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Apartments for Rent in Winchester, CT

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15 Mountain View Terrace - Photo 1 of 1

1d ago

8.5

Very good

15 Mountain View Terrace

15 Mountain View Ter, Winsted, CT 06098

Dishwasher

2 beds

1 bath

$1,595

The price shown reflects a 12-month lease. Fees may apply.
G07 Nanni Dr - Photo 1 of 1

1d ago

Apartment for rent in Winsted

2 beds

1 bath

$1,525

The price shown reflects a 12-month lease. Fees may apply.
489 Greenwoods Rd - Photo 1 of 1

5d+ ago

House for rent in Torrington

Residential Rental, Raised Ranch, Torrington, CT

489 Greenwoods Rd, Torrington, CT 06790

In-unit laundry | Garage parking | Fitness center

2 beds

1.5 baths

$1,900

The price shown reflects a 12-month lease. Fees may apply.
140 Tall Tree Ln - Photo 1 of 1

5d+ ago

House for rent in Torrington

Updated 3-Bed Home on East Side - Mini-Splits, Heated Garage

140 Tall Tree Ln, Torrington, CT 06790

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

3 beds

1.5 baths

$2,950

$2,800

Price drop

The price shown reflects a 12-month lease. Fees may apply.
146 Elm St #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

146 Elm Street - 2

146 Elm St #2, Winsted, CT 06098

Hardwood floor

1 bed

1 bath

$1,025

The price shown reflects a 12-month lease. Fees may apply.
290 Cliffside Dr #290 - Photo 1 of 1

5d+ ago

Townhouse for rent in Torrington

Residential Rental, Townhouse, Torrington, CT

290 Cliffside Dr #290, Torrington, CT 06790

In-unit laundry | Garage parking | Fitness center

2 beds

2.5 baths

$2,500

The price shown reflects a 12-month lease. Fees may apply.
398 Main St #11 - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

5 Elm Street - 11

398 Main St #11, Winsted, CT 06098

On-site laundry | Elevator

2 beds

1 bath

$1,375

The price shown reflects a 12-month lease. Fees may apply.
L09 Nanni Dr - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

L09 Nanni Dr, Winsted, CT 06098

2 beds

1 bath

$1,525

The price shown reflects a 12-month lease. Fees may apply.
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267 Rockwell St #1stFL - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

Residential Rental, Ranch, Winchester, CT

267 Rockwell St #1stFL, Winsted, CT 06098

On-site laundry

1 bed

1 bath

$1,195

The price shown reflects a 12-month lease. Fees may apply.
27 Dilliston Rd - Photo 1 of 1

3d ago

House for rent in New Hartford

Residential Rental, Cottage, New Hartford, CT

27 Dilliston Rd, New Hartford, CT 06057

In-unit laundry | Furnished | Outdoor space

2 beds

1 bath

$1,400

The price shown reflects a 12-month lease. Fees may apply.
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Horne Ave - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

Horne Ave, Winsted, CT 06098

1 bed

1 bath

$1,265

The price shown reflects a 12-month lease. Fees may apply.
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.
15 Thibault Ave #15 - Photo 1 of 1

5d+ ago

Apartment for rent in Winsted

15-19 Thibault Ave - 15

15 Thibault Ave #15, Winsted, CT 06098

3 beds

1 bath

$1,250

The price shown reflects a 12-month lease. Fees may apply.
91 Elm St #1 - Photo 1 of 1

4d ago

Apartment for rent in Winsted

91 -93 Elm Street - 1

91 Elm St #1, Winsted, CT 06098

On-site laundry | Balcony | Hardwood floor

2 beds

1 bath

$1,300

The price shown reflects a 12-month lease. Fees may apply.
58 Main Street - Photo 1 of 1

17h ago

8.1

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.
Gilbert Clock Apartments - Photo 1 of 1

1d ago

8.3

Very good

Gilbert Clock Apartments

13 Wallens St, Winsted, CT 06098

On-site laundry | Free parking

Studio–2 beds

1 bath

$1,150–$1,250

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

Find sweet deals near Winchester

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

$1,250

Winsted

$1,300

Winsted

$1,250

Winsted

4d ago

8.6

Very good

5 Elm Street

5 Elm St, Winsted, CT 06098

On-site laundry | Elevator

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.
10 Bridge Street Bld 2 - Photo 1 of 1

17h 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.
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Listings within 10 miles
48 Old Middle St #1 - Photo 1 of 1

1d ago

Condo for rent in Goshen

48 Old Middle St #1, Goshen, CT 06756

In-unit laundry | Furnished | Garage parking

2 beds

1.5 baths

$3,625

The price shown reflects a 12-month lease. Fees may apply.
506 Main St - Photo 1 of 1

5d+ ago

Apartment for rent in New Hartford

506 Main St, New Hartford, CT 06057

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

3 beds

1.5 baths

$2,800

The price shown reflects a 12-month lease. Fees may apply.
162 Red Mountain Ave #2 - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$1,425 - 2 Bedroom 1 Bathroom Apartment In Torrington With Great Amenities

162 Red Mountain Ave #2, Torrington, CT 06790

In-unit laundry | Balcony | Assigned parking

2 beds

1 bath

$1,425

The price shown reflects a 12-month lease and includes base rent plus all required monthly fees provided by the property.
393 Riverside Ave #2 - Photo 1 of 1

5d+ ago

Apartment for rent in Torrington

Residential Rental, Apartment, Torrington, CT

393 Riverside Ave #2, Torrington, CT 06790

2 beds

1 bath

$1,350

The price shown reflects a 12-month lease. Fees may apply.
475 Prospect St #2ndFL - Photo 1 of 1

1d ago

Apartment for rent in Torrington

Residential Rental, Colonial, Torrington, CT

475 Prospect St #2ndFL, Torrington, CT 06790

On-site laundry | Swimming pool

4 beds

1 bath

$2,100

The price shown reflects a 12-month lease. Fees may apply.
66 Riverside Ave - Photo 1 of 1

5d+ ago

House for rent in Torrington

Residential Rental, Raised Ranch, Torrington, CT

66 Riverside Ave, Torrington, CT 06790

Garage parking | Balcony | Storage

1 bed

1 bath

$1,800

The price shown reflects a 12-month lease. Fees may apply.
Listings within 20 miles
83 Torrington Ave #2 - Photo 1 of 1

2d ago

Apartment for rent in Collinsville

Cozy & Convenient: Your Ideal 2-Bedroom in Collinsville Awaits!

83 Torrington Ave #2, Collinsville, CT 06019

2 beds

1 bath

$1,850

The price shown reflects a 12-month lease. Fees may apply.
Showing 1 - 25 of 25 results
Home > Apartments in Winchester
Updated: September 13, 2026

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Winchester, CT apartments for rent

Renting in Winchester, CT at a glance

As of today, Winchester's median rent price is $1,900 per month.

Median rent

$1,900

Rentals, last 30 days

19

Rent by unit type
SizeValueYoY
All bedrooms$1,900N/A
1 bedroom$1,150N/A
2 bedroom$1,525N/A
Not sure what you can afford? Try our rent calculator

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 2026 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.

Frequently asked questions

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

The average size of a 1 bedroom apartment rental in Winchester is 350 square feet. The average size of a 2 bedroom apartment rental in Winchester is 976 square feet. The average size of a 3 bedroom apartment rental in Winchester is 1536 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?

Winchester, CT rental availability
🔑Available apartment rentals25
💰Best rent deal10 Bridge St Ste 2
✨Popular amenities, ,
🍽With dishwasher
🏠With photos