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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+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700 - $3,900
    Required Monthly FeesNone
    Total Monthly Price$1,700 - $3,900

    The Local

    230 Spring St, Winchester, VA 22601
    (434) 443-6043
  2. Building Photo - Denstock Meadow Branch LLC
    1 BED
    $1,712+
    2 BEDS
    $1,873+
    3 BEDS
    $2,252+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,712 - $2,512
    Required Monthly FeesNone
    Total Monthly Price$1,712 - $2,512
         - 12 Month Lease

    Denstock Meadow Branch LLC

    424 Ridgewood Ln, Winchester, VA 22601
    (540) 431-4946
  3. Interior Photo - Fay Street Apartments
    1 BED
    $1,222+
    2 BEDS
    $1,672+
    3 BEDS
    $1,877+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,195 - $1,825
    Required Monthly Fees$27 - $102
    Total Monthly Price$1,222 - $1,927

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  4. Interior Photo - Stuart Hill
    $420 Off
    Price Drop. $420 Off
    1 BED
    $1,675+
    2 BEDS
    $1,685+
    3 BEDS
    $2,200+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,675 - $2,200
    Required Monthly FeesNone
    Total Monthly Price$1,675 - $2,200

    Stuart Hill

    1981 Randolph Pl, Winchester, VA 22601
    (540) 502-3366
  5. Good Value
    2 BEDS
    $1,722+
    3 BEDS
    $1,827+
    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
  6. 2 BEDS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850 - $2,135
    Required Monthly FeesNone
    Total Monthly Price$1,850 - $2,135

    CARLS CORNER RESIDENTIAL

    2351 Quinn Ct, Winchester, VA 22601
    (540) 546-6393
  7. 1 BED
    $1,873+
    2 BEDS
    $1,931+
    3 BEDS
    $2,388+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,873 - $3,341
    Required Monthly FeesNone
    Total Monthly Price$1,873 - $3,341

    The Lofts at Jubal Square

    1864 Old Jube Sq, Winchester, VA 22601
    (540) 546-4505
  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
    Utilities & EssentialsVaries
    Total Monthly Price$1,495 - $2,110
         - 12 Month Lease

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
    (888) 231-7146
  9. Building Photo - Madison Village Apartments (Winchester)
    Rent Special
    Rent Special
    2 BEDS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850 - $1,900
    Required Monthly FeesNone
    Total Monthly Price$1,850 - $1,900
         - 12 Month Lease

    Madison Village Apartments (Winchester)

    110 Bulmer Loop, Winchester, VA 22602
    (540) 486-2771
  11. 1 Month Free
    1 Month Free
    3 BEDS
    $2,130
    Total Monthly Price Total Monthly Price New
    Base Rent$2,130 - $2,265
    Required Monthly FeesNone
    Total Monthly Price$2,130 - $2,265
         - 12 Month Lease

    West Wind Townhomes

    113 Holt Ct, Stephens City, VA 22655
    (540) 495-1621
  12. Building Photo - 148 N Loudoun St
    1 BED
    $1,600+
    2 BEDS
    $1,800+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600 - $1,800
    Required Monthly FeesNone
    Total Monthly Price$1,600 - $1,800

    148 N Loudoun St

    148 N Loudoun St, Winchester, VA 22601
  13. Pemberton Village Exterior - PEMBERTON
    2 BEDS
    $1,450+
    3 BEDS
    $1,850+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450 - $2,140
    Required Monthly FeesNone
    Total Monthly Price$1,450 - $2,140

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  14. 1 BED
    $1,635+
    2 BEDS
    $1,800+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,635 - $2,050
    Required Monthly FeesNone
    Total Monthly Price$1,635 - $2,050

    HARRISON PLAZA RESIDENTIAL

    2310 Valor Dr, Winchester, VA 22601
  15. $186 Off
    Price Drop. $186 Off
    1 BED
    $1,551+
    2 BEDS
    $1,516+
    3 BEDS
    $1,791+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,516 - $1,810
    Required Monthly FeesNone
    Total Monthly Price$1,516 - $1,810

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  16. 3 BEDS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750 - $2,000
    Required Monthly FeesNone
    Total Monthly Price$1,750 - $2,000

    CEDAR HILL APARTMENTS

    2250 Sofia Way, Winchester, VA 22601
  17. 2 - 3 BEDS
    Call for Rent

    CONTRAIL PARK

    749 Front Royal Pike, Winchester, VA 22602
  19. STUDIO
    $1,700+
    1 BED
    $1,900+
    2 BEDS
    $2,600+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700 - $2,600
    Required Monthly FeesNone
    Total Monthly Price$1,700 - $2,600
         - 1 Month Lease

    The Merchant Suites at 114 North Loudoun

    114 N Loudoun St, Winchester, VA 22601
    Apply
  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
  21. Exceptional Value
    2 BEDS
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300
         - 12 Month Lease

    North Winchester Apartments

    800 Thomas Ct, Winchester, VA 22601
    Apply
  22. 1 BED
    $2,000+
    2 BEDS
    $2,300+
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000 - $2,600
    Required Monthly FeesNone
    Total Monthly Price$2,000 - $2,600
         - 1 Month Lease

    210 S Cameron St

    210 S Cameron St, Winchester, VA 22601
    Apply
  23. 2 BEDS
    $1,650+
    3 BEDS
    $1,685+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650 - $1,950
    Required Monthly FeesNone
    Total Monthly Price$1,650 - $1,950

    TASKER

    120 Caledon Ct, Stephens City, VA 22655
  24. 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
  25. 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
  26. 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
  27. 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
  28. 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
  29. 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
  30. 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
  31. 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
  33. Building Photo - 223 Baker St
    2 BEDS, 1 BATH
    $1,700

    223 Baker St

    223 Baker St, Winchester, VA 22601
  40. Building Photo - 189 Sioux Lp
    4 BEDS, 3.5 BATHS
    $2,273
    Total Monthly Price Total Monthly Price New
    Base Rent$2,145
    Required Monthly Fees$128
    Total Monthly Price$2,273

    189 Sioux Lp

    189 Sioux Lp, Winchester, VA 22602
    (205) 644-0234
  42. Building Photo - 102 Wythe Ave
    4 BEDS, 3 BATHS
    $2,600
    Total Monthly Price Total Monthly Price New
    Base Rent$2,600
    Required Monthly FeesNone
    Total Monthly Price$2,600

    102 Wythe Ave

    102 Wythe Ave, Stephens City, VA 22655
Showing 42 of 152 results, Page 1 of 4

Winchester at a Glance

Average Rent

$1,366
(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 School

Public High School

Public
Grades 9-12
1,470 Students
GreatSchools Rating
James Wood High

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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Winchester Apartments for Rent in Your Budget

Frequently asked questions about renting in Winchester, VA

What are the average rent costs in Winchester, VA?

The average rent in Winchester, VA is $1,366.

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 $1,366.

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 $1,598.

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 $1,887.

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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