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Apartments under $2,000 for Rent in Winchester, VA

239 Rentals
.
  1. Building Photo - 2640 Valley Ave
    1 BED, 1 BATH
    $1,395
    Total Monthly Price Total Monthly Price New
    Base Rent$1,395
    Required Monthly FeesNone
    Total Monthly Price$1,395
         - 12 Month Lease

    2640 Valley Ave Unit All Utilities Included

    2640 Valley Ave, Winchester, VA 22601
  2. Building Photo - 609 Smithfield Ave
    2 BEDS, 1 BATH
    $1,545
    Total Monthly Price Total Monthly Price New
    Base Rent$1,545
    Required Monthly FeesNone
    Total Monthly Price$1,545

    609 Smithfield Ave

    609 Smithfield Ave, Winchester, VA 22601
  3. Building Photo - 214 Banbury Terrace
    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

    214 Banbury Terrace

    214 Banbury Terrace, Winchester, VA 22601
  4. 1 BED, 1 BATH
    $1,400
    Total Monthly Price Total Monthly Price New
    Base Rent$1,400
    Required Monthly FeesNone
    Total Monthly Price$1,400

    1057 Foreman Ln

    1057 Foreman Ln, Winchester, VA 22603
  5. 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

    578 York Ave

    578 York Ave, Winchester, VA 22601
  6. 3 BEDS, 2 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    111 Windcrest Cir

    111 Windcrest Cir, Winchester, VA 22602
  7. 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

    321 N Kent St

    321 N Kent St, Winchester, VA 22601
  8. 2 BEDS, 1.5 BATHS
    $1,449
    Total Monthly Price Total Monthly Price New
    Base Rent$1,449
    Required Monthly FeesNone
    Total Monthly Price$1,449

    3107 Shawnee Dr

    3107 Shawnee Dr, Winchester, VA 22601
  9. 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

    105 N Loudoun St Unit 3

    105 N Loudoun St, Winchester, VA 22601
  10. 2 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

    2906 Sorrell Ct

    2906 Sorrell Ct, Winchester, VA 22601
  11. 3 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

    8 W Monmouth St

    8 W Monmouth St, Winchester, VA 22601
  12. 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
  13. 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
  14. 3 BEDS, 2.5 BATHS
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    2965 Sorrell Ct

    2965 Sorrell Ct, Winchester, VA 22601
  15. 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
  16. 1 BED, 1 BATH
    $1,395
    Total Monthly Price Total Monthly Price New
    Base Rent$1,395
    Required Monthly FeesNone
    Total Monthly Price$1,395

    515 N Loudoun St

    515 N Loudoun St, Winchester, VA 22601
  17. STUDIO, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    402 S Loudoun St

    402 S Loudoun St, Winchester, VA 22601
  18. 2 BEDS, 2.5 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    104 Eastside Ln

    104 Eastside Ln, Winchester, VA 22602
  19. 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

    443 Millwood Ave Unit 5

    443 Millwood Ave, Winchester, VA 22601
  20. 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

    103 Taft Ave

    103 Taft Ave, Winchester, VA 22601
  21. 3 BEDS, 2.5 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    30 N Euclid Ave

    30 N Euclid Ave, Winchester, VA 22601
  22. 2 BEDS, 2 BATHS
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    443 Millwood Ave Unit 4

    443 Millwood Ave, Winchester, VA 22601
  23. 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

    2 E Germain St

    2 E Germain St, Winchester, VA 22601
  24. 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

    236 Nottoway Dr

    236 Nottoway Dr, Stephens City, VA 22655
  25. 2 BEDS, 2 BATHS
    $1,675
    Total Monthly Price Total Monthly Price New
    Base Rent$1,675
    Required Monthly FeesNone
    Total Monthly Price$1,675

    240 Nottoway Dr

    240 Nottoway Dr, Stephens City, VA 22655
  26. Building Photo - 2550 Bradford Ct
    1 Month Free
    1 Month Free
    1 BED, 1 BATH
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495
    Required Monthly FeesNone
    Total Monthly Price$1,495

    2550 Bradford Ct

    2550 Bradford Ct, Winchester, VA 22601
  27. Building Photo - 2555 Bradford Ct
    1 Month Free
    1 Month Free
    1 BED, 1 BATH
    $1,425
    Total Monthly Price Total Monthly Price New
    Base Rent$1,425
    Required Monthly FeesNone
    Total Monthly Price$1,425

    2555 Bradford Ct

    2555 Bradford Ct, Winchester, VA 22601
  28. 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

    1831 Henry Ave

    1831 Henry Ave, Winchester, VA 22601
  29. 2 BEDS, 1 BATH
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200

    434 N Kent St Unit #4

    434 N Kent St, Winchester, VA 22601
  30. 2 BEDS, 1 BATH
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200

    434 N Kent St Unit #3

    434 N Kent St, Winchester, VA 22601
  31. 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

    1817 Henry Ave

    1817 Henry Ave, Winchester, VA 22601
  32. 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

    309 S Kent St

    309 S Kent St, Winchester, VA 22601
  33. 3 BEDS, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    222 E Whitlock Ave

    222 E Whitlock Ave, Winchester, VA 22601
  34. 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

    307 S Kent St

    307 S Kent St, Winchester, VA 22601
  35. 3 BEDS, 1.5 BATHS
    $1,695
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695
    Required Monthly FeesNone
    Total Monthly Price$1,695

    317 Ash Hollow Dr

    317 Ash Hollow Dr, Winchester, VA 22602
  36. 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

    224 East St

    224 East St, Winchester, VA 22601
  37. 2 BEDS, 1.5 BATHS
    $1,595
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595
    Required Monthly FeesNone
    Total Monthly Price$1,595

    205 Little River Dr

    205 Little River Dr, Winchester, VA 22602
  38. 2 BEDS, 1.5 BATHS
    $1,449
    Total Monthly Price Total Monthly Price New
    Base Rent$1,449
    Required Monthly FeesNone
    Total Monthly Price$1,449

    3107 Shawnee Dr Unit 11

    3107 Shawnee Dr, Winchester, VA 22601
  39. 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 7

    3107 Shawnee Dr, Winchester, VA 22601
  40. 1 BED, 1 BATH
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    30 W Germain St

    30 W Germain St, Winchester, VA 22601
  41. 2 BEDS, 2.5 BATHS
    $1,450
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450
    Required Monthly FeesNone
    Total Monthly Price$1,450

    220 Kimberly Way

    220 Kimberly Way, Winchester, VA 22601
  42. 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

    412 Diehl St

    412 Diehl St, Winchester, VA 22601
Showing 42 of 88 results, Page 2 of 3

Winchester at a Glance

Average Rent

$1,328
(All bedrooms and property types)
Learn more about
Average Rent in Winchester
5

School Rating

out of 10 Rating
Learn more about
Schools in Winchester

Renting in Winchester

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winchester

(For 1 bedroom apartments)

Education

GreatSchools Rating
James Wood High

Public High School

Public
Grades 9-12
1,437 Students
GreatSchools Rating
James Wood High School

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
John Handley High School

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
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
613 Students
GreatSchools Rating
Daniel Morgan Middle

Public Middle School

Public
Grades 6-8
613 Students
GreatSchools Rating
James Wood Middle

Public Middle School

Public
Grades 6-8
803 Students
GreatSchools Rating
Jordan Springs Elementary

Public Elementary School

Public
Grades K-5
566 Students

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

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