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Pet Friendly Apartments for Rent in Winchester, VA

196 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
  5. Interior Photo - Fay Street Apartments
    Discounts
    Discounts
    1 BED
    $1,222+
    2 BEDS
    $1,722+
    3 BEDS
    $1,852+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,195 - $1,925
    Required Monthly Fees$27
    Total Monthly Price$1,222 - $1,852

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  6. Interior Photo - Blue Ridge Apartments
    Good Value
    2 BEDS
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450 - $1,765
    Required Monthly Fees$45
    Utilities & EssentialsVaries
    Total Monthly Price$1,495 - $1,810
         - 12 Month Lease

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
    (888) 231-7146
  7. Good Value
    1 BED
    $1,272+
    2 BEDS
    $1,772+
    3 BEDS
    $1,802+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,245 - $1,820
    Required Monthly Fees$27
    Total Monthly Price$1,272 - $1,847

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  11. Rent Special
    Rent Special
    3 BEDS
    $2,330
    Total Monthly Price Total Monthly Price New
    Base Rent$2,245 - $2,265
    Required Monthly Fees$85
    Total Monthly Price$2,330 - $2,350
         - 12 Month Lease

    West Wind Townhomes

    113 Holt Ct, Stephens City, VA 22655
    (540) 495-1621
  13. Building Photo - Peppertree VA
    $183 Off
    Price Drop. $183 Off
    1 BED
    $1,525+
    2 BEDS
    $1,632+
    3 BEDS
    $1,770+
    Plus Fees

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  14. 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
  15. Building Photo - 189 Sioux Lp
    4 BEDS, 3.5 BATHS
    $2,312
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly Fees$62
    Total Monthly Price$2,312

    189 Sioux Lp

    189 Sioux Lp, Winchester, VA 22602
    (205) 644-0234
  20. Building Photo - 208 N Kent St
    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
  21. Building Photo - 210 N Kent St
    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
  23. 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
  24. 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
  25. Building Photo - 133 Woodrow Rd
    3 BEDS, 3 BATHS
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    133 Woodrow Rd

    133 Woodrow Rd, Winchester, VA 22602
  26. Building Photo - 2550 Bradford Ct
    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

    2550 Bradford Ct

    2550 Bradford Ct, Winchester, VA 22601
  27. 1 BED, 1 BATH
    $1,395
    Total Monthly Price Total Monthly Price New
    Base Rent$1,395
    Required Monthly FeesNone
    Total Monthly Price$1,395

    2555 Bradford Ct

    2555 Bradford Ct, Winchester, VA 22601

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Winchester at a Glance

Average Rent

$1,337
(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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