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

267 Rentals
.
  1. Building Photo - The Local
    Rent Special
    Rent Special
    |
    1 BED
    $1,700+
    2 BEDS
    $1,900+
    Plus Fees

    The Local

    230 Spring St, Winchester, VA 22601
    (434) 443-6043
  5. Interior Photo - Blue Ridge Apartments
    2 BEDS
    $1,482
    Total Monthly Price Total Monthly Price New
    Base Rent$1,450 - $1,800
    Required Monthly Fees$31
    Utilities & EssentialsVaries
    Total Monthly Price$1,481 - $1,831
         - 12 Month Lease

    Blue Ridge Apartments

    2260 Wilson Blvd, Winchester, VA 22601
    (888) 231-7146
  6. Interior Photo - Fay Street Apartments
    2 BEDS
    $1,622+
    3 BEDS
    $1,752+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,595 - $1,725
    Required Monthly Fees$27
    Total Monthly Price$1,622 - $1,752

    Fay Street Apartments

    121 Fay St, Winchester, VA 22602
    (540) 306-4387
  7. 2 BEDS
    $1,722+
    3 BEDS
    $1,822+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695 - $1,795
    Required Monthly Fees$27
    Total Monthly Price$1,722 - $1,822

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  11. 3 BEDS
    $2,005
    Total Monthly Price Total Monthly Price New
    Base Rent$1,920 - $2,199
    Required Monthly Fees$85
    Total Monthly Price$2,005 - $2,284
         - 12 Month Lease

    West Wind Townhomes

    113 Holt Ct, Stephens City, VA 22655
    (540) 495-1621
  12. Building Photo - 148 N Loudoun St
    1 BED
    $1,600+
    2 BEDS
    $1,800+
    Plus Fees

    148 N Loudoun St

    148 N Loudoun St, Winchester, VA 22601
  13. Pemberton Village Exterior - PEMBERTON
    2 BEDS
    $1,525+
    3 BEDS
    $1,800+
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  16. 2 BEDS
    $1,595+
    3 BEDS
    $1,860+
    Plus Fees

    LIMESTONE PLACE

    475 W Tevis St, Winchester, VA 22601
  17. 2 BEDS
    $1,720
    Plus Fees

    CONTRAIL PARK

    749 Front Royal Pike, Winchester, VA 22602
  18. 1 BED
    $1,499+
    2 BEDS
    $1,567+
    3 BEDS
    $1,813+
    Plus Fees

    Peppertree VA

    221 Peppertree Ln, Winchester, VA 22601
  19. 2 BEDS
    $1,476+
    3 BEDS
    $1,690+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,431 - $1,650
    Required Monthly Fees$45
    Total Monthly Price$1,476 - $1,695
         - 12 Month Lease

    Preston Place

    124 Castlebridge Ct, Winchester, VA 22602
  23. 1 BED
    $1,013+
    2 BEDS
    $1,218+
    Plus Fees - 12 Month Lease

    ZeroPak Apartments

    570 N Cameron St, Winchester, VA 22601
  24. 2 BEDS
    $1,630+
    3 BEDS
    $1,660+
    Plus Fees

    TASKER

    120 Caledon Ct, Stephens City, VA 22655
  25. Building Photo - 157-110 Brookland Terrace
    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

    157-110 Brookland Terrace Unit 10

    157-110 Brookland Terrace, Winchester, VA 22602
  26. Building Photo - 121 Taft Ave
    2 BEDS, 1 BATH
    $1,500

    121 Taft Ave

    121 Taft Ave, Winchester, VA 22601
  31. Building Photo - 224 1/2 Kern Street Unit 224 1/2
    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 1/2 Kern Street Unit 224 1/2

    224 1/2 Kern St, Winchester, VA 22601
  32. 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

    235 Kern St

    235 Kern St, Winchester, VA 22601
  35. Building Photo - 301 S Braddock St
    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
         - 12 Month Lease

    301 S Braddock St Unit 3

    301 S Braddock St, Winchester, VA 22601
    Apply
  36. Building Photo - 31 W Whitlock Ave
    3 BEDS, 1.5 BATHS
    $1,850
    Total Monthly Price Total Monthly Price New
    Base Rent$1,850
    Required Monthly FeesNone
    Total Monthly Price$1,850
         - 12 Month Lease

    31 W Whitlock Ave

    31 W Whitlock Ave, Winchester, VA 22601
    Apply
  37. 2 BEDS, 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
  38. 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
  39. 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
  40. 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
  41. 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
    Apply
  42. 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
         - 12 Month Lease

    895 Newtown Ct Unit Apt 1

    895 Newtown Ct, Stephens City, VA 22655
Showing 42 of 88 results, Page 1 of 3

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

Winchester, VA Apartments for Rent

Nestled in the scenic Shenandoah Valley, Winchester combines historic character with contemporary living. This northwestern Virginia city, established in 1744, features the Museum of the Shenandoah Valley and the Loudoun Street pedestrian mall, both within walking distance of many apartment communities. With one-bedroom apartments averaging $1,338 monthly, Winchester offers more affordable housing options than Washington D.C., located 75 miles away.

Located along Interstate 81, Winchester provides convenient access to several major highways throughout the region. The city is home to Shenandoah University and Valley Health's Winchester Medical Center. Residents enjoy all four seasons with access to local parks and the Blue Ridge Mountains. Housing options range from apartments in restored historic buildings downtown to newer residential communities throughout the city.

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

Private University
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.

Apartments for Rent Near Winchester

Winchester Apartments for Rent in Your Budget

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