Apartments for Rent in Winchester, CT (92 Rentals) Page 2 of 2

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
property at 264 Twin Lakes Rd

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

7 Bedroom, 3 Bath Home for Rent

Available Now

264 Twin Lakes Rd

SalisburyCT06068
property at 28 Dugway Rd

$5,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,500

Total Monthly Price
$5,500

4 Bedroom, 2.5 Bath Home for Rent

Available Now

28 Dugway Rd

SalisburyCT06039
property at 7 Swaller Hill Rd

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 2 Bath Home for Rent

Available Now

7 Swaller Hill Rd

SharonCT06069
property at 35 Kirk Rd

$5,000

Total Monthly Price

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

3 Bedroom, 2 Bath Home for Rent

Available Now

35 Kirk Rd

SharonCT06796
close
View Me
155 Gilbert
1 Bedroom Apartments

155 Gilbert

155 GilbertWinchester, CT 06098
close
View Me
159 Lake St
1 Bedroom Apartments

159 Lake St

159 Lake StWinchester, CT 06098
close
View Me
267 Rockwell St
1 to 2 Bedroom Apartments

267 Rockwell St

267 Rockwell StWinchester, CT 06098
close
View Me
30-44 S Main St
1 Bedroom Apartments

30-44 S Main St

30-44 S Main StWinsted, CT 06098
close
View Me
98-102 Spencer St
2 to 3 Bedroom Apartments

98-102 Spencer St

98-102 Spencer StWinsted, CT 06098
close
View Me
18 Upland Rd
2 Bedroom Apartments

18 Upland Rd

18 Upland RdWinsted, CT 06098
close
View Me
68 Elm St
Studio Apartments

68 Elm St

68 Elm StWinsted, CT 06098
close
View Me
10-12 Beach St
Studio Apartments

10-12 Beach St

10-12 Beach StWinsted, CT 06098
close
View Me
56 Walnut St
1 Bedroom Apartments

56 Walnut St

56 Walnut StWinsted, CT 06098
close
View Me
37 Case Ave
1 Bedroom Apartments

37 Case Ave

37 Case AveWinsted, CT 06098
close
View Me
398-406 Main St
1 to 2 Bedroom Apartments

398-406 Main St

398-406 Main StWinsted, CT 06098
close
View Me
410 Main St
1 Bedroom Apartments

410 Main St

410 Main StWinsted, CT 06098
  • Smoke Free
close
View Me
414-420 Main St
1 Bedroom Apartments

414-420 Main St

414-420 Main StWinsted, CT 06098
  • Smoke Free
close
View Me
424 Main St
1 Bedroom Apartments

424 Main St

424 Main StWinsted, CT 06098
  • Smoke Free
close
View Me
45 Elm St
1 Bedroom Apartments

45 Elm St

45 Elm StWinsted, CT 06098
  • Smoke Free
close
View Me
175 Main St
1 to 4 Bedroom Apartments

175 Main St

175 Main StWinsted, CT 06098
close
View Me
134 Maple St
3 Bedroom Apartments

134 Maple St

134 Maple StWinsted, CT 06098
close
View Me
38 Pratt St
Studio to 1 Bedroom Apartments

38 Pratt St

38 Pratt StWinsted, CT 06098
close
View Me
GreenRidge
2 to 3 Bedroom Apartments

GreenRidge

111 Torringford StWinsted, CT 06098
close
View Me
570 Main St
1 to 3 Bedroom Apartments

570 Main St

570 Main StNew Hartford, CT 06057
close
View Me
4 Bridge St
1 to 2 Bedroom Apartments

4 Bridge St

4 Bridge StNew Hartford, CT 06057
close
View Me
526 Main St
2 Bedroom Apartments

526 Main St

526 Main StNew Hartford, CT 06057
close
View Me
202 Main St
1 to 3 Bedroom Apartments

202 Main St

202 Main StNew Hartford, CT 06057
close
View Me
Glenwood
2 Bedroom Apartments

Glenwood

50 E Hill RdCanton, CT 06019
close
View Me
Chestnut Grove
Studio Apartments

Chestnut Grove

80 Chestnut StWinsted, CT 06098
Senior Living
close
View Me
Glen Apartments
1 to 2 Bedroom Apartments

Glen Apartments

130 Willow StWinsted, CT 06098
Senior Living
  • Utilities Included
close
View Me
Laurel Commons
Studio Apartments

Laurel Commons

79 Gay StWinsted, CT 06098
close
View Me
75-95 Hurlbut St
2 Bedroom Apartments

75-95 Hurlbut St

75-95 Hurlbut StWinsted, CT 06098
close
View Me
69 Pleasant Valley Rd
1 to 2 Bedroom Apartments

69 Pleasant Valley Rd

69 Pleasant Valley RdBarkhamsted, CT 06063
  • Utilities Included

Frequently Asked Questions about Winchester

What is the current pricing and availability for apartments for rent in Winchester, CT?

As of today, July 29, 2026, there are currently 92 available Winchester apartments priced from $800 to $1,600, with an average monthly rent of $1,333.

What is the current price range for One Bedroom Winchester Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Winchester ranges from $800 to $1,600 with an average monthly rent of $1,231.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,225 to $1,550. Today's average rental price for Two Bedrooms here is $1,416.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.