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Pet Friendly Apartments for Rent in Winchester, VA

150 Rentals
.
  1. Building Photo - The Local
    Rent Special
    Rent Special
    |
    1 BED
    $1,700+
    2 BEDS
    $1,900+
    3 BEDS
    $2,100+
    4 BEDS
    $3,900+
    Plus Fees

    The Local

    230 Spring St, Winchester, VA 22601
    (434) 443-6043
  3. Interior Photo - Fay Street Apartments
    Discounts
    Discounts
    1 BED
    $1,222+
    2 BEDS
    $1,622+
    3 BEDS
    $1,857+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,195 - $1,795
    Required Monthly Fees$27 - $102
    Total Monthly Price$1,222 - $1,897

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  4. Building Photo - Fort Collier Terrace
    Good Value
    2 BEDS
    $1,667+
    3 BEDS
    $1,787+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595 - $1,820
    Required Monthly Fees$72 - $82
    Total Monthly Price$1,667 - $1,902

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  5. $420 Off
    Price Drop. $420 Off
    1 BED
    $1,685+
    2 BEDS
    $1,750+
    3 BEDS
    $2,135+
    Plus Fees

    Stuart Hill

    1981 Randolph Pl, Winchester, VA 22601
    (540) 502-3366
  7. Interior Photo - Blue Ridge Apartments
    Good Value
    2 BEDS
    $1,495+
    4 BEDS
    $2,110+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450 - $2,065
    Required Monthly Fees$45
    Utilities & EssentialsVaries
    Total Monthly Price$1,495 - $2,110
         - 12 Month Lease

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
    (888) 231-7146
  12. Building Photo - Peppertree VA
    $186 Off
    Price Drop. $186 Off
    1 BED
    $1,537+
    2 BEDS
    $1,517+
    3 BEDS
    $1,790+
    Plus Fees

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  13. 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
  16. Building Photo - 223 Baker St
    2 BEDS, 1 BATH
    $1,700

    223 Baker St

    223 Baker St, Winchester, VA 22601
  18. Building Photo - 189 Sioux Lp
    4 BEDS, 3.5 BATHS
    $2,273
    Total Monthly Price Total Monthly Price New
    Base Rent$2,145
    Required Monthly Fees$128
    Total Monthly Price$2,273

    189 Sioux Lp

    189 Sioux Lp, Winchester, VA 22602
    (205) 644-0234
  20. 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
    Apply
  22. 3 BEDS, 1.5 BATHS
    $1,890
    Total Monthly Price Total Monthly Price New
    Base Rent$1,890
    Required Monthly FeesNone
    Total Monthly Price$1,890
         - 12 Month Lease

    104 Windstone Dr

    104 Windstone Dr, Winchester, VA 22602
  23. 4 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
         - 12 Month Lease

    111 Grasmere St

    111 Grasmere St, Stephens City, VA 22655
  24. Building Photo - 2520 Bradford Ct
    Discounts
    Discounts
    2 BEDS, 1 BATH
    $1,695
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695
    Required Monthly FeesNone
    Total Monthly Price$1,695

    2520 Bradford Ct

    2520 Bradford Ct, Winchester, VA 22601
  25. Building Photo - 2549 Bradford Ct
    Discounts
    Discounts
    1 BED, 1 BATH
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495
    Required Monthly FeesNone
    Total Monthly Price$1,495

    2549 Bradford Ct

    2549 Bradford Ct, Winchester, VA 22601
  26. 2 BEDS
    $1,467
    Plus Fees - 12 Month Lease

    ZeroPak Apartments

    570 N Cameron St, Winchester, VA 22601

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Winchester at a Glance

Average Rent

$1,360
(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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