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Cheap Apartments for Rent in Winchester, CT

34 Rentals
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  1. Building Photo - 440 Main St
    STUDIO, 1 BATH
    $800
    Total Monthly Price Total Monthly Price New
    Base Rent$800
    Required Monthly FeesNone
    Total Monthly Price$800

    440 Main St Unit C

    440 Main St, Winchester, CT 06098
  3. Building Photo - 279 N Main St
    1 BED, 1 BATH
    $875
    Total Monthly Price Total Monthly Price New
    Base Rent$875
    Required Monthly FeesNone
    Total Monthly Price$875
         - 12 Month Lease

    279 N Main St Unit 7

    279 N Main St, Winchester, CT 06098
  4. Building Photo - 27 Dilliston Rd
    2 BEDS, 1 BATH
    $1,120
    Total Monthly Price Total Monthly Price New
    Base Rent$1,120
    Required Monthly FeesNone
    Total Monthly Price$1,120

    27 Dilliston Rd

    27 Dilliston Rd, New Hartford, CT 06057
  5. 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
  6. Building Photo - 112 Rockwell St
    1 BED, 1 BATH
    $1,150
    Total Monthly Price Total Monthly Price New
    Base Rent$1,150
    Required Monthly FeesNone
    Total Monthly Price$1,150

    112 Rockwell St

    112 Rockwell St, Winchester, CT 06098
  7. Building Photo - 112 Rockwell St
    1 BED, 1 BATH
    $1,150
    Total Monthly Price Total Monthly Price New
    Base Rent$1,150
    Required Monthly FeesNone
    Total Monthly Price$1,150

    112 Rockwell St Unit LL

    112 Rockwell St, Winchester, CT 06098
  8. Building Photo - Spacious 1 Bedroom Apartment
    1 BED, 1 BATH
    $1,195
    Total Monthly Price Total Monthly Price New
    Base Rent$1,195
    Required Monthly FeesNone
    Total Monthly Price$1,195

    Spacious 1 Bedroom Apartment Unit B-09

    I 9 Nanni Dr, Winchester, CT 06098
  9. Building Photo - 112 Rockwell St
    2 BEDS, 1 BATH
    $1,395
    Total Monthly Price Total Monthly Price New
    Base Rent$1,395
    Required Monthly FeesNone
    Total Monthly Price$1,395

    112 Rockwell St

    112 Rockwell St, Winchester, CT 06098
  10. Building Photo - 112 Rockwell St
    2 BEDS, 1 BATH
    $1,395
    Total Monthly Price Total Monthly Price New
    Base Rent$1,395
    Required Monthly FeesNone
    Total Monthly Price$1,395

    112 Rockwell St Unit 1

    112 Rockwell St, Winchester, CT 06098
  11. Building Photo - 19 Chestnut St
    3 BEDS, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    19 Chestnut St

    19 Chestnut St, Winchester, CT 06098
  12. Building Photo - 79 Chestnut St
    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

    79 Chestnut St

    79 Chestnut St, Winchester, CT 06098
  13. Building Photo - 79 Chestnut St
    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

    79 Chestnut St

    79 Chestnut St, Winchester, CT 06098
  14. Building Photo - Litchfield Heights
    2 BEDS
    $1,495
    Plus Fees - 12 Month Lease

    Litchfield Heights

    15 Mountain View Terrace, Winsted, CT 06098
  15. Building Photo - 50 Benton St
    2 BEDS, 1 BATH
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495
    Required Monthly FeesNone
    Total Monthly Price$1,495

    50 Benton St

    50 Benton St, Winchester, CT 06098
  17. Building Photo - 244 Walnut St
    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

    244 Walnut St

    244 Walnut St, Winchester, CT 06098
  18. Building Photo - 22 Upson Ave
    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
  19. 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

    244 Walnut St

    244 Walnut St, Winchester, CT 06098
  20. 3 BEDS, 2 BATHS
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    102 Elm St

    102 Elm St, Winchester, CT 06098
  21. 3 BEDS, 1.5 BATHS
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    102 Elm St

    102 Elm St, Winchester, CT 06098
  22. 3 BEDS, 1 BATH
    $1,695
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695
    Required Monthly FeesNone
    Total Monthly Price$1,695

    131-133-133 Willow St

    131-133-133 Willow St, Winchester, CT 06098
  23. 2 BEDS, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    5 Niles Rd

    5 Niles Rd, New Hartford, CT 06057
  24. 3 BEDS, 1 BATH
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    101 Norfolk Rd

    101 Norfolk Rd, Winchester, CT 06098
  25. 3 BEDS, 2 BATHS
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450

    91 Williams Ave

    91 Williams Ave, Winchester, CT 06098
  26. 2 BEDS, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    188 E Lake St

    188 E Lake St, Winchester, CT 06098
  27. Building Photo - 11 Old Creamery Rd
    3 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500
         - 12 Month Lease

    11 Old Creamery Rd

    11 Old Creamery Rd, Colebrook, CT 06021
    Apply
  28. Building Photo - 880 W Wakefield Blvd
    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
  29. Building Photo - 355 Ledge Dr
    3 BEDS, 2 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000

    355 Ledge Dr

    355 Ledge Dr, Torrington, CT 06790
  30. 3 BEDS, 2 BATHS
    $6,000
    Total Monthly Price Total Monthly Price New
    Base Rent$6,000
    Required Monthly FeesNone
    Total Monthly Price$6,000

    355 Ledge Dr Unit 355

    355 Ledge Dr, Torrington, CT 06790

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Winchester at a Glance

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Winchester, CT Cheap Apartments for Rent

When looking for cheap apartments in Winchester, Apartment Finder is your deal-hunting partner. Whether you’re looking for a studio, a one-bedroom, or a two-bedroom apartment, you want the best place at the right price. We have a great selection of budget-friendly apartments for rent, and we’ll show you which apartments offer the best value when compared to other apartments in Winchester.

Finding a rental that fits your budget without compromising on quality can seem like a challenge, but Apartment Finder makes it easy to discover cheap apartments with all the features you want. To find an apartment you can afford, try looking in less popular neighborhoods outside of the city center. Timing is everything when searching for rentals that are affordable, so look at different times of the day, different days of the week and (if you can wait) certain months like December through March. When you find an apartment with a great price, don’t hesitate! Cheap apartments tend to go very quickly.

Affordability doens't have to equal sacrifice. While it’s important to be flexible, you might not have to give up as much as you think. You can find a cheap apartment for rent, complete with must-have amenities such as paid utilities and an in-unit washer and dryer. Click on any of these properties to see photos and floor plans, read reviews, check out the rent calculator, and learn more about the neighborhood with information on nearby parks, shopping malls, and transit stops. With 30 cheap apartments available in Winchester Apartment Finder is the place to find your next rental.

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