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Two Bedroom Apartments for Rent in Winchester, VA

147 Rentals
.
  4. Interior Photo - Fay Street Apartments
    Discounts
    Discounts
    2 BEDS
    $1,622
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595 - $1,695
    Required Monthly Fees$27 - $102
    Total Monthly Price$1,622 - $1,787

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  5. Rent Special
    Rent Special
    2 BEDS
    $1,667
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595 - $1,745
    Required Monthly Fees$72 - $82
    Total Monthly Price$1,667 - $1,817

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  9. Interior Photo - Blue Ridge Apartments
    Good Value
    2 BEDS
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450 - $1,700
    Required Monthly Fees$45
    Utilities & EssentialsVaries
    Total Monthly Price$1,495 - $1,745
         - 12 Month Lease

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
    (888) 231-7146
  15. 2 BEDS
    $1,535
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  19. 2 BEDS
    $1,469
    Total Monthly Price Total Monthly Price New
    Base Rent$1,424 - $1,427
    Required Monthly Fees$45
    Total Monthly Price$1,469 - $1,472
         - 12 Month Lease

    Preston Place

    124 Castlebridge Ct, Winchester, VA 22602
  22. 2 BEDS
    $1,650
    Plus Fees

    TASKER

    120 Caledon Ct, Stephens City, VA 22655
  23. 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
  24. Building Photo - 2352 Roosevelt Blvd
    2 BEDS, 3 BATHS
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    2352 Roosevelt Blvd

    2352 Roosevelt Blvd, Winchester, VA 22601
  25. 2 BEDS, 2 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    21 S Stewart St Unit 4

    21 S Stewart St, Winchester, VA 22601
  26. 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
  27. 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
  30. Building Photo - 830 Frederick Ave
    2 BEDS, 1 BATH
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250
         - 12 Month Lease

    830 Frederick Ave

    830 Frederick Ave, Winchester, VA 22601
    Apply
  31. Building Photo - 21 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
         - 12 Month Lease

    21 N Braddock St Unit #3

    21 N Braddock St, Winchester, VA 22601
    Apply
  32. 2 BEDS, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100
         - 1 Month Lease

    342 Fairmont Ave Unit Apt 3

    342 Fairmont Ave, Winchester, VA 22601
    Apply
  33. Building Photo - 540 Monticello St
    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

    540 Monticello St Unit 4

    540 Monticello St, Winchester, VA 22601
  34. Building Photo - 131 S Purcell Ave
    2 BEDS, 1 BATH
    $1,425
    Total Monthly Price Total Monthly Price New
    Base Rent$1,425
    Required Monthly FeesNone
    Total Monthly Price$1,425

    131 S Purcell Ave

    131 S Purcell Ave, Winchester, VA 22601
  35. 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

    380 Shawnee Ave

    380 Shawnee Ave, Winchester, VA 22601
  36. 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
  37. 2 BEDS, 1 BATH
    $1,250
    Total Monthly Price Total Monthly Price New
    Base Rent$1,250
    Required Monthly FeesNone
    Total Monthly Price$1,250

    204 E Whitlock Ave

    204 E Whitlock Ave, Winchester, VA 22601
  38. 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

    515 Amherst St

    515 Amherst St, Winchester, VA 22601
  39. 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

    1016 Franklin St

    1016 Franklin St, Winchester, VA 22601
  40. 2 BEDS, 2 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    210 E Boscawen St Unit 201

    210 E Boscawen St, Winchester, VA 22601
  41. 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
  42. 2 BEDS, 1 BATH
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    126 N Braddock St Unit 202

    126 N Braddock St, Winchester, VA 22601
Showing 42 of 57 results, Page 1 of 2

Winchester at a Glance

Average Rent

$1,382
(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
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.

Apartments for Rent Near Winchester

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Winchester Apartments for Rent in Your Budget

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