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Cheap Apartments for Rent in Winchester, VA

358 Rentals
.
  1. Building Photo - 3107 Shawnee Dr
    2 BEDS, 1.5 BATHS
    $1,549
    Total Monthly Price Total Monthly Price New
    Base Rent$1,549
    Required Monthly FeesNone
    Total Monthly Price$1,549

    3107 Shawnee Dr Unit 11

    3107 Shawnee Dr, Winchester, VA 22601
  3. Building Photo - 443 Millwood Ave
    2 BEDS, 2 BATHS
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    443 Millwood Ave Unit 2

    443 Millwood Ave, Winchester, VA 22601
  4. Pemberton Village Exterior - PEMBERTON
    2 BEDS
    $1,580+
    3 BEDS
    $1,690+
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  5. Interior Photo - Fay Street Apartments
    2 BEDS
    $1,622+
    3 BEDS
    $1,752+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595 - $1,725
    Required Monthly Fees$27
    Total Monthly Price$1,622 - $1,752

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  6. Building Photo - Fort Collier Terrace
    2 BEDS
    $1,622+
    3 BEDS
    $1,822+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595 - $1,795
    Required Monthly Fees$27
    Total Monthly Price$1,622 - $1,822

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  7. Building Photo - LIMESTONE PLACE
    2 BEDS
    $1,595+
    3 BEDS
    $1,860+
    Plus Fees

    LIMESTONE PLACE

    475 W Tevis St, Winchester, VA 22601
  8. Building Photo - 313 Emily Ln
    2 BEDS, 1 BATH
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    313 Emily Ln

    313 Emily Ln, Winchester, VA 22602
  9. Building Photo - 3107 Shawnee Dr
    2 BEDS, 1.5 BATHS
    $1,599
    Total Monthly Price Total Monthly Price New
    Base Rent$1,599
    Required Monthly FeesNone
    Total Monthly Price$1,599

    3107 Shawnee Dr

    3107 Shawnee Dr, Winchester, VA 22601
  10. Building Photo - 3107 Shawnee Dr
    2 BEDS, 1.5 BATHS
    $1,599
    Total Monthly Price Total Monthly Price New
    Base Rent$1,599
    Required Monthly FeesNone
    Total Monthly Price$1,599

    3107 Shawnee Dr Unit 7

    3107 Shawnee Dr, Winchester, VA 22601
  11. Building Photo - 148 N Loudoun St
    1 BED
    $1,600+
    2 BEDS
    $1,800+
    Plus Fees

    148 N Loudoun St

    148 N Loudoun St, Winchester, VA 22601
  12. Building Photo - 114 N Loudoun St
    STUDIO
    $1,600+
    1 BED
    $1,800+
    2 BEDS
    $2,600+
    Plus Fees - 1 Month Lease

    114 N Loudoun St

    114 N Loudoun St, Winchester, VA 22601
    Apply
  13. Building Photo - 321 N Braddock St
    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

    321 N Braddock St

    321 N Braddock St, Winchester, VA 22601
  14. Building Photo - 108 Hunter Run Rd
    2 BEDS, 1.5 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    108 Hunter Run Rd

    108 Hunter Run Rd, Winchester, VA 22602
  15. 2 BEDS, 1.5 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    1819 Henry Ave

    1819 Henry Ave, Winchester, VA 22601
  16. 2 BEDS, 1.5 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    1815 Henry Ave

    1815 Henry Ave, Winchester, VA 22601
  17. 2 BEDS, 1.5 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    1839 Henry Ave

    1839 Henry Ave, Winchester, VA 22601
  18. 1 BED, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    507 N Cameron St

    507 N Cameron St, Winchester, VA 22601
  20. Building Photo - 151 Brookland Terrace
    2 BEDS, 2 BATHS
    $1,625
    Total Monthly Price Total Monthly Price New
    Base Rent$1,625
    Required Monthly FeesNone
    Total Monthly Price$1,625

    151 Brookland Terrace Unit 8

    151 Brookland Terrace, Winchester, VA 22602
  22. Welcome Home - TASKER
    2 BEDS
    $1,630+
    3 BEDS
    $1,660+
    Plus Fees

    TASKER

    120 Caledon Ct, Stephens City, VA 22655
  23. Building Photo - 307 Willowbrook Ct
    3 BEDS, 1.5 BATHS
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    307 Willowbrook Ct

    307 Willowbrook Ct, Winchester, VA 22602
  26. Building Photo - 40 E Piccadilly St
    2 BEDS, 1 BATH
    $1,685
    Total Monthly Price Total Monthly Price New
    Base Rent$1,685
    Required Monthly FeesNone
    Total Monthly Price$1,685

    40 E Piccadilly St Unit 2

    40 E Piccadilly St, Winchester, VA 22601
  28. Building Photo - 312 Amherst St
    3 BEDS, 1.5 BATHS
    $1,695
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695
    Required Monthly FeesNone
    Total Monthly Price$1,695
         - 12 Month Lease

    312 Amherst St

    312 Amherst St, Winchester, VA 22601
    Apply
  29. Building Photo - 211 Sharp St
    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

    211 Sharp St

    211 Sharp St, Winchester, VA 22601
  30. 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

    1061 Filbert St

    1061 Filbert St, Stephens City, VA 22655
  31. Building Photo - The Local
    Rent Special
    Rent Special
    |
    1 BED
    $1,700+
    2 BEDS
    $1,900+
    3 BEDS
    $2,100+
    4 BEDS
    $3,900+
    Plus Fees

    The Local

    230 Spring St, Winchester, VA 22601
    (434) 443-6043
  33. Building Photo - 102 Metcalf Terrace
    3 BEDS, 3.5 BATHS
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    102 Metcalf Terrace

    102 Metcalf Terrace, Winchester, VA 22602
  34. 2 BEDS, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    228 Opequon Ave

    228 Opequon Ave, Winchester, VA 22601
  35. Facade - CONTRAIL PARK
    2 BEDS
    $1,720
    Plus Fees

    CONTRAIL PARK

    749 Front Royal Pike, Winchester, VA 22602
  36. Building Photo - 513 Buckingham Dr
    2 BEDS, 1.5 BATHS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750
         - 12 Month Lease

    513 Buckingham Dr

    513 Buckingham Dr, Stephens City, VA 22655
    Apply
  37. Building Photo - 105 E Pall Mall St
    3 BEDS, 2 BATHS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    105 E Pall Mall St

    105 E Pall Mall St, Winchester, VA 22601
  38. Building Photo - 108 Martin Dr
    2 BEDS, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    108 Martin Dr

    108 Martin Dr, Winchester, VA 22602
  39. Building Photo - 324 Shawnee Ave
    3 BEDS, 1.5 BATHS
    $1,795
    Total Monthly Price Total Monthly Price New
    Base Rent$1,795
    Required Monthly FeesNone
    Total Monthly Price$1,795

    324 Shawnee Ave

    324 Shawnee Ave, Winchester, VA 22601
  41. Building Photo - 165 Lexington Ct
    3 BEDS, 1.5 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    165 Lexington Ct

    165 Lexington Ct, Stephens City, VA 22655
Showing 42 of 169 results, Page 2 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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