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Two Bedroom Apartments for Rent in Winchester, VA

177 Rentals
.
  6. Building Photo - Fort Collier Terrace
    Discounts
    Discounts
    2 BEDS
    $1,772
    Total Monthly Price Total Monthly Price New
    Base Rent$1,745
    Required Monthly Fees$27
    Total Monthly Price$1,772

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  7. Interior Photo - Blue Ridge Apartments
    Good Value
    2 BEDS
    $1,420
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375 - $1,765
    Required Monthly Fees$45
    Utilities & EssentialsVaries
    Total Monthly Price$1,420 - $1,810
         - 12 Month Lease

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
    (888) 231-7146
  8. Discounts
    Discounts
    2 BEDS
    $1,722
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495 - $1,795
    Required Monthly Fees$27
    Total Monthly Price$1,722

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  16. $183 Off
    Price Drop. $183 Off
    2 BEDS
    $1,650
    Plus Fees

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  17. 2 BEDS
    $1,565
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  22. 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
  23. 2 BEDS
    $1,600
    Plus Fees

    TASKER

    120 Caledon Ct, Stephens City, VA 22655
  24. Building Photo - 21 S Stewart St
    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
  25. 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
  26. 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
  27. 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
  28. 2 BEDS, 1 BATH
    $1,350
    Total Monthly Price Total Monthly Price New
    Base Rent$1,350
    Required Monthly FeesNone
    Total Monthly Price$1,350

    233 Kern St

    233 Kern St, Winchester, VA 22601
  30. Building Photo - 6 E Cecil St
    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

    6 E Cecil St

    6 E Cecil St, Winchester, VA 22601
  31. Building Photo - 228 Carroll 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

    228 Carroll Dr

    228 Carroll Dr, Stephens City, VA 22655
  32. Building Photo - 342 Fairmont Ave
    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 - 141 Brookland Ter
    2 BEDS, 2 BATHS
    $1,490
    Total Monthly Price Total Monthly Price New
    Base Rent$1,490
    Required Monthly FeesNone
    Total Monthly Price$1,490
         - 12 Month Lease

    141 Brookland Ter Unit 1

    141 Brookland Ter, Winchester, VA 22602
    Apply
  34. 2 BEDS, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550
         - 12 Month Lease

    208 N Kent St Unit 208 N. Kent St - A

    208 N Kent St, Winchester, VA 22601
    Apply
  35. 2 BEDS, 1 BATH
    $1,575
    Total Monthly Price Total Monthly Price New
    Base Rent$1,575
    Required Monthly FeesNone
    Total Monthly Price$1,575
         - 12 Month Lease

    210 N Kent St Unit A

    210 N Kent St, Winchester, VA 22601
    Apply
  37. 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
    Apply
  38. 2 BEDS, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800
         - 12 Month Lease

    21 N Braddock St

    21 N Braddock St, Winchester, VA 22601
  39. Building Photo - 2641 Valley Ave
    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

    2641 Valley Ave Unit C

    2641 Valley Ave, Winchester, VA 22601
  40. Building Photo - 210 E Boscawen St
    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 200

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

    105 Amberfield Ct

    105 Amberfield Ct, Winchester, VA 22602
  42. 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
Showing 42 of 69 results, Page 1 of 2

Winchester at a Glance

Average Rent

$1,342
(All bedrooms and property types)
Learn more about
Average Rent in Winchester
5

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

Public High School

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

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
John Handley High School

Public High School

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

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
Admiral Richard E. Byrd Middle School

Public Middle School

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

Public Middle School

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

Public Middle School

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

Public Middle School

Public
Grades 6-8
803 Students
GreatSchools Rating
Jordan Springs Elementary

Public Elementary School

Public
Grades K-5
566 Students

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

Apartments for Rent Near Winchester

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