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Two Bedroom Apartments for Rent in Winchester, VA

175 Rentals
.
  6. Interior Photo - Blue Ridge Apartments
    Good Value
    2 BEDS
    $1,420
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375 - $1,700
    Required Monthly Fees$45
    Utilities & EssentialsVaries
    Total Monthly Price$1,420 - $1,745
         - 12 Month Lease

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
    (888) 231-7146
  7. Interior Photo - Fay Street Apartments
    $200 Off
    Price Drop. $200 Off
    2 BEDS
    $1,522
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495 - $1,795
    Required Monthly Fees$27
    Total Monthly Price$1,522 - $1,722

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  14. 2 BEDS
    $1,575
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  15. 1 Month Free
    1 Month Free
    2 BEDS
    $1,606
    Plus Fees

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  18. 2 BEDS
    $1,700
    Plus Fees

    CONTRAIL PARK

    749 Front Royal Pike, Winchester, VA 22602
  21. 2 BEDS
    $1,476
    Total Monthly Price Total Monthly Price New
    Base Rent$1,431 - $1,434
    Required Monthly Fees$45
    Total Monthly Price$1,476 - $1,479
         - 12 Month Lease

    Preston Place

    124 Castlebridge Ct, Winchester, VA 22602
  23. 2 BEDS
    $1,630
    Plus Fees

    TASKER

    120 Caledon Ct, Stephens City, VA 22655
  24. Building Photo - 103 Taft Ave
    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

    103 Taft Ave

    103 Taft Ave, Winchester, VA 22601
  25. 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
  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

    112 E Pall Mall St

    112 E Pall Mall St, Winchester, VA 22601
  27. 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

    737 S Kent St

    737 S Kent St, Winchester, VA 22601
  28. 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

    2662 Limestone Ct

    2662 Limestone Ct, Winchester, VA 22601
  29. Building Photo - 6 E Cecil St
    2 BEDS, 2 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    6 E Cecil St

    6 E Cecil St, Winchester, VA 22601
  30. Building Photo - 21 S Stewart St
    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
  31. 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

    228 Opequon Ave

    228 Opequon Ave, Winchester, VA 22601
  32. 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

    104 S Loudoun St Unit 2

    104 S Loudoun St, Winchester, VA 22601
  33. 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
  34. 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
  35. 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. Building Photo - 130 Montague Ave
    2 BEDS, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000
         - 12 Month Lease

    130 Montague Ave Unit Montague

    130 Montague Ave, Winchester, VA 22601
    Apply
  38. Building Photo - 127-A Peyton Street
    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
         - 12 Month Lease

    127-A Peyton Street

    127-A Peyton Street, Winchester, VA 22601
    Apply
  39. 2 BEDS, 1 BATH
    $1,975
    Total Monthly Price Total Monthly Price New
    Base Rent$1,975
    Required Monthly FeesNone
    Total Monthly Price$1,975
         - 1 Month Lease

    342 Fairmont Ave Unit Apt 3

    342 Fairmont Ave, Winchester, VA 22601
    Apply
  40. Building Photo - 7 N Loudoun St
    2 BEDS, 2.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    7 N Loudoun St

    7 N Loudoun St, Winchester, VA 22601
  41. Building Photo - 609 Smithfield Ave
    2 BEDS, 1 BATH
    $1,545
    Total Monthly Price Total Monthly Price New
    Base Rent$1,545
    Required Monthly FeesNone
    Total Monthly Price$1,545

    609 Smithfield Ave

    609 Smithfield Ave, Winchester, VA 22601
  42. 2 BEDS, 1.5 BATHS
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    578 York Ave

    578 York Ave, Winchester, VA 22601
Showing 42 of 71 results, Page 1 of 2

Winchester at a Glance

Average Rent

$1,328
(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

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 School

Public Middle School

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

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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