit.

    Diane Carroll The Washington Agency

    267 Rockwell St Unit 1st fl, Winsted, CT 06098
  • /16

    $1,400 Per Month

    • 2 Beds
    • 1 Bath
    • 3,591 Sq Ft
    • House for Rent

    165 Elm St Unit 3, Winsted, CT 06098

    Fully renovated 2 bedroom apt. New kitchen with soft close hard wood cabinetry. Airy, spacious and light filled living room with vaulted ceilings. Both bedrooms with hardwood flooring throughout... washer/dryer hookups in unit are provided. One months rent and one month security is required. Available for immediate occupancy. Off street parking space. Winsted is a dynamic town just a 12 minute

    Agent Photo

    Matthew Egan

    Regency Real Estate, LLC

    (860) 453-5206

    165 Elm St Unit 3, Winsted, CT 06098
  • /6

    $1,295 Per Month

    • 1 Bed
    • 1 Bath
    • 2,031 Sq Ft
    • House for Rent

    25 Lake St, Winsted, CT 06098

    Totally renovated one bedroom apartment with a new bathroom and new flooring throughout. Washer/dryer can be added for an additional $75 per month. Pets considered. Easy access to to shopping, restaurants, and college. First month and two months security and minimum credit score required.

    Agent Photo

    Amanda Balaski

    Northwest CT Realty

    (860) 891-6046

    25 Lake St, Winsted, CT 06098
  • /14

    $900 Per Month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Apartment for Rent

    277 N Main St Unit 3, Winsted, CT 06098

    Second-floor apartment available in a convenient Winsted location, close to local shops, dining, and everyday amenities. This freshly painted unit offers a bright, open living space with an efficient layout, along with an in-wall A/C unit for added comfort. The kitchen provides ample cabinet storage, and the unit is complemented by a clean, well-maintained bath. Enjoy the convenience of on-site

    Ryan Marconi The Washington Agency

    277 N Main St Unit 3, Winsted, CT 06098
  • /13

    $1,365 Per Month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Apartment for Rent

    20-22 Allen St Unit 2nd flr rs, Winchester, CT 06098

    Efficient Pet Friendly 1 bedroom (second floor) rental available. Clean and bright. Private rear covered porch, gas range stainless refrigerator stackable washer and dryer provided for convenience. Trash and recycling included, only one off street parking space. Hardwood floors. Close to NWCC, shopping, restaurants, Highland Lake etc. Clean bright quiet and secure building. Gas and heat and hot

    Suzie Larson Turning Point Realty, LLC

    20-22 Allen St Unit 2nd flr rs, Winchester, CT 06098
  • /22

    $2,200 Per Month

    • 3 Beds
    • 1 Bath
    • 1,042 Sq Ft
    • House for Rent

    34 Rock St, Winsted, CT 06098

    Lovely Colonial home for rent recently remodeled, with large sun filled open concept living room, and separate dining area off of the beautiful fully equipped kitchen. Spacious carpeted mud room with ample room for coats, boots, and backpacks. Wood floors throughout home. Three bedrooms on second floor with nice views. Energy efficient gas heat. Large deck in rear overlooking back yard for

    Terry Cubeddu Ameristar Royal Realty LLC

    34 Rock St, Winsted, CT 06098
  • /7

    $1,350 Per Month

    • 2 Beds
    • 1 Bath
    • 1,250 Sq Ft
    • House for Rent

    5 Brookside Ave, Winsted, CT 06098

    Large 2br apartment, gas heating, washer and dryer included and in unit. Certain pets allowed with extra pet deposit. Near Gilbert Highschool. 2 months security deposit required and background check. Priced to rent quickly.

    Mark Digalbro Mark DiGalbo Realty LLC

    5 Brookside Ave, Winsted, CT 06098
  • /5

    $1,000 Per Month

    • 2 Beds
    • 1 Bath
    • 4,668 Sq Ft
    • Apartment for Rent

    440 Main St Unit B, Winchester, CT 06098

    Second Floor two Bedroom room apartment set in town. Convenient to stores, restaurants and medical facility.

    Linda Ganem Borla & Associates Real Estate

    440 Main St Unit B, Winchester, CT 06098
  • /11

    $850 Per Month

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

    40 High St, Winsted, CT 06098

    This one bedroom is very tiny, it is approximately 400 square feet. Large kitchen and a living room. Low cost to heat and cool. Brand new kitchen floor. Washer and dryer.

    Alan Hill eXp Realty

    40 High St, Winsted, CT 06098
  • /37

    $2,450 Per Month

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    91 Williams Ave, Winsted, CT 06098

    Welcome to this beautifully remodeled and spacious 3-bedroom, 2 full bathroom home in the heart of Winchester. Featuring hardwood floors throughout both the first and second levels, this home offers a warm and inviting layout with an eat-in kitchen that has a center island perfect for everyday living. Enjoy the convenience of a separate laundry room-washer and dryer included, high-efficiency gas

    Suzie Larson Turning Point Realty, LLC

    91 Williams Ave, Winsted, CT 06098
  • /10

    Starting at $1,450 Plus Fees

    • 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

    Litchfield Heights

    (860) 909-8188

    15 Mountain View Terrace, Winsted, CT 06098
  • /37

    $4,000 Per Month

    • 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
  • /34

    Starting at $1,500 Plus Fees

    • 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

    Mill at Still River

    (860) 744-5205

    101 Whiting St, Winsted, CT 06098
  • /20

    Starting at $1,150 Plus Fees

    • 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

    Gilbert Clock Apartments

    (959) 335-6388

    13 Wallens St, Winsted, CT 06098

Frequently Asked Questions

How much does it cost to rent a home in Winsted, CT?
The median rent for a home in Winsted, CT is $1,350 per month, though prices vary by neighborhood, size, and property type. As of May 2026, condos tend to be the most affordable option while single-family homes and townhouses are currently more expensive.
How much do you need to make to afford rent in Winsted, CT?
To comfortably afford the median rent in Winsted, CT, a household needs to earn roughly $54,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $1,350 per month in Winsted, CT, renters typically need to show $4,050 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Winsted, CT?
In Winsted, CT, the price-to-rent ratio is 18.5, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

Rental Home Trends in Winsted, CT

Rental Home Trends

Number of Homes for Rent
17
Median Rent
$1,350
Median Single Family Home Rent
$1,473
Median Townhouse Rent
$1,485
Median Condo Rent
$1,175
How to Rent a Home