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Cheap Apartments for Rent in Winchester, VA

299 Rentals
.
  1. Building Photo - 26 E Pall Mall St
    2 BEDS, 2 BATHS
    $1,575
    Total Monthly Price Total Monthly Price New
    Base Rent$1,575
    Required Monthly FeesNone
    Total Monthly Price$1,575

    26 E Pall Mall St

    26 E Pall Mall St, Winchester, VA 22601
  2. Building Photo - 108-11-111 Timberlake Terrace
    2 BEDS, 2 BATHS
    $1,599
    Total Monthly Price Total Monthly Price New
    Base Rent$1,599
    Required Monthly FeesNone
    Total Monthly Price$1,599

    108-11-111 Timberlake Terrace Unit 11

    108-11-111 Timberlake Terrace, Stephens City, VA 22655
  3. 2 BEDS, 2 BATHS
    $1,599
    Total Monthly Price Total Monthly Price New
    Base Rent$1,599
    Required Monthly FeesNone
    Total Monthly Price$1,599

    102 Timberlake Terrace Unit 11

    102 Timberlake Terrace, Stephens City, VA 22655
  4. 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
  5. Building Photo - 23 Taft Ave
    2 BEDS, 2 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    23 Taft Ave Unit 3

    23 Taft Ave, Winchester, VA 22601
  6. Building Photo - 235 Millwood Ave
    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

    235 Millwood Ave

    235 Millwood Ave, Winchester, VA 22601
  7. 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
  8. 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

    30 W Germain St

    30 W Germain St, Winchester, VA 22601
  9. Building Photo - 211 E Boscawen St
    2 BEDS, 2 BATHS
    $1,615
    Total Monthly Price Total Monthly Price New
    Base Rent$1,615
    Required Monthly FeesNone
    Total Monthly Price$1,615

    211 E Boscawen St

    211 E Boscawen St, Winchester, VA 22601
  10. Building Photo - 107 Morgan St
    3 BEDS, 1 BATH
    $1,625
    Total Monthly Price Total Monthly Price New
    Base Rent$1,625
    Required Monthly FeesNone
    Total Monthly Price$1,625

    107 Morgan St

    107 Morgan St, Winchester, VA 22601
  12. Building Photo - Fort Collier Terrace
    Good Value
    2 BEDS
    $1,722+
    3 BEDS
    $1,827+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650 - $1,820
    Required Monthly Fees$72 - $82
    Total Monthly Price$1,722 - $1,902

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  13. Welcome Home - TASKER
    2 BEDS
    $1,650+
    3 BEDS
    $1,685+
    Plus Fees

    TASKER

    120 Caledon Ct, Stephens City, VA 22655
  14. Building Photo - 504 Tudor Dr
    2 BEDS, 2 BATHS
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    504 Tudor Dr

    504 Tudor Dr, Winchester, VA 22603
  15. Building Photo - 103 Sutton Ct
    3 BEDS, 2 BATHS
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    103 Sutton Ct

    103 Sutton Ct, Winchester, VA 22601
  16. 1 BED, 1 BATH
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    519 Amherst St Unit 202

    519 Amherst St, Winchester, VA 22601
  17. Interior Photo - Stuart Hill
    $420 Off
    Price Drop. $420 Off
    1 BED
    $1,675+
    2 BEDS
    $1,685+
    3 BEDS
    $2,200+
    Plus Fees

    Stuart Hill

    1981 Randolph Pl, Winchester, VA 22601
    (540) 502-3366
  18. Building Photo - 5340 Water St
    3 BEDS, 1 BATH
    $1,690
    Total Monthly Price Total Monthly Price New
    Base Rent$1,690
    Required Monthly FeesNone
    Total Monthly Price$1,690

    5340 Water St

    5340 Water St, Stephens City, VA 22655
  19. Building Photo - 668 Virginia Ave
    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

    668 Virginia Ave

    668 Virginia Ave, Winchester, VA 22601
  20. 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

    26 Jackson Ave

    26 Jackson Ave, Winchester, VA 22601
  22. 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
  24. Building Photo - 223 Baker St
    2 BEDS, 1 BATH
    $1,700

