Winsted, CT Homes for Rent

/9
$2,500 Per Month
- 2 Beds
- 1 Bath
- 1,040 Sq Ft
- Townhouse for Rent
188 E Lake St, Winsted, CT 06098

Fully Furnished Top-Floor Retreat with Beautiful Lake Views Enjoy beautiful lake views and easy, turnkey living from the top floor of 188 E Lake Street in Winsted. This fully furnished 2-bedroom, 1-bath rental offers a comfortable, private place to call home with everything you need already in place. The bright and inviting living space takes advantage of the elevated setting and wonderful views

Annie Q Simard

LPT Realty

188 E Lake St, Winsted, CT 06098
Explore Winsted
/34
Starting at $1,800 Plus Fees
- 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

101 Whiting St, Winsted, CT 06098
/4
$1,495 Per Month
- 2 Beds
- 1 Bath
- 856 Sq Ft
- House for Rent
99-101 Elm St, Winsted, CT 06098

Two bedroom, first floor apartment with laundry hook-up in the unit. Washer/dryer can be added for an additional $100 per month. Close to downtown. Off street parking, pets considered. Gas and electric heat. First month, two months security required. Background and credit check done by listing office.

Amanda Balaski

Northwest CT Realty

99-101 Elm 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

13 Wallens St, Winsted, CT 06098
/17
$1,400 Per Month
- 2 Beds
- 1.5 Baths
- 1,100 Sq Ft
- House for Rent
104 Elm St, Winsted, CT 06098

Spacious two-bedroom, 1.5-bath apartment conveniently located close to downtown. The kitchen features a convenient pantry for additional storage and offers direct access to a covered rear porch-perfect for enjoying your morning coffee or relaxing outdoors. The apartment also offers plenty of storage, including dedicated basement storage space and a walk-up attic with additional room for your

Jeffrey Liskin

Northwest CT Realty

104 Elm St, Winsted, CT 06098
/20
Starting at $1,225 Plus Fees
- 1 - 3 Beds
15 Nanni Dr, Winsted, CT 06098

2 Bedroom Townhouse - 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 Bathroom. 2 Private Entrances with Slider Basement includes washer/dryer hookups. Over 1000 square feet of living space with heat and hot water

Litchfield Gardens

15 Nanni Dr, Winsted, CT 06098
/2
$1,495 Per Month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- House for Rent
18 Pratt St Unit 2, Winsted, CT 06098

Two bedroom, second floor apartment with laundry hook-up in the unit. Washer/dryer can be added for an additional $100 per month. Close to downtown. Off street parking, pets considered. Electric heat. First month, two months security required. Background and credit check done by listing office.

Amanda Balaski

Northwest CT Realty

18 Pratt St Unit 2, Winsted, CT 06098
/10
$950

Total Monthly Price
- 4 Beds
- 1 Bath
- 1,254 Sq Ft
- House for Rent
14 Curtice St, Winsted, CT 06098

4-bedroom house with rooms available for rent. Each room is $950 per month. Spacious shared living areas and a full kitchen. A comfortable and peaceful place to call home.

14 Curtice St, Winsted, CT 06098
/4
$1,095 Per Month
- 1 Bed
- 1 Bath
- 500 Sq Ft
- House for Rent
139 N Main St Unit LL, Winsted, CT 06098

Cozy one-bedroom apartment with a practical layout. Features a living room, kitchen, bedroom, and in-unit washer and dryer. Pets considered. First month and 2 months security, if applicable. Credit and background check through Rentspree.

Amanda Balaski

Northwest CT Realty

139 N Main St Unit LL, Winsted, CT 06098
/9
$1,500 Per Month
- 2 Beds
- 2 Baths
- 950 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. Beautiful free standing ranch style homes, 2 bedroom, 2 baths with attached closed porch available. There are 2 houses available at this time for the same price. The other is larger with 2 bedrooms and

Michael Block Building Blocks LLC

936 Main St Unit 14, Winchester, CT 06098
/6
$1,525

Total Monthly Price
- 2 Beds
- 1 Bath
- 1,045 Sq Ft
- Condo for Rent
I 9 Nanni Dr Unit L-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 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 Litchfield

I 9 Nanni Dr Unit L-09, Winchester, CT 06098
/12
$1,195 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
/12
$1,250

