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  1. 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
  2. Building Photo - 130 Montague Ave
    2 BEDS, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000
         - 12 Month Lease

    130 Montague Ave Unit Montague

    130 Montague Ave, Winchester, VA 22601
    Apply
  4. 2 BEDS, 1.5 BATHS
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500
         - 12 Month Lease

    366 Valley Mill Rd

    366 Valley Mill Rd, Winchester, VA 22602
    Apply
  5. 1 BED, 1.5 BATHS
    $1,350
    Total Monthly Price Total Monthly Price New
    Base Rent$1,350
    Required Monthly FeesNone
    Total Monthly Price$1,350
         - 12 Month Lease

    25 W Boscawen St Unit 3

    25 W Boscawen St, Winchester, VA 22601
    Apply
  6. 2 BEDS, 1 BATH
    $1,575
    Total Monthly Price Total Monthly Price New
    Base Rent$1,575
    Required Monthly FeesNone
    Total Monthly Price$1,575
         - 12 Month Lease

    210 N Kent St Unit A

    210 N Kent St, Winchester, VA 22601
    Apply
  7. 2 BEDS, 1.5 BATHS
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500
         - 12 Month Lease

    127-A Peyton Street

    127-A Peyton Street, Winchester, VA 22601
    Apply
  8. 2 BEDS, 1 BATH
    $1,975
    Total Monthly Price Total Monthly Price New
    Base Rent$1,975
    Required Monthly FeesNone
    Total Monthly Price$1,975
         - 1 Month Lease

    342 Fairmont Ave Unit Apt 3

    342 Fairmont Ave, Winchester, VA 22601
    Apply
  9. 4 BEDS, 3.5 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

    101 WADING DUCK WAY

    101 WADING DUCK WAY, STEPHENSON, VA 22656
    Apply
  10. 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
  11. 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
  12. 2 BEDS, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400
         - 12 Month Lease

    770 Newtown Ct Unit #12

    770 Newtown Ct, Stephens City, VA 22655
  13. Building Photo - 544 Allston Cir
    2 BEDS, 1.5 BATHS
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    544 Allston Cir

    544 Allston Cir, Winchester, VA 22601
  14. Building Photo - 137 Fox Dr
    2 BEDS, 1 BATH
    $1,795
    Total Monthly Price Total Monthly Price New
    Base Rent$1,795
    Required Monthly FeesNone
    Total Monthly Price$1,795

    137 Fox Dr

    137 Fox Dr, Winchester, VA 22601
  15. 2 BEDS, 1.5 BATHS
    $1,499
    Total Monthly Price Total Monthly Price New
    Base Rent$1,499
    Required Monthly FeesNone
    Total Monthly Price$1,499

    1016 Franklin St

    1016 Franklin St, Winchester, VA 22601
  16. 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
  17. 4 BEDS, 3.5 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    133 Lakota St

    133 Lakota St, Winchester, VA 22602
  18. 3 BEDS, 2 BATHS
    $2,325
    Total Monthly Price Total Monthly Price New
    Base Rent$2,325
    Required Monthly FeesNone
    Total Monthly Price$2,325

    163 Denny Ln

    163 Denny Ln, Winchester, VA 22603
  19. 2 BEDS, 1.5 BATHS
    $1,450
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450
    Required Monthly FeesNone
    Total Monthly Price$1,450

    352 Valley Mill Rd

    352 Valley Mill Rd, Winchester, VA 22602
  20. 3 BEDS, 2.5 BATHS
    $2,395
    Total Monthly Price Total Monthly Price New
    Base Rent$2,395
    Required Monthly FeesNone
    Total Monthly Price$2,395

    3141 Eton Pl

    3141 Eton Pl, Winchester, VA 22601
  21. 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
  22. 3 BEDS, 3.5 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    178 Solara Dr

    178 Solara Dr, Winchester, VA 22602
  23. 4 BEDS, 3.5 BATHS
    $3,100
    Total Monthly Price Total Monthly Price New
    Base Rent$3,100
    Required Monthly FeesNone
    Total Monthly Price$3,100

    2013 Taylor Grace Ct

    2013 Taylor Grace Ct, Winchester, VA 22601
  24. 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
  25. 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
  26. 3 BEDS, 3.5 BATHS
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450

    210 E Piccadilly St

    210 E Piccadilly St, Winchester, VA 22601
  27. 3 BEDS, 2 BATHS
    $2,395
    Total Monthly Price Total Monthly Price New
    Base Rent$2,395
    Required Monthly FeesNone
    Total Monthly Price$2,395

    110 Elaine Dr

    110 Elaine Dr, Winchester, VA 22602
  28. 2 BEDS, 1.5 BATHS
    $1,300
    Total Monthly Price Total Monthly Price New
    Base Rent$1,300
    Required Monthly FeesNone
    Total Monthly Price$1,300

    2924 Packer St

    2924 Packer St, Winchester, VA 22601
  29. 4 BEDS, 3.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    1829 Harvest Dr

    1829 Harvest Dr, Winchester, VA 22601
  30. 2 BEDS, 2 BATHS
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    152 Brookland Ct Unit 1

    152 Brookland Ct, Winchester, VA 22602
  31. 2 BEDS, 1.5 BATHS
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    1105 Franklin St

    1105 Franklin St, Winchester, VA 22601
  32. 1 BED, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    619 S Cameron St Unit 2

    619 S Cameron St, Winchester, VA 22601
  33. 1 BED, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    619 S Cameron St Unit 1

    619 S Cameron St, Winchester, VA 22601
  34. 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
  35. 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

    24 Jackson Ave Unit APT 2

    24 Jackson Ave, Winchester, VA 22601
  36. 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
  37. 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
  38. 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
  39. 2 BEDS, 1.5 BATHS
    $1,599
    Total Monthly Price Total Monthly Price New
    Base Rent$1,599
    Required Monthly FeesNone
    Total Monthly Price$1,599

    3107 Shawnee Dr

    3107 Shawnee Dr, Winchester, VA 22601
  40. 4 BEDS, 3 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    603 Panther Dr

    603 Panther Dr, Winchester, VA 22602
  41. 3 BEDS, 2 BATHS
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    214 N East Ln

    214 N East Ln, Winchester, VA 22601
  42. 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
Showing 42 of 152 results, Page 2 of 4

Winchester at a Glance

Average Rent

$1,308
(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

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

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

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

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