    223 Baker St

    223 Baker St, Winchester, VA 22601
  25. Building Photo - 316 Fairview Ave
    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
         - 12 Month Lease

    316 Fairview Ave

    316 Fairview Ave, Winchester, VA 22601
    Apply
  26. Building Photo - 21 N Braddock St
    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
         - 12 Month Lease

    21 N Braddock St Unit #3

    21 N Braddock St, Winchester, VA 22601
    Apply
  27. Building Photo - 1112 Opequon Ave
    3 BEDS, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    1112 Opequon Ave

    1112 Opequon Ave, Winchester, VA 22601
  28. Building Photo - 140 Lexington Ct
    3 BEDS, 1.5 BATHS
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    140 Lexington Ct

    140 Lexington Ct, Stephens City, VA 22655
  29. 1 BED, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    25 E Boscawen St Unit 200

    25 E Boscawen St, Winchester, VA 22601
  30. 2 BEDS, 2.5 BATHS
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    104 Eastside Ln

    104 Eastside Ln, Winchester, VA 22602
  31. 1 BED, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    40 S Loudoun St Unit 12

    40 S Loudoun St, Winchester, VA 22601
  33. Building Photo - 2520 Bradford Ct
    Discounts
    Discounts
    2 BEDS, 1 BATH
    $1,745
    Total Monthly Price Total Monthly Price New
    Base Rent$1,745
    Required Monthly FeesNone
    Total Monthly Price$1,745

    2520 Bradford Ct

    2520 Bradford Ct, Winchester, VA 22601
  34. Building Photo - 265 Opequon Ave
    3 BEDS, 1 BATH
    $1,749
    Total Monthly Price Total Monthly Price New
    Base Rent$1,749
    Required Monthly FeesNone
    Total Monthly Price$1,749

    265 Opequon Ave

    265 Opequon Ave, Winchester, VA 22601
  36. Building Photo - 202 Carroll Dr
    3 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

    202 Carroll Dr

    202 Carroll Dr, Stephens City, VA 22655
  37. Building Photo - 110 Bentpath Ct
    1 BED, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    110 Bentpath Ct

    110 Bentpath Ct, Winchester, VA 22602
  38. 2 BEDS, 1.5 BATHS
    $1,785
    Total Monthly Price Total Monthly Price New
    Base Rent$1,785
    Required Monthly FeesNone
    Total Monthly Price$1,785

    311 Willowbrook Ct

    311 Willowbrook Ct, Winchester, VA 22602
  39. 1 BED, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    619 S Cameron St Unit 2

    619 S Cameron St, Winchester, VA 22601
  40. 3 BEDS, 2 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    314 E Piccadilly St

    314 E Piccadilly St, Winchester, VA 22601
  41. 3 BEDS, 2 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    312 E Piccadilly St

    312 E Piccadilly St, Winchester, VA 22601
  42. STUDIO, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    217 Bridgewater Dr

    217 Bridgewater Dr, Stephens City, VA 22655
Showing 42 of 149 results, Page 2 of 4

Winchester at a Glance

Average Rent

$1,367
(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

Renting in Winchester

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winchester

(For 1 bedroom apartments)

Education

GreatSchools Rating
James Wood High School

Public High School

Public
Grades 9-12
1,470 Students
GreatSchools Rating
James Wood High

Public High School

Public
Grades 9-12
1,437 Students
GreatSchools Rating
Millbrook High School

Public High School

Public
Grades 9-12
1,553 Students
GreatSchools Rating
John Handley High School

Public High School

Public
Grades 9-12
1,361 Students
GreatSchools Rating
Admiral Richard E. Byrd Middle

Public Middle School

Public
Grades 6-8
804 Students
GreatSchools Rating
Admiral Richard E. Byrd Middle School

Public Middle School

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

Public Middle School

Public
Grades 6-8
642 Students
GreatSchools Rating
James Wood Middle

Public Middle School

Public
Grades 6-8
803 Students
GreatSchools Rating
James Wood Middle School

Public Middle School

Public
Grades 6-8
803 Students

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

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