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Cheap Apartments for Rent in Winchester, VA

335 Rentals
  1. Building Photo - 22 Peyton St
    1 BED, 1 BATH
    $900
    Total Monthly Price Total Monthly Price New
    Base Rent$900
    Required Monthly FeesNone
    Total Monthly Price$900

    22 Peyton St Unit Apt 4

    22 Peyton St, Winchester, VA 22601
  2. Discounts
    1 BED
    $1,222+
    2 BEDS
    $1,682+
    3 BEDS
    $1,852+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,195 - $1,825
    Required Monthly Fees$27
    Total Monthly Price$1,222 - $1,852

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  3. Building Photo - 316 S Cameron St
    1 BED, 1 BATH
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200
    - 12 Month Lease

    316 S Cameron St Unit #3

    316 S Cameron St, Winchester, VA 22601
  4. Good Value
    1 BED
    $1,272+
    2 BEDS
    $1,722+
    3 BEDS
    $1,847+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,245 - $1,820
    Required Monthly Fees$27
    Total Monthly Price$1,272 - $1,847

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  5. Building Photo - 537 N Loudoun St
    1 BED, 1 BATH
    $1,250
    Total Monthly Price Total Monthly Price New
    Base Rent$1,250
    Required Monthly FeesNone
    Total Monthly Price$1,250

    537 N Loudoun St

    537 N Loudoun St, Winchester, VA 22601
  6. Building Photo - 318 S Cameron St
    2 BEDS, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300
    - 12 Month Lease

    318 S Cameron St Unit Apt A

    318 S Cameron St, Winchester, VA 22601
  7. Building Photo - 203 Dodge Ave
    2 BEDS, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    203 Dodge Ave

    203 Dodge Ave, Winchester, VA 22602
  8. Building Photo - 1816 Valley Ave
    1 BED, 1 BATH
    $1,346
    Total Monthly Price Total Monthly Price New
    Base Rent$1,346
    Required Monthly FeesNone
    Total Monthly Price$1,346

    1816 Valley Ave Unit 16

    1816 Valley Ave, Winchester, VA 22601
  9. Building Photo - 4 W Cork St
    1 BED, 1 BATH
    $1,350
    Total Monthly Price Total Monthly Price New
    Base Rent$1,350
    Required Monthly FeesNone
    Total Monthly Price$1,350

    4 W Cork St Unit 1

    4 W Cork St, Winchester, VA 22601
  10. Building Photo - 2640 Valley Ave
    1 BED, 1 BATH
    $1,395
    Total Monthly Price Total Monthly Price New
    Base Rent$1,395
    Required Monthly FeesNone
    Total Monthly Price$1,395
    - 12 Month Lease

    2640 Valley Ave Unit All Utilities Included

    2640 Valley Ave, Winchester, VA 22601
  11. Building Photo - 305 S Kent 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

    305 S Kent St

    305 S Kent St, Winchester, VA 22601
  12. Building Photo - 382 Woodstock Ln
    2 BEDS, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400
    - 12 Month Lease

    382 Woodstock Ln

    382 Woodstock Ln, Winchester, VA 22601
  13. Building Photo - 204 E Whitlock Ave
    2 BEDS, 1 BATH
    $1,420
    Total Monthly Price Total Monthly Price New
    Base Rent$1,420
    Required Monthly FeesNone
    Total Monthly Price$1,420

    204 E Whitlock Ave

    204 E Whitlock Ave, Winchester, VA 22601
  14. Building Photo - Preston Place
    2 BEDS
    $1,469+
    3 BEDS
    $1,685+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,424 - $1,643
    Required Monthly Fees$45
    Total Monthly Price$1,469 - $1,688
    - 12 Month Lease

    Preston Place

    124 Castlebridge Ct, Winchester, VA 22602
  15. Interior Photo - Blue Ridge Apartments
    Good Value
    2 BEDS
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450 - $1,765
    Required Monthly Fees$45
    Utilities & EssentialsVaries
    Total Monthly Price$1,495 - $1,810
    - 12 Month Lease

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
    (888) 231-7146
  16. Pemberton Village Exterior - PEMBERTON
    2 BEDS
    $1,450+
    3 BEDS
    $1,710+
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  17. Building Photo - 2256 Roosevelt Blvd
    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

    2256 Roosevelt Blvd

    2256 Roosevelt Blvd, Winchester, VA 22601
  18. Building Photo - 615 S Braddock 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

    615 S Braddock St

    615 S Braddock St, Winchester, VA 22601
  19. Building Photo - 502 N Loudoun 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

