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Two Bedroom Apartments for Rent in Winchester, VA

187 Rentals
.
  6. Interior Photo - Fay Street Apartments
    2 BEDS
    $1,572
    Total Monthly Price Total Monthly Price New
    Base Rent$1,545 - $1,795
    Required Monthly Fees$27
    Total Monthly Price$1,572 - $1,822

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  7. Interior Photo - Blue Ridge Apartments
    2 BEDS
    $1,420
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375 - $1,700
    Required Monthly Fees$44
    Utilities & EssentialsVaries
    Total Monthly Price$1,419 - $1,744
         - 12 Month Lease

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
    (888) 231-7146
  8. 2 BEDS
    $1,747
    Total Monthly Price Total Monthly Price New
    Base Rent$1,720
    Required Monthly Fees$27
    Total Monthly Price$1,747

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  14. 2 BEDS
    $1,440
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  17. 2 BEDS
    $1,700
    Plus Fees

    CONTRAIL PARK

    749 Front Royal Pike, Winchester, VA 22602
  18. 2 BEDS
    $1,534
    Plus Fees

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  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. Call for Rent

    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 - 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
  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

    121 Taft Ave

    121 Taft Ave, Winchester, VA 22601
  27. 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

    228 Opequon Ave

    228 Opequon Ave, 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
  29. Building Photo - 11 Taft Ave
    2 BEDS, 2 BATHS
    $1,450
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450
    Required Monthly FeesNone
    Total Monthly Price$1,450

    11 Taft Ave

    11 Taft Ave, Winchester, VA 22601
  30. Building Photo - 108-11-111 Timberlake Terrace
    2 BEDS, 2 BATHS
    $1,625
    Total Monthly Price Total Monthly Price New
    Base Rent$1,625
    Required Monthly FeesNone
    Total Monthly Price$1,625

    108-11-111 Timberlake Terrace Unit 11

    108-11-111 Timberlake Terrace, Stephens City, VA 22655
  31. 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

    102-107 Timberlake Terrace Unit 7

    102-107 Timberlake Terrace, Stephens City, VA 22655
  32. 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
  33. Building Photo - 366 Valley Mill Rd
    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

    366 Valley Mill Rd

    366 Valley Mill Rd, Winchester, VA 22602
    Apply
  34. 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
  35. 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
  36. 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

    11 E Pall Mall St

    11 E Pall Mall St, Winchester, VA 22601
  37. Building Photo - 532 Dunlap 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

    532 Dunlap St

    532 Dunlap St, Winchester, VA 22601
  38. Building Photo - 609 Smithfield Ave
    2 BEDS, 1 BATH
    $1,625
    Total Monthly Price Total Monthly Price New
    Base Rent$1,625
    Required Monthly FeesNone
    Total Monthly Price$1,625

    609 Smithfield Ave

    609 Smithfield Ave, Winchester, VA 22601
  39. 2 BEDS, 1 BATH
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    248 Waterford Ln

    248 Waterford Ln, Winchester, VA 22602
  40. 2 BEDS, 2.5 BATHS
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    2251 Papermill Rd

    2251 Papermill Rd, Winchester, VA 22601
  41. 2 BEDS, 1 BATH
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    108 Martin Dr

    108 Martin Dr, Winchester, VA 22602
  42. 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
Showing 42 of 71 results, Page 1 of 2

Winchester at a Glance

Average Rent

$1,298
(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

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
John Handley High

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Millbrook High

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Daniel Morgan Middle

Public Middle School

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

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
James Wood Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Frederick County Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Jordan Springs Elementary

Public Elementary School

Public
Grades K-5
Students

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

Apartments for Rent Near Winchester

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