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Apartments for Rent in Winchester, VA with Parking

198 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. Building Photo - Fort Collier Terrace
    Good Value
    2 BEDS
    $1,772+
    3 BEDS
    $1,802+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,745 - $1,820
    Required Monthly Fees$27
    Total Monthly Price$1,772 - $1,847

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  4. 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
  11. 1 BED, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900
         - 1 Month Lease

    2971 Valley Ave Unit 101

    2971 Valley Ave, Winchester, VA 22601
    (540) 546-6402
  12. Pemberton Village Exterior - PEMBERTON
    2 BEDS
    $1,565+
    3 BEDS
    $1,710+
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  14. 3 BEDS
    $1,850
    Plus Fees

    CONTRAIL PARK

    749 Front Royal Pike, Winchester, VA 22602
  17. Good Value
    1 BED
    $1,595+
    2 BEDS
    $1,705+
    3 BEDS
    $1,823+
    Plus Fees

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  18. STUDIO
    $1,600+
    1 BED
    $1,800+
    2 BEDS
    $2,600+
    Plus Fees - 1 Month Lease

    114 N Loudoun St

    114 N Loudoun St, Winchester, VA 22601
    Apply
  21. 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
  22. Good Value
    2 BEDS
    $1,650+
    3 BEDS
    $1,675+
    Plus Fees

    TASKER

    120 Caledon Ct, Stephens City, VA 22655
  25. Building Photo - 312 E Piccadilly St
    3 BEDS, 2 BATHS
    $2,225
    Total Monthly Price Total Monthly Price New
    Base Rent$2,225
    Required Monthly FeesNone
    Total Monthly Price$2,225

    312 E Piccadilly St

    312 E Piccadilly St, Winchester, VA 22601
  26. Building Photo - 314 E Piccadilly St
    3 BEDS, 2 BATHS
    $2,225
    Total Monthly Price Total Monthly Price New
    Base Rent$2,225
    Required Monthly FeesNone
    Total Monthly Price$2,225

    314 E Piccadilly St

    314 E Piccadilly St, Winchester, VA 22601
  27. Building Photo - 200 Tudor Dr
    3 BEDS, 3.5 BATHS
    $1,975
    Total Monthly Price Total Monthly Price New
    Base Rent$1,975
    Required Monthly FeesNone
    Total Monthly Price$1,975
         - 12 Month Lease

    200 Tudor Dr

    200 Tudor Dr, Winchester, VA 22603
    Apply
  28. Building Photo - 113 Yurok Ct
    Rent Special
    Rent Special
    4 BEDS, 2.5 BATHS
    $2,785
    Total Monthly Price Total Monthly Price New
    Base Rent$2,785
    Required Monthly FeesNone
    Total Monthly Price$2,785
         - 12 Month Lease

    113 Yurok Ct

    113 Yurok Ct, Winchester, VA 22602
    Apply
  29. 3 BEDS, 2.5 BATHS
    $2,250
    Total Monthly Price Total Monthly Price New
    Base Rent$2,250
    Required Monthly FeesNone
    Total Monthly Price$2,250
         - 6 Month Lease

    203 Cross Keys Pl

    203 Cross Keys Pl, Stephens City, VA 22655
    Apply
  30. Building Photo - 2640 Valley Ave
    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
         - 12 Month Lease

    2640 Valley Ave Unit All Utilities Included

    2640 Valley Ave, Winchester, VA 22601

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Winchester at a Glance

Average Rent

$1,351
(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.

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