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Cheap Apartments for Rent in Downtown Winchester - Page 2

175 Rentals
.
  1. Building Photo - 31 W Whitlock Ave
    3 BEDS, 1.5 BATHS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850
         - 12 Month Lease

    31 W Whitlock Ave

    31 W Whitlock Ave, Winchester, VA 22601
    Apply
  2. Building Photo - 342 Fairmont Ave
    2 BEDS, 1 BATH
    $1,975
    Total Monthly Price Total Monthly Price New
    Base Rent$1,975
    Required Monthly FeesNone
    Total Monthly Price$1,975
         - 1 Month Lease

    342 Fairmont Ave Unit Apt 3

    342 Fairmont Ave, Winchester, VA 22601
    Apply
  5. Building Photo - 341 Fairview Ave
    3 BEDS, 1.5 BATHS
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050
    Required Monthly FeesNone
    Total Monthly Price$2,050

    341 Fairview Ave

    341 Fairview Ave, Winchester, VA 22601
  6. 2 BEDS, 2 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    6 E Cecil St

    6 E Cecil St, Winchester, VA 22601
  7. 3 BEDS, 2 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    214 N East Ln

    214 N East Ln, Winchester, VA 22601
  8. 2 BEDS, 1.5 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    6 E Cecil St

    6 E Cecil St, Winchester, VA 22601
  9. 2 BEDS, 2 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    21 S Stewart St Unit 4

    21 S Stewart St, Winchester, VA 22601
  10. 3 BEDS, 1.5 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    31 W Whitlock Ave

    31 W Whitlock Ave, Winchester, VA 22601
  11. 1 BED, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    160 N Loudoun St Unit 301

    160 N Loudoun St, Winchester, VA 22601
  12. Building Photo - 101 W Whitlock Ave
    4 BEDS, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    101 W Whitlock Ave

    101 W Whitlock Ave, Winchester, VA 22601
  13. Building Photo - 520 S Kent St
    3 BEDS, 1 BATH
    $2,295
    Total Monthly Price Total Monthly Price New
    Base Rent$2,295
    Required Monthly FeesNone
    Total Monthly Price$2,295

    520 S Kent St

    520 S Kent St, Winchester, VA 22601
  14. 3 BEDS, 3.5 BATHS
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    717 S Braddock St

    717 S Braddock St, Winchester, VA 22601
  15. 4 BEDS, 1.5 BATHS
    $2,395
    Total Monthly Price Total Monthly Price New
    Base Rent$2,395
    Required Monthly FeesNone
    Total Monthly Price$2,395

    1731 Valley Ave

    1731 Valley Ave, Winchester, VA 22601
  17. Building Photo - 1801 Harvest Dr
    4 BEDS, 3.5 BATHS
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    1801 Harvest Dr

    1801 Harvest Dr, Winchester, VA 22601
  19. 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

    23 S Stewart St

    23 S Stewart St, Winchester, VA 22601
  20. 4 BEDS, 3.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    1829 Harvest Dr

    1829 Harvest Dr, Winchester, VA 22601
  21. 4 BEDS, 3 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    557 Bellview Ave

    557 Bellview Ave, Winchester, VA 22601
Showing 42 of 63 results, Page 2 of 2

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Winchester at a Glance

Average Rent

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(All bedrooms and property types)
0

School Rating

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Schools in Winchester
0

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Winchester
49

Somewhat Bikeable

out of 100 BikeScore® Rating
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Transportation in Winchester

Top Budget-Friendly Neighborhoods in Winchester

(For 1 bedroom apartments)

Getting Around Winchester

Transportation

79

Very Walkable

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.
49

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

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

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