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Two Bedroom Apartments for Rent in Winchester, VA

208 Rentals
.
  1. Building Photo - 108 Martin Dr
    2 BEDS, 1 BATH
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,750
    Required Monthly FeesNone
    Total Monthly Price$1,750

    108 Martin Dr

    108 Martin Dr, Winchester, VA 22602
  2. Building Photo - 208 W Boscawen St
    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

    208 W Boscawen St Unit 5

    208 W Boscawen St, Winchester, VA 22601
  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
  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

    544 Allston Cir

    544 Allston Cir, Winchester, VA 22601
  5. 2 BEDS, 1 BATH
    $1,810
    Total Monthly Price Total Monthly Price New
    Base Rent$1,810
    Required Monthly FeesNone
    Total Monthly Price$1,810

    137 Fox Dr

    137 Fox Dr, Winchester, VA 22601
  6. 2 BEDS, 2 BATHS
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    443 Millwood Ave Unit 2

    443 Millwood Ave, Winchester, VA 22601
  7. 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

    224 Kern St

    224 Kern St, Winchester, VA 22601
  8. 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

    378 National Ave

    378 National Ave, Winchester, VA 22601
  9. 2 BEDS, 1 BATH
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    2645 Valley Ave Unit 30

    2645 Valley Ave, Winchester, VA 22601
  10. 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

    447 N Loudoun St

    447 N Loudoun St, Winchester, VA 22601
  11. 2 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

    6 E Cecil St

    6 E Cecil St, 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

    434 Fairmont Ave

    434 Fairmont Ave, Winchester, VA 22601
  13. 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
  14. 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

    121 Taft Ave

    121 Taft Ave, Winchester, VA 22601
  15. 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

    110 Brookland Ct

    110 Brookland Ct, Winchester, VA 22602
  16. 2 BEDS, 1 BATH
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    23 S Stewart St

    23 S Stewart St, Winchester, VA 22601
  17. 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

    5366 Main St

    5366 Main St, Stephens City, VA 22655
  18. 2 BEDS, 2 BATHS
    $1,695
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695
    Required Monthly FeesNone
    Total Monthly Price$1,695

    302 Freeton Ct

    302 Freeton Ct, Stephens City, VA 22655
  19. Building Photo - 3107 Shawnee Dr
    2 BEDS, 1.5 BATHS
    $1,549
    Total Monthly Price Total Monthly Price New
    Base Rent$1,549
    Required Monthly FeesNone
    Total Monthly Price$1,549

    3107 Shawnee Dr Unit 11

    3107 Shawnee Dr, Winchester, VA 22601
  20. Building Photo - 3107 Shawnee Dr
    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 Unit 7

    3107 Shawnee Dr, Winchester, VA 22601
  21. 2 BEDS, 1.5 BATHS
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    402 Tudor Dr

    402 Tudor Dr, Winchester, VA 22603
  22. 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
  23. 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

    1660 S Braddock St

    1660 S Braddock St, Winchester, VA 22601
  24. 2 BEDS, 1 BATH
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    313 Emily Ln

    313 Emily Ln, Winchester, VA 22602
  25. 2 BEDS, 1.5 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    1815 Henry Ave

    1815 Henry Ave, Winchester, VA 22601
  26. 2 BEDS, 1.5 BATHS
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    1819 Henry Ave

    1819 Henry Ave, Winchester, VA 22601
  27. 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

    113 W Boscawen St Unit #3

    113 W Boscawen St, Winchester, VA 22601
  28. 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

    114 Timberlake Terrace

    114 Timberlake Terrace, Stephens City, VA 22655
  31. Call for Rent

    The Wright

    1056 Woodstock Ln, Winchester, VA 22601
Showing 42 of 73 results, Page 2 of 2

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Winchester at a Glance

Average Rent

$1,320
(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)

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
1,437 Students
GreatSchools Rating
John Handley High

Public High School

Public
Grades 9-12
1,384 Students
GreatSchools Rating
Millbrook High

Public High School

Public
Grades 9-12
1,516 Students
GreatSchools Rating
Admiral Richard E. Byrd Middle

Public Middle School

Public
Grades 6-8
804 Students
GreatSchools Rating
Daniel Morgan Middle

Public Middle School

Public
Grades 7-8
613 Students
GreatSchools Rating
James Wood Middle

Public Middle School

Public
Grades 6-8
803 Students
GreatSchools Rating
Frederick County Middle

Public Middle School

Public
Grades 6-8
751 Students

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

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