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

238 Rentals
.
  2. Building Photo - 21 N Braddock St
    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
         - 12 Month Lease

    21 N Braddock St

    21 N Braddock St, Winchester, VA 22601
  3. 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
  4. 3 BEDS, 1.5 BATHS
    $1,890
    Total Monthly Price Total Monthly Price New
    Base Rent$1,890
    Required Monthly FeesNone
    Total Monthly Price$1,890
         - 12 Month Lease

    104 Windstone Dr

    104 Windstone Dr, Winchester, VA 22602
  5. Building Photo - 2641 Valley Ave
    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

    2641 Valley Ave Unit C

    2641 Valley Ave, Winchester, VA 22601
  6. Building Photo - 331 George St
    3 BEDS, 2 BATHS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850

    331 George St

    331 George St, Winchester, VA 22601
  7. 1 BED, 1 BATH
    $995
    Total Monthly Price Total Monthly Price New
    Base Rent$995
    Required Monthly FeesNone
    Total Monthly Price$995

    1816 Valley Ave Unit 7

    1816 Valley Ave, Winchester, VA 22601
  8. 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

    7 W Piccadilly St Unit F

    7 W Piccadilly St, Winchester, VA 22601
  9. 3 BEDS, 2.5 BATHS
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    916 S Loudoun St

    916 S Loudoun St, Winchester, VA 22601
  10. 1 BED, 1 BATH
    $1,350
    Total Monthly Price Total Monthly Price New
    Base Rent$1,350
    Required Monthly FeesNone
    Total Monthly Price$1,350

    4 W Cork St Unit 1

    4 W Cork St, 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

    142 N Washington St Unit 7

    142 N Washington St, Winchester, VA 22601
  12. 1 BED, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    105 N Loudoun St Unit 2

    105 N Loudoun St, Winchester, VA 22601
  13. 3 BEDS, 2 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    100 Pinto Trail

    100 Pinto Trail, Winchester, VA 22602
  14. 1 BED, 1 BATH
    $1,450
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450
    Required Monthly FeesNone
    Total Monthly Price$1,450

    105 N Loudoun St Unit 1

    105 N Loudoun St, Winchester, VA 22601
  15. 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
  16. 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

    105 Fay St

    105 Fay St, Winchester, VA 22602
  17. 2 BEDS, 1.5 BATHS
    $1,498
    Total Monthly Price Total Monthly Price New
    Base Rent$1,498
    Required Monthly FeesNone
    Total Monthly Price$1,498

    1016 Franklin St

    1016 Franklin St, Winchester, VA 22601
  18. 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
  19. 2 BEDS, 2.5 BATHS
    $1,890
    Total Monthly Price Total Monthly Price New
    Base Rent$1,890
    Required Monthly FeesNone
    Total Monthly Price$1,890

    104 Eastside Ln

    104 Eastside Ln, Winchester, VA 22602
  20. 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
  21. 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
  22. 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

    824 Appleseed Ct

    824 Appleseed Ct, Winchester, VA 22601
  23. 1 BED, 1 BATH
    $1,100
    Total Monthly Price Total Monthly Price New
    Base Rent$1,100
    Required Monthly FeesNone
    Total Monthly Price$1,100

    222 S Kent St

    222 S Kent St, Winchester, VA 22601
  24. 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

    515 N Loudoun St Unit 3

    515 N Loudoun St, Winchester, VA 22601
  25. 2 BEDS, 1 BATH
    $1,390
    Total Monthly Price Total Monthly Price New
    Base Rent$1,390
    Required Monthly FeesNone
    Total Monthly Price$1,390

    108 Martin Dr

    108 Martin Dr, Winchester, VA 22602
  26. 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
  27. 2 BEDS, 1.5 BATHS
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    24 E Pall Mall St

    24 E Pall Mall St, Winchester, VA 22601
  28. 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

    107 Lighthouse Ln

    107 Lighthouse Ln, Winchester, VA 22602
  29. 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

    107 Trade Wind Ln

    107 Trade Wind Ln, Winchester, VA 22602
  30. 2 BEDS, 1.5 BATHS
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200

    520 Allston Cir

    520 Allston Cir, Winchester, VA 22601
  31. 3 BEDS, 1 BATH
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    233 Molden Dr

    233 Molden Dr, Winchester, VA 22601
  32. 2 BEDS, 1.5 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    414 Cornwallis Ct

    414 Cornwallis Ct, Winchester, VA 22601
  33. 1 BED, 1 BATH
    $1,149
    Total Monthly Price Total Monthly Price New
    Base Rent$1,149
    Required Monthly FeesNone
    Total Monthly Price$1,149

    1704 Roberts St Unit 2

    1704 Roberts St, Winchester, VA 22601
  34. 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

    1111 Franklin St

    1111 Franklin St, Winchester, VA 22601
  35. 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

    125 Longstreet Ave

    125 Longstreet Ave, Winchester, VA 22603
  36. 2 BEDS, 2.5 BATHS
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    414 Surrey Club Ln

    414 Surrey Club Ln, Stephens City, VA 22655
  37. 3 BEDS, 2 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    307 Raven Rd

    307 Raven Rd, Stephens City, VA 22655
  38. 3 BEDS, 2 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    236 Somerset Dr

    236 Somerset Dr, Stephens City, VA 22655
  39. 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

    830 Locust St Unit 6

    830 Locust St, Stephens City, VA 22655
  40. 3 BEDS, 2.5 BATHS
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    402 Kintyre Ln

    402 Kintyre Ln, Stephens City, VA 22655
  41. 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

    106 Timberlake Terrace Unit 4

    106 Timberlake Terrace, Stephens City, VA 22655
  42. Building Photo - 1001 S Cameron St
    3 BEDS, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    1001 S Cameron St

    1001 S Cameron St, Winchester, VA 22601
Showing 42 of 113 results, Page 2 of 3

Winchester at a Glance

Average Rent

$1,342
(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 School

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

Public Middle School

Public
Grades 6-8
613 Students
GreatSchools Rating
Daniel Morgan Middle School

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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