Total Monthly Price
- 3 Beds
- 1 Bath
- 964 Sq Ft
- Condo for Rent
15 Thibault Ave Unit 15, Winchester, CT 06098

Available now: recently renovated 3-bedroom, 1-bath apartment in Winsted with new flooring in the kitchen and living spaces, carpeted bedrooms, and a spacious layout. Rent: $1,250/month. Income requirement: 3x rent. Deposit-free option available through Rhino with a $199 lease-signing fee; otherwise security deposit equals two months' rent. Application is free. Monthly pet fee: $75. Minimum

15 Thibault Ave Unit 15, Winchester, CT 06098
/37
$5,000 Per Month
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
- House for Rent
880 W Wakefield Blvd, Winsted, CT 06098

Available Seasonal 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.

Matt Crossen Coldwell Banker Realty

880 W Wakefield Blvd, Winsted, CT 06098
/6
$1,025

Total Monthly Price
- 1 Bed
- 1 Bath
- Condo for Rent
146 Elm St Unit 2, Winchester, CT 06098

Nice size one bedroom one bath apartment with ample closet space. Beautiful hardwood floors-located on second floor off street parking nice yard with porch gas heat and stove-tenant pays all utilities Requirements first months rent and one month security. NO SMOKING Must complete no fee application prior to showing please follow link below: Nice size one bedroom

146 Elm St Unit 2, Winchester, CT 06098
/6
$1,500 Per Month
- 1 Bed
- 1 Bath
- 2,496 Sq Ft
- House for Rent
26 Elm St Unit C, Winchester, CT 06098

Move into this beautifully renovated 1-bedroom, 1-bath apartment, ideally located just half a block from Main Street and within walking distance to great shops and restaurants. Inside, you'll find a thoughtfully updated space with a comfortable, modern feel throughout. The unit is ready for you to settle in without lifting a finger. Rent includes all utilities - gas, electric, water, sewer, and

Rebeca Urbina Century 21 Scala Group

26 Elm St Unit C, Winchester, CT 06098
/8
$1,500 Per Month
- 2 Beds
- 1.5 Baths
- 950 Sq Ft
- Property for Rent
936 Main St Unit 12, Winchester, CT 06098

Recently purchased and re-built manufactured home community in Winsted in final stages of being completed. Beautiful free standing ranch style homes, 2 bedroom with 1 bath and 2 baths available as well as an attached entrance enclosed porch. This is a small manufactured home community. Come see these homes. You can't rent a single-family house as nice as these for the price. As each house has

Michael Block Building Blocks LLC

936 Main St Unit 12, Winchester, CT 06098
/35
$1,950 Per Month
- 2 Beds
- 2 Baths
- 1,289 Sq Ft
- Townhouse for Rent
59 Cook St Unit 7, Winsted, CT 06098

Rarely available 2-story townhouse condo for rent! Start your mornings with coffee on the rear deck with a lake view in the distance. This condo features 2 spacious bedrooms and 2 full bathrooms, including a primary suite with a full bath and shower stall. Enjoy easy-to-maintain laminate flooring throughout. The property offers a private 1-car garage plus 2 additional off-street parking spaces in

Debra Jablonski Berkshire Hathaway NE Prop.

59 Cook St Unit 7, Winsted, CT 06098

Connecticut Litchfield County

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. 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.

Learn more about living in Winsted

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 $1,447 per month, though prices vary by neighborhood, size, and property type. As of September 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 $57,880 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 $1,447 per month in Winsted, CT, renters typically need to show $4,341 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 18.2, 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.

What neighborhoods in Winsted, CT are best for renting a home?

The best neighborhood for renting in Winsted, CT depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include North Bristol and Forestville, each with its own character and price range.

Rental Trends in Winsted, CT

There are currently 18 homes available for rent in Winsted, CT. The median rent is $1,447 per month, with single-family homes renting at $1,495, townhouses at $1,523 and condos at $1,238.

Rental Home Trends

Number of Homes for Rent 18	Median Rent $1,447
Median Single Family Home Rent $1,495	Median Townhouse Rent $1,523
Median Condo Rent $1,238

How to Rent a Home

Rentals in Winsted

Homes for Rent by Bedrooms in Winsted

Rentals by Price in Winsted

More About Living in Winsted

Homes for Rent in Nearby Neighborhoods

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