Zumper

Apartments for Rent in Winchester, CT

Average rent

$1,185
increased by3%

Track prices

Rent calculator

What can I afford?

All rentals

15 Mountain View Terrace - Photo 1 of 1

15h ago

8.3

Very good

15 Mountain View Terrace

15 Mountain View Ter, Winsted, CT 06098

Dishwasher

2 beds

1 bath

$1,495

The price shown reflects a 12-month lease. Fees may apply.

Apartment for rent

Spacious Townhomes with Modern Upgrades Awaits!

Nestled in the scenic Hills of Litchfield County, these large townhomes feature an updated eat-in kitchen, spacious bedrooms, and a remodeled bathroom. With private entrances and walk-out basements, each unit offers over 1150 square feet of living space, with heat and hot water included. Enjoy the convenience of washer/dryer hookups and new six-panel doors. Experience the signature service at this community!

53 Park Place - Photo 1 of 1

1d ago

8.8

Very good

53 Park Place

53 Park Pl, Winsted, CT 06098

2 beds

1 bath

$1,400

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.

Apartment for rent

Bright & Cozy Retreat in a Restored Home

This charming one-bedroom apartment features a beautifully renovated kitchen with stainless steel appliances and a chic new bathroom. Enjoy abundant natural light from new windows and plenty of storage with walk-in closets. Centrally located, this pet-friendly unit includes heat and has a no-smoking policy for a refreshing atmosphere. Property management ensures snow removal and mowing, making life easy and convenient!

10 Bridge Street Bld 2 - Photo 1 of 1

3d ago

8.6

Very good

10 Bridge Street Bld 2

10 Bridge St Ste 2, Winsted, CT 06098

Air conditioning

Studio

-1 baths

$500–$600

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.

Apartment for rent

Creative Office Space with All-Inclusive Perks

10 Bridge Street Bld 2 offers a charming office space perfect for an art studio or workspace at Mad River Lofts in Winsted, CT. Enjoy free WiFi, all utilities included, and 24-hour building access, complete with a common room kitchenette. Embrace a flexible, convenient, and inspiring environment for your professional needs.

58 Main Street - Photo 1 of 1

3d ago

8.4

Very good

58 Main Street

58/60 Main Street, Winsted, CT 06098

1 bed

1 bath

$1,075

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.

Apartment for rent

Renovated Downtown Living with Convenience & Comfort

Recently renovated, this pet-friendly one-bedroom apartment is perfect for downtown living in Winsted. With heat and hot water included, it features beautiful hardwood floors. Residents enjoy easy access to Route 8, Route 44, and within walking distance of shops, restaurants, parks, and college. A no-cost application is required prior to scheduling viewings. Embrace a vibrant lifestyle in a community brimming with amenities!

5 Elm Street - Photo 1 of 1

4d ago

8.4

Very good

5 Elm Street

5 Elm St, Winsted, CT 06098

On-site laundry | Elevator

1 bed

1 bath

$1,175

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.

Apartment for rent

Bright & Convenient Living Close to Everything

This sunny one-bedroom apartment offers comfort with included heat and hot water. The pet-friendly residence features an elevator, onsite laundry, and off-street parking. Located within walking distance of shops, restaurants, and local schools, commuting is easy with quick access to Routes 44 and 8. Smoking is not permitted, ensuring a fresh living environment. Applications can be completed online—experience the convenience and brightness of this inviting space!

100 Lake Street - Photo 1 of 1

5d+ ago

8.3

Very good

100 Lake Street

100 LakeStreet, Winsted, CT 06098

1 bed

1 bath

$950

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.

Apartment for rent

Cozy Convenience Steps from Highland Lake

Residents of 100 Lake Street enjoy a cozy third-floor one-bedroom apartment with an extra room for flexible living. This pet-friendly home features gas heating and a gas stove, with on-site laundry facilities available. A short walk leads to beautiful Highland Lake, and easy access to Route 8 and Route 44 makes commuting a breeze. Off-street parking is available, ensuring convenience in a welcoming community. Perfect for those wanting comfort and connection to nature!

103/103.5 Prospect Street - Photo 1 of 1

5d+ ago

8.3

Very good

103/103.5 Prospect Street

1035 103/103.5 Prospect Street, Winsted, CT 06098

2 beds

1 bath

$1,275

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.

Apartment for rent

Modern Living Steps from Downtown Winsted Excitement

Residents of 103/103.5 Prospect Street enjoy a newly renovated 2-bedroom apartment within walking distance to local shops, schools, and restaurants. This inviting home features both gas and electric heat, plus convenient off-street parking for one vehicle. An online tenant portal simplifies maintenance requests and rent payments. Experience the vibrant lifestyle of Winsted just outside your door!

398 Main St #38 - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

5 Elm Street - 38

398 Main St #38, Winsted, CT 06098

On-site laundry | Elevator

1 bed

1 bath

$1,175

The price shown reflects a 12-month lease. Fees may apply.

Apartment for rent

Available Feb 1

Cozy Historic Apartment near Downtown Charm

This inviting one-bedroom apartment in a historic downtown building offers a blend of comfort and convenience. Enjoy the benefit of heat and hot water included, along with easy access to local theaters, restaurants, and shops. Residents appreciate the onsite laundry and elevator, making daily life simpler. With online rent payment and maintenance, this apartment provides a hassle-free living experience in a prime location.

