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Apartments for Rent in Winchester, CT

Average rent

$2,300

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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 Apr 8

277 N Main St #3 - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

APARTMENT - Winchester, CT

277 N Main St #3, Winsted, CT 06098

Air conditioning | On-site laundry | Assigned parking

1 bed

1 bath

$900

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

Apartment for rent

440 Main St #B - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

APARTMENT - Winchester, CT

440 Main St #B, Winsted, CT 06098

2 beds

1 bath

$1,200

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

Apartment for rent

27 Dilliston Rd - Photo 1 of 1

5d+ ago

House for rent in New Hartford

SINGLE_FAMILY - New Hartford, CT

27 Dilliston Rd, New Hartford, CT 06057

In-unit laundry | Furnished

2 beds

1 bath

$1,120

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

House for rent

5 Niles Rd - Photo 1 of 1

5d+ ago

House for rent in New Hartford

SINGLE_FAMILY - New Hartford, CT

5 Niles Rd, New Hartford, CT 06057

In-unit laundry | Garage parking | Hardwood floor

2 beds

1 bath

$2,100

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

House for rent

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

$1,250

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

Apartment for rent

Nearby rental good for eco-living

Nearby rental good for pet owners

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

100 LakeStreet - 11 #11 - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

100 Lake Street - 11

100 LakeStreet - 11 #11, Winsted, CT 06098

1 bed

1 bath

$975

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

Apartment for rent

Available May 1

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HEAT & HOT WATER INCLUDED - Photo 1 of 1

5d+ ago

8.5

Very good

HEAT & HOT WATER INCLUDED

11-13 Meeting House Rd, Barkhamsted, CT 06063

Central heat | Dishwasher

1 bed

1 bath

$1,300

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

Apartment for rent

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

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426 Main Street - Photo 1 of 1

5d+ ago

8.3

Very good

426 Main Street

420 Main St, Winsted, CT 06098

2 beds

1 bath

$1,375

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

Apartment for rent

450 Main Street - Photo 1 of 1

4d ago

7.7

Very good

450 Main Street

450 Main St, Winsted, CT 06098

On-site laundry

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

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

$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

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

Find sweet deals near Winchester

These rentals are 10%-30% cheaper than the local average price for similar rentals.

Listings within 10 miles
41 Maple Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Norfolk

MULTI_FAMILY - Norfolk, CT

41 Maple Ave, Norfolk, CT 06058

On-site laundry | Storage

2 beds

1 bath

$1,800

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

Apartment for rent

45 Hoppen Rd - Photo 1 of 1

5d+ ago

House for rent in New Hartford

45 Hoppen Rd, New Hartford, CT 06057

In-unit laundry | Assigned parking | Dishwasher

1 bed

2 baths

$3,975

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

House for rent

45 Hoppen Rd - Photo 1 of 1

5d+ ago

Apartment for rent in New Hartford

Studio

1 bath

$3,950

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

Apartment for rent

104 Sunset Ridge Rd - Photo 1 of 1

5d+ ago

House for rent in Norfolk

SINGLE_FAMILY - Norfolk, CT

104 Sunset Ridge Rd, Norfolk, CT 06058

In-unit laundry | Furnished | Garage parking

3 beds

2 baths

$3,150

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

House for rent

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537A Main St #537A - Photo 1 of 1

5d+ ago

Apartment for rent in New Hartford

office/retail space for rent 537A Main St New Hartford, Conn

537A Main St #537A, New Hartford, CT 06057

Balcony | Hardwood floor | Fireplace

Studio

0.5 baths

$1,100

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 1

363 Main St - Photo 1 of 1

1d ago

8.5

Very good

363 Main St

363 Main St, New Hartford, CT 06057

1 bed

1 bath

$1,395

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

Apartment for rent

Listings within 20 miles
1 Burlington Road - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1 Burlington Road, Farmington, CT 06085

In-unit laundry | Garage parking | On-site laundry

3 beds

2 baths

$3,250

$3,100

Price drop

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

House for rent

Available Mar 30

41 Cherry Hill Rd - Photo 1 of 1

3h ago

House for rent in West Cornwall

41 Cherry Hill Rd, West Cornwall, CT 06796

In-unit laundry | Air conditioning | Swimming pool

4 beds

2.5 baths

$16,000

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

House for rent

78 Woodchuck Hill Rd - Photo 1 of 1

4h ago

House for rent in West Simsbury

78 Woodchuck Hill Rd, West Simsbury, CT 06092

In-unit laundry | Furnished | Garage parking

2 beds

2 baths

$2,200

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

House for rent

Available Apr 27

387 South St - Photo 1 of 1

4d ago

Apartment for rent in Litchfield

MULTI_FAMILY - Litchfield, CT

387 South St, Litchfield, CT 06759

Dishwasher

1 bed

1 bath

$1,400

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

Apartment for rent

81 Torrington Ave #5 - Photo 1 of 1

5d+ ago

Apartment for rent in Collinsville

81 Torrington Ave #5, Collinsville, CT 06019

On-site laundry

2 beds

1 bath

$1,600

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

Apartment for rent

Available May 5

Showing 1 - 25 of 25 results
Home > Apartments in Winchester
Updated: April 28, 2026

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Learn more about renting in Winchester, CT

Local insights: What it's like to live in Winchester, CT

Daily life in Winchester, CT has a relaxed vibe that residents appreciate, with plenty of outdoor spaces and local parks for leisurely strolls or family outings. The sense of safety is often highlighted, making it a suitable choice for families. People enjoy the local amenities, especially the small-town shops and eateries. However, some residents express frustration over limited public transportation and the availability of nightlife options, which can make the town feel a bit quiet after dark. Overall, it’s seen as a decent place for those looking for a slower pace and access to nature.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Apartment rentals Winchester, CT FAQ

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

The average size of a 1 bedroom apartment rental in Winchester is 939 square feet. The average size of a 2 bedroom apartment rental in Winchester is 1167 square feet. The average size of a 3 bedroom apartment rental in Winchester is 1868 square feet.

Can I afford an apartment for rent in Winchester, 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 Winchester average rent prices.

Looking for apartments in Winchester, CT near you?

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