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  1. 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
  2. Building Photo - 131 Obriens Cir
    3 BEDS, 2 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    131 Obriens Cir

    131 Obriens Cir, Winchester, VA 22602
  3. 2 BEDS, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    228 Opequon Ave

    228 Opequon Ave, Winchester, VA 22601
  5. Building Photo - 11 Taft Ave
    2 BEDS, 2 BATHS
    $1,450
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450
    Required Monthly FeesNone
    Total Monthly Price$1,450

    11 Taft Ave

    11 Taft Ave, Winchester, VA 22601
  6. Building Photo - 104 Alabaster Ln
    4 BEDS, 4 BATHS
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700

    104 Alabaster Ln

    104 Alabaster Ln, Stephenson, VA 22656
  7. 4 BEDS, 3 BATHS
    $2,750
    Total Monthly Price Total Monthly Price New
    Base Rent$2,750
    Required Monthly FeesNone
    Total Monthly Price$2,750

    118 Clerkenwell Dr

    118 Clerkenwell Dr, Stephens City, VA 22655
  8. Building Photo - 129 Garber Ln
    3 BEDS, 1.5 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200
         - 12 Month Lease

    129 Garber Ln

    129 Garber Ln, Winchester, VA 22602
    Apply
  9. Building Photo - 226 Allison Ave
    3 BEDS, 2 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500
         - 12 Month Lease

    226 Allison Ave

    226 Allison Ave, Winchester, VA 22601
  10. 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
  11. Building Photo - 2 E Germain 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

    2 E Germain St

    2 E Germain St, Winchester, VA 22601
  12. 3 BEDS, 1.5 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    2151 Harvest Dr

    2151 Harvest Dr, Winchester, VA 22601
  13. 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

    403 S Braddock St

    403 S Braddock St, Winchester, VA 22601
  14. 3 BEDS, 2 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    239 McDonald Rd

    239 McDonald Rd, Winchester, VA 22602
  15. 3 BEDS, 1.5 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    125 Longstreet Ave

    125 Longstreet Ave, Winchester, VA 22603
  16. 2 BEDS, 1 BATH
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    108 Martin Dr

    108 Martin Dr, Winchester, VA 22602
  17. 3 BEDS, 1.5 BATHS
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    508 Dunlap St

    508 Dunlap St, Winchester, VA 22601
  18. 2 BEDS, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    516 Hollingsworth Dr

    516 Hollingsworth Dr, Winchester, VA 22601
  19. 2 BEDS, 2 BATHS
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    28 E Pall Mall St

    28 E Pall Mall St, Winchester, VA 22601
  20. 3 BEDS, 1 BATH
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    559 Hillman Dr

    559 Hillman Dr, Winchester, VA 22601
  21. 4 BEDS, 2.5 BATHS
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    232 Munsee Cir

    232 Munsee Cir, Winchester, VA 22602
  22. 4 BEDS, 2.5 BATHS
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    140 Wappinger Ter

    140 Wappinger Ter, Winchester, VA 22602
  23. 2 BEDS, 2 BATHS
    $2,295
    Total Monthly Price Total Monthly Price New
    Base Rent$2,295
    Required Monthly FeesNone
    Total Monthly Price$2,295

    106 Butterscotch Ct

    106 Butterscotch Ct, Winchester, VA 22602
  24. 3 BEDS, 1.5 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    210 Stafford Dr

    210 Stafford Dr, Winchester, VA 22602
  25. 3 BEDS, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    540 Bellview Ave

    540 Bellview Ave, Winchester, VA 22601
  26. 3 BEDS, 2 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    110 Rawlings Ave

    110 Rawlings Ave, Winchester, VA 22603
  27. 1 BED, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    304 S Braddock St

    304 S Braddock St, Winchester, VA 22601
  28. 3 BEDS, 2 BATHS
    $2,570
    Total Monthly Price Total Monthly Price New
    Base Rent$2,570
    Required Monthly FeesNone
    Total Monthly Price$2,570

    135 Hill Valley Dr

    135 Hill Valley Dr, Winchester, VA 22602
  29. 3 BEDS, 2 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    127 Longstreet Ave

    127 Longstreet Ave, Winchester, VA 22603
  30. 4 BEDS, 2.5 BATHS
    $3,900
    Total Monthly Price Total Monthly Price New
    Base Rent$3,900
    Required Monthly FeesNone
    Total Monthly Price$3,900

    1950 Melvor Ln

    1950 Melvor Ln, Winchester, VA 22601
  31. 2 BEDS, 1 BATH
    $850
    Total Monthly Price Total Monthly Price New
    Base Rent$850
    Required Monthly FeesNone
    Total Monthly Price$850

    1120 Woodland Ave

    1120 Woodland Ave, Winchester, VA 22601
  32. 2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    532 Dunlap St

    532 Dunlap St, Winchester, VA 22601
  33. 4 BEDS, 2.5 BATHS
    $2,495
    Total Monthly Price Total Monthly Price New
    Base Rent$2,495
    Required Monthly FeesNone
    Total Monthly Price$2,495

    108 Hemphill St

    108 Hemphill St, Stephens City, VA 22655
  34. 4 BEDS, 2.5 BATHS
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    103 Dinges St

    103 Dinges St, Stephens City, VA 22655
  35. 3 BEDS, 2.5 BATHS
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    400 Kintyre Ln

    400 Kintyre Ln, Stephens City, VA 22655
  36. 3 BEDS, 3.5 BATHS
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850

    220 Centennial Dr

    220 Centennial Dr, Stephenson, VA 22656
  37. 4 BEDS, 3.5 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    400 Albin Dr

    400 Albin Dr, Stephens City, VA 22655
  38. 4 BEDS, 2.5 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    215 Kemper Ct

    215 Kemper Ct, Stephenson, VA 22656
  39. Building Photo - 113 Senseny Glen Dr
    3 BEDS, 4 BATHS
    $2,195
    Total Monthly Price Total Monthly Price New
    Base Rent$2,195
    Required Monthly FeesNone
    Total Monthly Price$2,195

    113 Senseny Glen Dr

    113 Senseny Glen Dr, Winchester, VA 22602

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Winchester at a Glance

Average Rent

$1,299
(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 Houses 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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Apartments for Rent Near Winchester

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