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Apartments for Rent in Winchester, VA with Parking

188 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 - Stuart Hill
    $354 Off
    Price Drop. $354 Off
    1 BED
    $1,675+
    2 BEDS
    $1,750+
    3 BEDS
    $2,135+
    Plus Fees

    Stuart Hill

    1981 Randolph Pl, Winchester, VA 22601
    (540) 502-3366
  4. Building Photo - Fort Collier Terrace
    Good Value
    2 BEDS
    $1,722+
    3 BEDS
    $1,877+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650 - $1,820
    Required Monthly Fees$72 - $82
    Total Monthly Price$1,722 - $1,902

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  5. 2 BEDS
    $1,682+
    3 BEDS
    $1,927+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,655 - $1,825
    Required Monthly Fees$27 - $102
    Total Monthly Price$1,682 - $1,927

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  10. Facade - CONTRAIL PARK
    2 BEDS
    $1,780
    Plus Fees

    CONTRAIL PARK

    749 Front Royal Pike, Winchester, VA 22602
  11. Building Photo - Peppertree VA
    1 Month Free
    1 Month Free
    1 BED
    $1,560+
    2 BEDS
    $1,599+
    3 BEDS
    $1,774+
    Plus Fees

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  12. 2 BEDS
    $1,450+
    3 BEDS
    $1,850+
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  16. 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
  20. 2 BEDS
    $1,650
    Plus Fees

    TASKER

    120 Caledon Ct, Stephens City, VA 22655
  23. 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
  24. 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
  26. Building Photo - 13 E North Ave
    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
         - 12 Month Lease

    13 E North Ave Unit 1

    13 E North Ave, Winchester, VA 22601
    Apply
  27. Building Photo - 2971 Valley Ave
    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
    Apply
  28. 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
  29. Zeropak Apartments - Kitchen and Living Room - ZeroPak Apartments
    Exceptional Value
    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

$1,358
(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
1,437 Students
GreatSchools Rating
James Wood High School

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.

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