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Cheap Apartments for Rent in Winchester, VA

358 Rentals
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  2. Building Photo - 111 Fading Star Ct
    3 BEDS, 3 BATHS
    $1,895
    Total Monthly Price Total Monthly Price New
    Base Rent$1,895
    Required Monthly FeesNone
    Total Monthly Price$1,895

    111 Fading Star Ct

    111 Fading Star Ct, Stephenson, VA 22656
  3. Building Photo - 129 Schramm Lp
    3 BEDS, 3 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    129 Schramm Lp

    129 Schramm Lp, Stephens City, VA 22655
  4. 4 BEDS, 3.5 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    306 Starry Way Dr

    306 Starry Way Dr, Stephenson, VA 22656
  5. Building Photo - 31 W Whitlock Ave
    3 BEDS, 1.5 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950
         - 12 Month Lease

    31 W Whitlock Ave

    31 W Whitlock Ave, Winchester, VA 22601
    Apply
  6. Building Photo - 1310 Ramseur Ln
    2 BEDS, 2 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    1310 Ramseur Ln

    1310 Ramseur Ln, Winchester, VA 22601
  7. Building Photo - 112 Jefferson Ct
    3 BEDS, 2 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    112 Jefferson Ct

    112 Jefferson Ct, Stephens City, VA 22655
  8. 3 BEDS, 2.5 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    165 Tigney Dr

    165 Tigney Dr, Stephens City, VA 22655
  9. Building Photo - 2139 Harvest Dr
    3 BEDS, 1.25 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    2139 Harvest Dr

    2139 Harvest Dr, Winchester, VA 22601
  10. 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
  12. Building Photo - 402 Tudor Dr
    2 BEDS, 1.5 BATHS
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    402 Tudor Dr

    402 Tudor Dr, Winchester, VA 22603
  13. Building Photo - West Wind Townhomes
    3 BEDS
    $2,084
    Total Monthly Price Total Monthly Price New
    Base Rent$1,999 - $2,400
    Required Monthly Fees$85
    Total Monthly Price$2,084 - $2,485
         - 12 Month Lease

    West Wind Townhomes

    113 Holt Ct, Stephens City, VA 22655
    (540) 495-1621
  14. Building Photo - 115 Stribling Wy
    3 BEDS, 2.5 BATHS
    $1,999
    Total Monthly Price Total Monthly Price New
    Base Rent$1,999
    Required Monthly FeesNone
    Total Monthly Price$1,999

    115 Stribling Wy

    115 Stribling Wy, Winchester, VA 22602
  16. Building Photo - 1958 Cidermill Ln
    3 BEDS, 2.5 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    1958 Cidermill Ln

    1958 Cidermill Ln, Winchester, VA 22601
  17. Building Photo - 126 Lindy Wy
    3 BEDS, 2.5 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    126 Lindy Wy

    126 Lindy Wy, Stephenson, VA 22656
  18. 3 BEDS, 2 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    121 Longstreet Ave

    121 Longstreet Ave, Winchester, VA 22603
  19. 4 BEDS, 3 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    603 Panther Dr

    603 Panther Dr, Winchester, VA 22602
  20. 3 BEDS, 2.5 BATHS
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050
    Required Monthly FeesNone
    Total Monthly Price$2,050

    102 Willett Holw St

    102 Willett Holw St, Stephens City, VA 22655
  21. 3 BEDS, 2.5 BATHS
    $2,075
    Total Monthly Price Total Monthly Price New
    Base Rent$2,075
    Required Monthly FeesNone
    Total Monthly Price$2,075

    114 Coralyrose Ct

    114 Coralyrose Ct, Winchester, VA 22602
  22. 3 BEDS, 2.5 BATHS
    $2,095
    Total Monthly Price Total Monthly Price New
    Base Rent$2,095
    Required Monthly FeesNone
    Total Monthly Price$2,095

    5252 Mulberry Run Ct

    5252 Mulberry Run Ct, Stephens City, VA 22655
  23. 3 BEDS, 2.5 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    202 London Downs Cir

    202 London Downs Cir, Stephens City, VA 22655
  24. 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

    1701 Brandon Dr

    1701 Brandon Dr, Winchester, VA 22601
  25. 3 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

    125 Longstreet Ave

    125 Longstreet Ave, Winchester, VA 22603
  26. 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

    127 Longstreet Ave

    127 Longstreet Ave, Winchester, VA 22603
  27. 3 BEDS, 2.5 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    645 Laurelwood Cir

    645 Laurelwood Cir, Winchester, VA 22601
  28. 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
  29. Building Photo - 249 Schramm Lp
    3 BEDS, 4 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    249 Schramm Lp

    249 Schramm Lp, Stephens City, VA 22655
  31. Building Photo - 104 Reign Wy
    3 BEDS, 2.5 BATHS
    $2,195
    Total Monthly Price Total Monthly Price New
    Base Rent$2,195
    Required Monthly FeesNone
    Total Monthly Price$2,195

    104 Reign Wy

    104 Reign Wy, Winchester, VA 22603
  32. Building Photo - 140 Tye Ct
    3 BEDS, 2.5 BATHS
    $2,195
    Total Monthly Price Total Monthly Price New
    Base Rent$2,195
    Required Monthly FeesNone
    Total Monthly Price$2,195

    140 Tye Ct

    140 Tye Ct, Winchester, VA 22602
  33. 3 BEDS, 1.5 BATHS
    $2,195
    Total Monthly Price Total Monthly Price New
    Base Rent$2,195
    Required Monthly FeesNone
    Total Monthly Price$2,195

    413 Briarmont Dr

    413 Briarmont Dr, Winchester, VA 22601
  36. Building Photo - 21 S Stewart St
    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
  37. Building Photo - 31 W Whitlock Ave
    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
  38. 4 BEDS, 3 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    111 Rotunda Dr

    111 Rotunda Dr, Stephenson, VA 22656
  39. 3 BEDS, 3.5 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    178 Solara Dr

    178 Solara Dr, Winchester, VA 22602
  40. 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
  41. 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
  42. Building Photo - 191 Sioux Lp
    4 BEDS, 3.5 BATHS
    $2,250

    191 Sioux Lp

    191 Sioux Lp, Winchester, VA 22602
Showing 42 of 169 results, Page 3 of 5

Winchester at a Glance

Average Rent

$1,340
(All bedrooms and property types)
Learn more about
Average Rent in Winchester
4

School Rating

out of 10 Rating
Learn more about
Schools in Winchester
0

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Winchester
39

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Winchester

Renting in Winchester

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winchester

(For 1 bedroom apartments)

Getting Around Winchester

Transportation

48

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.
39

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
James Wood High

Public High School

Public
Grades 9-12
1,437 Students
GreatSchools Rating
John Handley High

Public High School

Public
Grades 9-12
1,384 Students
GreatSchools Rating
Millbrook High

Public High School

Public
Grades 9-12
1,516 Students
GreatSchools Rating
Admiral Richard E. Byrd Middle

Public Middle School

Public
Grades 6-8
804 Students
GreatSchools Rating
Daniel Morgan Middle

Public Middle School

Public
Grades 7-8
613 Students
GreatSchools Rating
James Wood Middle

Public Middle School

Public
Grades 6-8
803 Students
GreatSchools Rating
Frederick County Middle

Public Middle School

Public
Grades 6-8
751 Students

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

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