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
38 Rock St #3 - Photo 1 of 1

5d+ ago

House for rent in Winsted

38 Rock Street - 3

38 Rock St #3, Winsted, CT 06098

Balcony | Hardwood floor

2 beds

1 bath

$1,200

The price shown reflects a 12-month lease. Fees may apply.

House for rent

Available Nov 15

Cozy 2-Bed Carriage House with Private Balcony

Enjoy comfort in this charming 2-bedroom carriage house featuring newly refurbished wood floors and a private balcony, perfect for relaxation. Off-street parking included, and all utilities covered by the tenant, with owner maintaining snow removal. This pet-friendly home is situated on a quiet street, providing a peaceful retreat for its residents. A no-fee online application is required for showing.

11 Fairview Ave #4 - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

11 Fairview Avenue - 4

11 Fairview Ave #4, Winsted, CT 06098

2 beds

1 bath

$1,175

The price shown reflects a 12-month lease. Fees may apply.

Apartment for rent

Available Jan 1

Bright & Airy 2-Bedroom Apartment with Deck

This charming third-floor apartment features newly refinished hardwood floors throughout its inviting living space and bedrooms. Enjoy outdoor dining on the covered deck and the convenience of available parking. Located within walking distance to schools, theaters, restaurants, and shops, this home offers easy access to daily needs. Gas heat and hot water ensure comfort, and tenants handle all utilities. Pet-friendly policy available on a case-by-case basis.

Advertisement

Find rentals with popular amenities

Air Conditioning

Hardwood Floor

Elevator

On-Site Laundry

100 LakeStreet - 9 #9 - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

100 Lake Street - 9

100 LakeStreet - 9 #9, Winsted, CT 06098

Hardwood floor

1 bed

1 bath

$950

The price shown reflects a 12-month lease. Fees may apply.

Apartment for rent

Available Dec 1

Cozy 1-Bed Apartment with Bonus Room & Utilities Included

This charming third-floor apartment features 1 bedroom and an additional room for flexible use, perfect for a cozy living space or office. Enjoy gas heating and a gas stove, with laundry facilities on-site. Just a stroll away from Highland Lake, it offers convenient access to major routes. Pet-friendly with a one-time fee, this apartment balances comfort and accessibility, making it a welcoming place to call home. Off-street parking is also available.

2 103/103.5 Prospect Street - 2 #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

103/103.5 Prospect Street - 2

2 103/103.5 Prospect Street - 2 #2, Winsted, CT 06098

2 beds

1 bath

$1,275

The price shown reflects a 12-month lease. Fees may apply.

Apartment for rent

Available Dec 1

Newly Renovated 2-Bedroom Apartment Near Downtown

This newly renovated 2-bedroom apartment is conveniently located within walking distance to downtown Winsted's shops, schools, and restaurants. Enjoy the comfort of gas/electric heating and off-street parking for one vehicle. An online tenant portal provides easy access for maintenance requests and rent payments. A smoke-free environment adds to the appeal of this inviting space, making it perfect for those seeking modern living in a vibrant community.

22 Upson Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

22 Upson Ave, Winsted, CT 06098

Hardwood floor | Fireplace | High ceilings

2 beds

1 bath

$1,500

The price shown reflects a 12-month lease. Fees may apply.

Apartment for rent

Charming First-Floor Apartment with Modern Flair

Embrace classic charm in this spacious first-floor apartment featuring 2 bedrooms and 1 bath within 1,199 sq ft. Gleaming hardwood floors and high ceilings enhance the inviting atmosphere. An updated kitchen complements the fresh paint and beautiful woodwork throughout. Ideally situated near downtown, enjoy convenient access to shopping, dining, and commuting routes, making this the perfect blend of comfort and convenience.

101 Whiting St #H - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

101 Whiting St #H, Winsted, CT 06098

On-site laundry | High ceilings

1 bed

0 baths

$1,500

The price shown reflects a 12-month lease. Fees may apply.

Apartment for rent

Available Apr 3

Charming Mill Living with Scenic River Views

Experience the unique charm of this turn-of-the-century apartment featuring stunning exposed wood beams, 10-foot ceilings, and oversized industrial windows. This bright unit overlooks the serene Still River, offering a blend of comfort and nature right at your doorstep. Community amenities include convenient same-floor laundry and private parking. Enjoy a welcoming, smoke-free environment in one of the best spots in Winsted, CT.

Showing 1 - 14 of 14 results

Be the first to know when new places hit the market in this area.

Home > Apartments in Winchester
Updated: January 27, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winchester, and more.

Apartment rentals New Haven, CT FAQ

What is the average size of an apartment in New Haven, CT?

The average size of a 1 bedroom apartment rental in New Haven is 91 square feet. The average size of a 2 bedroom apartment rental in New Haven is 551 square feet. The average size of a 3 bedroom apartment rental in New Haven is 1557 square feet.

Can I afford an apartment for rent in New Haven, CT?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about New Haven average rent prices.

Looking for an apartment in ?

🔑Available apartment rentals25
💰Best rent deal10 Bridge St Ste 2
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos