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Apartments under $1,400 for Rent in Winchester, VA

26 Rentals
.
  2. Interior Photo - Blue Ridge Apartments
    2 BEDS
    $1,420
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375 - $1,450
    Required Monthly Fees$44
    Utilities & EssentialsVaries
    Total Monthly Price$1,419 - $1,494
         - 12 Month Lease

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
    (888) 231-7146
  6. Building Photo - 233 Kern St
    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

    233 Kern St

    233 Kern St, Winchester, VA 22601
  7. Building Photo - 25 W Boscawen St
    1 BED, 1.5 BATHS
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200
         - 12 Month Lease

    25 W Boscawen St Unit 3

    25 W Boscawen St, Winchester, VA 22601
    Apply
  8. Building Photo - 24 Jackson Ave
    2 BEDS, 1 BATH
    $1,250
    Total Monthly Price Total Monthly Price New
    Base Rent$1,250
    Required Monthly FeesNone
    Total Monthly Price$1,250
         - 12 Month Lease

    24 Jackson Ave Unit 2

    24 Jackson Ave, Winchester, VA 22601
  9. Building Photo - 311 Yale Dr
    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

    311 Yale Dr

    311 Yale Dr, Winchester, VA 22602
  10. Building Photo - 434 Fairmont Ave
    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

    434 Fairmont Ave

    434 Fairmont Ave, Winchester, VA 22601
  11. 1 BED, 1 BATH
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    208 W Boscawen St Unit 12

    208 W Boscawen St, Winchester, VA 22601
  12. Building Photo - 103 W Germain St
    2 BEDS, 1 BATH
    $1,395
    Total Monthly Price Total Monthly Price New
    Base Rent$1,395
    Required Monthly FeesNone
    Total Monthly Price$1,395

    103 W Germain St

    103 W Germain St, Winchester, VA 22601
  13. Building Photo - 445 Bryarly Rd
    1 BED, 1 BATH
    $1,295
    Total Monthly Price Total Monthly Price New
    Base Rent$1,295
    Required Monthly FeesNone
    Total Monthly Price$1,295

    445 Bryarly Rd

    445 Bryarly Rd, Winchester, VA 22603
  14. 2 BEDS, 1 BATH
    $1,295
    Total Monthly Price Total Monthly Price New
    Base Rent$1,295
    Required Monthly FeesNone
    Total Monthly Price$1,295

    123 E Leicester St

    123 E Leicester St, Winchester, VA 22601
  15. 2 BEDS, 1 BATH
    $1,195
    Total Monthly Price Total Monthly Price New
    Base Rent$1,195
    Required Monthly FeesNone
    Total Monthly Price$1,195

    304 S Kent St

    304 S Kent St, Winchester, VA 22601
  16. 2 BEDS, 1 BATH
    $1,150
    Total Monthly Price Total Monthly Price New
    Base Rent$1,150
    Required Monthly FeesNone
    Total Monthly Price$1,150

    5290 Main St Unit # 2

    5290 Main St, Stephens City, VA 22655

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Winchester at a Glance

Average Rent

$1,303
(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
Students
GreatSchools Rating
John Handley High

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Millbrook High

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Daniel Morgan Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Admiral Richard E. Byrd Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
James Wood Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Frederick County Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Jordan Springs Elementary

Public Elementary School

Public
Grades K-5
Students

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

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