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  2. Building Photo - Gilbert Clock Apartments
    STUDIO
    $1,150+
    1 BED
    $1,250+
    2 BEDS
    $1,350+
    Plus Fees - 12 Month Lease

    Gilbert Clock Apartments

    13 Wallens St, Winsted, CT 06098
  3. Building Photo - 29 Benton St
    2 BEDS, 1 BATH
    $1,600

    29 Benton St

    29 Benton St, Winchester, CT 06098
  4. Building Photo - 217 N Main St
    2 BEDS, 1 BATH
    $1,250
    Total Monthly Price Total Monthly Price New
    Base Rent$1,250
    Required Monthly FeesNone
    Total Monthly Price$1,250

    217 N Main St Unit 2

    217 N Main St, Winchester, CT 06098
  5. 2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    29 Benton St

    29 Benton St, Winchester, CT 06098
  6. 4 BEDS, 3.5 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    121 W Wakefield Blvd

    121 W Wakefield Blvd, Winchester, CT 06098
  7. 3 BEDS, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    26 Elm St

    26 Elm St, Winchester, CT 06098
  8. 3 BEDS, 1 BATH
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    69 Upson Ave

    69 Upson Ave, Winchester, CT 06098
  9. 3 BEDS, 2 BATHS
    $4,000
    Total Monthly Price Total Monthly Price New
    Base Rent$4,000
    Required Monthly FeesNone
    Total Monthly Price$4,000

    880 W Wakefield Blvd

    880 W Wakefield Blvd, Winchester, CT 06098
  10. 2 BEDS, 1 BATH
    $1,175
    Total Monthly Price Total Monthly Price New
    Base Rent$1,175
    Required Monthly FeesNone
    Total Monthly Price$1,175

    111 Rockwell St Unit 1st Floor

    111 Rockwell St, Winchester, CT 06098
  11. 2 BEDS, 1 BATH
    $1,275
    Total Monthly Price Total Monthly Price New
    Base Rent$1,275
    Required Monthly FeesNone
    Total Monthly Price$1,275

    111 Rockwell St Unit 2nd Floor

    111 Rockwell St, Winchester, CT 06098
  12. 2 BEDS, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    22 Upson Ave

    22 Upson Ave, Winchester, CT 06098
  13. 3 BEDS, 1.5 BATHS
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    220 Walnut St

    220 Walnut St, Winchester, CT 06098
  14. 2 BEDS, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    188 E Lake St

    188 E Lake St, Winsted, CT 06098
  15. 2 BEDS, 2 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    213 Ledge Dr Unit 213

    213 Ledge Dr, Torrington, CT 06790
  16. Building Photo - Spacious 2-Bedroom Townhouse
    2 BEDS, 1 BATH
    $1,450
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450
    Required Monthly FeesNone
    Total Monthly Price$1,450

    Spacious 2-Bedroom Townhouse Unit G-04

    C 4 Nanni Dr, Winchester, CT 06098
  17. Building Photo - Spacious 2 Bedroom Apartment
    2 BEDS, 1 BATH
    $1,450
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450
    Required Monthly FeesNone
    Total Monthly Price$1,450

    Spacious 2 Bedroom Apartment Unit F-11

    11 Nanni Dr, Winchester, CT 06098

Winchester at a Glance

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School Rating

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Schools in Winchester
0

Some Transit

out of 100 TransitScore® Rating
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Transportation in Winchester
10

Somewhat Bikeable

out of 100 BikeScore® Rating
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Transportation in Winchester

Average Rent in Nearby Cities

(For 1 bedroom apartments)
  • Cities Average Rent

Getting Around Winchester

Transportation

17

Car-Dependent

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
10

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
0

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

GreatSchools Rating
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Public High School

Public
Grades 9-12
7 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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