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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
  3. Interior Photo - Fay Street Apartments
    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
  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. $354 Off
    Price Drop. $354 Off
    1 BED
    $1,675+
    2 BEDS
    $1,745+
    3 BEDS
    $2,135+
    Plus Fees

    Stuart Hill

    1981 Randolph Pl, Winchester, VA 22601
    (540) 502-3366
  8. 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
    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 - 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
  13. Pemberton Village Exterior - PEMBERTON
    2 BEDS
    $1,565+
    3 BEDS
    $1,850+
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  16. 2 BEDS
    $1,790
    Plus Fees

    CONTRAIL PARK

    749 Front Royal Pike, Winchester, VA 22602
  18. $217 Off
    Price Drop. $217 Off
    1 BED
    $1,585+
    2 BEDS
    $1,599+
    3 BEDS
    $1,810+
    Plus Fees

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  20. 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
  23. 2 BEDS
    $1,650
    Plus Fees

    TASKER

    120 Caledon Ct, Stephens City, VA 22655
  26. Building Photo - 21 S Stewart St
    2 BEDS, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    21 S Stewart St

    21 S Stewart St, Winchester, VA 22601
  27. Building Photo - 504 Tudor Dr
    2 BEDS, 2 BATHS
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    504 Tudor Dr

    504 Tudor Dr, Winchester, VA 22603
  28. 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

    550 N Loudoun St Unit 1

    550 N Loudoun St, Winchester, VA 22601
  29. 2 BEDS, 2 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    23 Taft Ave Unit 3

    23 Taft Ave, 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

    2256 Roosevelt Blvd

    2256 Roosevelt Blvd, Winchester, VA 22601
  31. Building Photo - 21 S Stewart St
    2 BEDS, 2 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    21 S Stewart St Unit 4

    21 S Stewart St, Winchester, VA 22601
  32. Building Photo - 189 Sioux Lp
    4 BEDS, 3.5 BATHS
    $2,207
    Total Monthly Price Total Monthly Price New
    Base Rent$2,145
    Required Monthly Fees$62
    Total Monthly Price$2,207

    189 Sioux Lp

    189 Sioux Lp, Winchester, VA 22602
    (205) 644-0234
  33. Building Photo - 619 S Cameron St
    1 BED, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    619 S Cameron St Unit 2

    619 S Cameron St, Winchester, VA 22601
  38. Building Photo - 312 E Piccadilly St
    3 BEDS, 2 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    312 E Piccadilly St

    312 E Piccadilly St, Winchester, VA 22601
  39. Building Photo - 314 E Piccadilly St
    3 BEDS, 2 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    314 E Piccadilly St

    314 E Piccadilly St, Winchester, VA 22601
  40. 2 BEDS, 2 BATHS
    $1,599
    Total Monthly Price Total Monthly Price New
    Base Rent$1,599
    Required Monthly FeesNone
    Total Monthly Price$1,599

    108-11-111 Timberlake Terrace Unit 11

    108-11-111 Timberlake Terrace, Stephens City, VA 22655
  42. 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
Showing 42 of 157 results, Page 1 of 4

Winchester at a Glance

Average Rent

$1,361
(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)

Average Rent in Nearby Cities

(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.

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 $1,361.

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

The average rent for a studio apartment in Winchester, VA is $1,150.

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 $1,361.

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 $1,595.

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 $1,905.

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 $3,118.

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