    502 N Loudoun St

    502 N Loudoun St, Winchester, VA 22601
  20. 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

    311 S Kent St

    311 S Kent St, Winchester, VA 22601
  21. Building Photo - 1016 Franklin St
    2 BEDS, 1.5 BATHS
    $1,498
    Total Monthly Price Total Monthly Price New
    Base Rent$1,498
    Required Monthly FeesNone
    Total Monthly Price$1,498

    1016 Franklin St

    1016 Franklin St, Winchester, VA 22601
  22. Building Photo - 1111 Franklin St
    2 BEDS, 1.5 BATHS
    $1,499
    Total Monthly Price Total Monthly Price New
    Base Rent$1,499
    Required Monthly FeesNone
    Total Monthly Price$1,499

    1111 Franklin St

    1111 Franklin St, Winchester, VA 22601
  23. 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

    21 S Stewart St

    21 S Stewart St, Winchester, VA 22601
  24. 2 BEDS, 1.5 BATHS
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    544 Allston Cir

    544 Allston Cir, Winchester, VA 22601
  25. 2 BEDS, 2 BATHS
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    443 Millwood Ave Unit 3

    443 Millwood Ave, Winchester, VA 22601
  26. Building Photo - 308 Gainesboro Rd
    3 BEDS, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    308 Gainesboro Rd

    308 Gainesboro Rd, Winchester, VA 22603
  27. Building Photo - 222 E Whitlock Ave
    3 BEDS, 1 BATH
    $1,525
    Total Monthly Price Total Monthly Price New
    Base Rent$1,525
    Required Monthly FeesNone
    Total Monthly Price$1,525

    222 E Whitlock Ave

    222 E Whitlock Ave, Winchester, VA 22601
  28. Building Photo - Peppertree VA
    Price Drop. $694 Off
    1 BED
    $1,550+
    2 BEDS
    $1,637+
    3 BEDS
    $1,734+
    Plus Fees

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  29. Building Photo - 550 N Loudoun St
    1 BED, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    550 N Loudoun St Unit 1

    550 N Loudoun St, Winchester, VA 22601
  30. Building Photo - 24 E Pall Mall St
    2 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

    24 E Pall Mall St

    24 E Pall Mall St, Winchester, VA 22601
  31. Building Photo - 118 Parkside Dr
    2 BEDS, 1.5 BATHS
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    118 Parkside Dr

    118 Parkside Dr, Winchester, VA 22602
  32. Building Photo - 1001 S Cameron St
    3 BEDS, 1 BATH
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    1001 S Cameron St

    1001 S Cameron St, Winchester, VA 22601
  33. Building Photo - 205 Little River Dr
    2 BEDS, 1.5 BATHS
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    205 Little River Dr

    205 Little River Dr, Winchester, VA 22602
  34. 3 BEDS, 1 BATH
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    346 Gray Ave

    346 Gray Ave, Winchester, VA 22601
  35. 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
  36. 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
  37. 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

    1817 Henry Ave

    1817 Henry Ave, Winchester, VA 22601
Showing 42 of 152 results, Page 1 of 4

Winchester at a Glance

Average Rent

$1,352
(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

Winchester, VA Apartments for Rent

Winchester is the northernmost independent city in Virginia and serves as the gateway to the scenic Shenandoah Valley, located just 75 miles from Washington, D.C. Those looking for apartments for rent in Winchester will discover everything from contemporary apartment communities near the expanding Meadow Branch district to historic properties in the city's established neighborhoods. The city is home to Shenandoah University and the Museum of the Shenandoah Valley, offering both educational opportunities and cultural attractions within its compact 10-square-mile area.

Renting in Winchester provides access to the Old Town Walking Mall along brick-paved Loudoun Street, where locally owned shops and cafes create a welcoming downtown atmosphere. The city's location along major transportation routes makes commuting to the Washington-Baltimore metro area manageable, while still offering lower rental costs than the surrounding region. Residents enjoy proximity to outdoor recreation in the Shenandoah Valley, annual events like the Shenandoah Apple Blossom Festival, and convenient shopping and dining options throughout the city's four wards. Winchester balances small-town living with access to employment centers in both Virginia and nearby West Virginia.

Renting in Winchester

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winchester

(For 1 bedroom apartments)

Education

Private University
GreatSchools Rating

Public High School

Public
Grades 9-12
1,437 Students
GreatSchools Rating

Public High School

Public
Grades 9-12
1,437 Students
GreatSchools Rating

Public High School

Public
Grades 9-12
1,553 Students
GreatSchools Rating

Public High School

Public
Grades 9-12
1,384 Students
GreatSchools Rating

Public High School

Public
Grades 9-12
1,516 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
804 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
804 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
613 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
642 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
803 Students

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

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