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Apartments for Rent in Winchester, CT

Average rent

$1,135
increased by12%

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279 North Main Street #7 - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

Air conditioning | On-site laundry | Hardwood floor

1 bed

1 bath

$875

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

Apartment for rent

Available Mar 18

Cozy Modern Apartment with Unique Floor Plan

This charming 1-bedroom, 1-bath apartment offers a bright and efficient layout, maximizing space while providing comfort. Enjoy the fresh ambiance with hardwood floors and ample closet space. Situated in a well-maintained 8-unit building, on-site laundry makes life easy. Conveniently located near shopping, dining, and highways, it’s perfect for professionals seeking a hassle-free lifestyle in a welcoming community.

10 Bridge Street Bld 2 - Photo 1 of 1

2h 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

2h 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!

58 Prospect Street - Photo 1 of 1

1d ago

8.1

Very good

58 Prospect Street

58 Prospect St, Winsted, CT 06098

Studio–1 bed

1 bath

$800–$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 River Views with Modern Comforts

Residents of 58 Prospect Street enjoy a charming one-bedroom apartment featuring an updated kitchen and bathroom with stainless steel appliances. A private deck offers breathtaking river views, while nearby walking paths make it perfect for outdoor enthusiasts. Conveniently located near downtown shops and restaurants, with easy access to routes 8 and 44, this pet-friendly unit includes off-street parking and plenty of storage. A one-year lease is required to start this serene living experience.

450 Main Street - Photo 1 of 1

2d ago

8.3

Very good

450 Main Street

450 Main St, Winsted, CT 06098

On-site laundry

1–2 beds

1 bath

$925–$975

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

Apartment for rent

Prime Commercial Space with High Visibility

450 Main Street offers a spacious 650 sq ft commercial unit in the heart of Winchester, perfect for a boutique or professional office. This highly visible location features large front windows and is surrounded by vibrant shopping, dining, and community events. Boasting excellent foot traffic and affordable rent at $650 per month, it's an unbeatable opportunity to establish a business in a thriving downtown district. Don’t let this rare chance slip away!

130 Meadow Street - Photo 1 of 1

3d ago

8.4

Very good

130 Meadow Street

130 Meadow St, Winsted, CT 06098

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

Spacious, Sunny Apartment with Modern Charm

Nestled in a quiet area, this bright 2-bedroom apartment in Winsted offers a tranquil living space with heat and hot water included. Enjoy newly refurbished hardwood floors and a modern kitchen with unique built-in storage. Benefit from off-street parking and an on-site laundry room. Make rent and maintenance requests easy with the online portal. Pets welcome (conditions apply). Smoke-free living in a peaceful setting!

880 W Wakefield Blvd - Photo 1 of 1

5d+ ago

House for rent in Winsted

880 W Wakefield Blvd, Winsted, CT 06098

In-unit laundry | Air conditioning | Assigned parking

3 beds

2 baths

$4,000

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

House for rent

Charming Home with Spacious Bedrooms & Comfort Features

This inviting 3-bedroom, 2-bathroom home spans 1,356 sq. ft. and offers a cozy atmosphere in a peaceful neighborhood. Features include central heating and air conditioning, alongside ceiling fans for year-round comfort. Enjoy modern conveniences like in-unit laundry and a well-designed kitchen. Just moments away from parks and local attractions, this pet-friendly property is a great place to settle down and enjoy comfortable living.

22 Upson Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

22 Upson Ave, Winsted, CT 06098

Hardwood floor | 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.

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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.

Find rentals with popular amenities

Elevator

Air Conditioning

On-Site Laundry

Assigned Parking

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Home > Apartments in Winchester
Updated: March 14, 2026

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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 169 square feet. The average size of a 2 bedroom apartment rental in New Haven is 337 square feet. The average size of a 3 bedroom apartment rental in New Haven is 1319 square feet.

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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.

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🔑Available apartment rentals22
💰Best rent deal10 Bridge St Ste 2
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos