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Apartments for Rent in Winchester, CT

Average rent

$1,275
decreased by2%

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11 Nanni Drive - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

2 beds

1 bath

$1,450

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

Apartment for rent

Spacious Two-Bedroom Townhome with Private Yard

Experience comfortable living in this updated 2-bedroom, 1-bath apartment featuring over 1,000 sq. ft. of space. Enjoy an eat-in kitchen with modern flooring and a remodeled bathroom. Private entrances and sliders lead to a backyard oasis, while heat and hot water are included for your convenience. Perfectly pet-friendly, this residence offers the charm of Litchfield County living.

450 Main Street - Photo 1 of 1

4h ago

8.1

Very good

450 Main Street

450 Main St, Winsted, CT 06098

On-site laundry

Studio

1 bath

$650

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed 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!

58 Prospect Street - Photo 1 of 1

2d ago

8.5

Very good

58 Prospect Street

58 Prospect Street, Winsted, CT 06098

1 bed

1 bath

$1,000

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

Apartment for rent

Freshly Painted Apartment Near Scenic Trails

This freshly painted one-bedroom apartment offers a cozy eat-in kitchen with ample storage, just steps from a walking trail. Off-street parking is available for one vehicle, with easy access to Rte 8 and 44. Enjoy the convenience of being within walking distance to downtown Winsted's shops, restaurants, and theater. Non-smoking unit with utilities paid by the tenant, except for water, sewer, and snow removal. A perfect blend of comfort and accessibility!

2 Prospect Street #2 - Photo 1 of 1

2d ago

Apartment for rent in Winsted

103/103.5 Prospect Street - 2

2 Prospect Street #2, Winsted, CT 06098

2 beds

1 bath

$1,275

The price shown is for 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.

130 Meadow Street - Photo 1 of 1

2d ago

8.4

Very good

130 Meadow Street

130 Meadow Street, Winsted, CT 06098

1 bed

1 bath

$1,175

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed 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!

15 Mountain View Terrace - Photo 1 of 1

3d ago

8.3

Very good

15 Mountain View Terrace

15 Mountain View Terrace, Winsted, CT 06098

Dishwasher

2 beds

1 bath

$1,495

The price shown is for 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!

10 Bridge Street Bld 2 - Photo 1 of 1

5d+ 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 is for a 12-month lease and includes base rent plus any required monthly fees listed 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

5d+ ago

8.1

Very good

58 Main Street

58/60 Main Street, Winsted, CT 06098

1 bed

1 bath

$1,075

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed 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!

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38 Rock Street #3 - Photo 1 of 1

5d+ ago

House for rent in Winsted

38 Rock Street - 3

38 Rock Street #3, Winsted, CT 06098

Balcony | Hardwood floor

2 beds

1 bath

$1,275

The price shown is for 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.

6971 Upson Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

6971 Upson Ave, Winsted, CT 06098

In-unit laundry | Air conditioning | Assigned parking

3 beds

1 bath

$1,950

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

Apartment for rent

Charming 3-Bed Apartment with Modern Comforts

This inviting 3-bedroom, 1-bath apartment offers a spacious 1,470 sq ft of living space, featuring modern central heating and cooling. Enjoy cool breezes from ceiling fans in every room. With in-unit laundry and dedicated parking, convenience is at your fingertips. Located in a friendly community, you'll be close to local amenities, ensuring a delightful rental experience. Utilities are not included, allowing flexibility in service management.

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Find rentals with popular amenities

High Ceilings

Hardwood Floor

On-Site Laundry

Air Conditioning

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 is for 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.

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 is for 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.

5d+ ago

Apartment for rent in Winsted

Apartment, Multi-family Rental - Winchester, CT

217 North Main Street #2, Winsted, CT 06098

2 beds

1 bath

$1,250

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

Apartment for rent

Renovated First Floor Apartment with Flexible Space

This charming 2-bedroom apartment features recent renovations, including new flooring, fresh paint, and modern appliances. An additional room offers versatility as a second bedroom or home office. Enjoy a shared covered front porch and a private, set-back driveway. With an approximate 600 sq ft of comfortable living space, this unit blends convenience and modern comfort in a serene setting. Tenants are responsible for all utilities except water and sewer.

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Home > Apartments in Winchester
Updated: December 12, 2025

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Apartment rentals Yonkers, NY FAQ

What is the average size of an apartment in Yonkers, NY?

The average size of a 2 bedroom apartment rental in Yonkers is 1222 square feet. The average size of a 3 bedroom apartment rental in Yonkers is 969 square feet.

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💰Best rent deal10 Bridge St Ste 2
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