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  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
  6. Interior Photo - Blue Ridge Apartments
    2 BEDS
    $1,475
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450 - $1,800
    Required Monthly Fees$24
    Utilities & EssentialsVaries
    Total Monthly Price$1,474 - $1,824
         - 12 Month Lease

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
    (888) 231-7146
  7. Interior Photo - Fay Street Apartments
    2 BEDS
    $1,572
    Total Monthly Price Total Monthly Price New
    Base Rent$1,545 - $1,695
    Required Monthly Fees$27
    Total Monthly Price$1,572 - $1,722

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  8. 2 BEDS
    $1,722+
    3 BEDS
    $1,822+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695 - $1,795
    Required Monthly Fees$27
    Total Monthly Price$1,722 - $1,822

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  13. 3 BEDS
    $2,130
    Total Monthly Price Total Monthly Price New
    Base Rent$1,960 - $2,199
    Required Monthly Fees$170
    Total Monthly Price$2,130 - $2,369
         - 12 Month Lease

    West Wind Townhomes

    113 Holt Ct, Stephens City, VA 22655
    (540) 495-1621
  14. Building Photo - 148 N Loudoun St
    1 BED
    $1,600+
    2 BEDS
    $1,800+
    Plus Fees

    148 N Loudoun St

    148 N Loudoun St, Winchester, VA 22601
  15. Building Photo - Peppertree VA
    1 BED
    $1,474+
    2 BEDS
    $1,499+
    3 BEDS
    $1,755+
    Plus Fees

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  16. 2 BEDS
    $1,525+
    3 BEDS
    $1,800+
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  18. 2 BEDS
    $1,720
    Plus Fees

    CONTRAIL PARK

    749 Front Royal Pike, Winchester, VA 22602
  21. 2 BEDS
    $1,476+
    3 BEDS
    $1,690+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,431 - $1,650
    Required Monthly Fees$45
    Total Monthly Price$1,476 - $1,695
         - 12 Month Lease

    Preston Place

    124 Castlebridge Ct, Winchester, VA 22602
  22. 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
  25. 3 BEDS
    $1,660
    Plus Fees

    TASKER

    120 Caledon Ct, Stephens City, VA 22655
  28. 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
  30. 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

    224 1/2 Kern Street Unit 224 1/2

    224 1/2 Kern St, Winchester, VA 22601
  33. Building Photo - 318 S Braddock St
    1 BED, 1 BATH
    $1,000
    Total Monthly Price Total Monthly Price New
    Base Rent$1,000
    Required Monthly FeesNone
    Total Monthly Price$1,000

    318 S Braddock St

    318 S Braddock St, Winchester, VA 22601
  34. Building Photo - 104 S Loudoun 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

    104 S Loudoun St Unit 2

    104 S Loudoun St, Winchester, VA 22601
  35. 2 BEDS, 1 BATH
    $1,500

    121 Taft Ave

    121 Taft Ave, Winchester, VA 22601
  36. 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

    235 Kern St

    235 Kern St, Winchester, VA 22601
  37. 2 BEDS, 1 BATH
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200

    24 W Cecil St

    24 W Cecil St, Winchester, VA 22601
  38. 1 BED, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    44 S Loudoun St Unit 9

    44 S Loudoun St, Winchester, VA 22601
  39. 3 BEDS, 2 BATHS
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050
    Required Monthly FeesNone
    Total Monthly Price$2,050

    427 Highland Ave

    427 Highland Ave, Winchester, VA 22601
  41. Building Photo - 5241 Main St
    3 BEDS, 4 BATHS
    $2,350
    Total Monthly Price Total Monthly Price New
    Base Rent$2,350
    Required Monthly FeesNone
    Total Monthly Price$2,350

    5241 Main St

    5241 Main St, Stephens City, VA 22655
Showing 42 of 153 results, Page 1 of 4

Winchester at a Glance

Average Rent

$1,310
(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
0

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Winchester
39

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation 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)

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Getting Around Winchester

Transportation

48

Car-Dependent

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
39

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
0

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

Private University
GreatSchools Rating
James Wood High

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
Millbrook High

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
Daniel Morgan Middle

Public Middle School

Public
Grades 7-8
613 Students
GreatSchools Rating
James Wood Middle

Public Middle School

Public
Grades 6-8
803 Students
GreatSchools Rating
Frederick County Middle

Public Middle School

Public
Grades 6-8
751 Students

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

Apartments for Rent Near Winchester

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Frequently asked questions about renting in Winchester, VA

What are the average rent costs in Winchester, VA?

The average rent in Winchester, VA is $1,310.

What are the average rent costs of a studio apartment in Winchester, VA?

The average rent for a studio apartment in Winchester, VA is $1,196.

What are the average rent costs of a one bedroom apartment in Winchester, VA?

The average rent for a 1 bedroom apartment in Winchester, VA is $1,310.

What are the average rent costs of a two bedroom apartment in Winchester, VA?

The average rent for a 2 bedroom apartment in Winchester, VA is $1,560.

What are the average rent costs of a three bedroom apartment in Winchester, VA?

The average rent for a 3 bedroom apartment in Winchester, VA is $1,863.

What are the average rent costs of a four bedroom apartment in Winchester, VA?

The average rent for a 4 bedroom apartment in Winchester, VA is $3,117.

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