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

248 Rentals
.
  1. 1 BED, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    30 W Germain St

    30 W Germain St, Winchester, VA 22601
  2. Building Photo - 1843 Henry Ave
    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

    1843 Henry Ave

    1843 Henry Ave, Winchester, VA 22601
  3. 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
  4. 2 BEDS, 1 BATH
    $1,495
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495
    Required Monthly FeesNone
    Total Monthly Price$1,495

    313 Emily Ln

    313 Emily Ln, Winchester, VA 22602
  5. 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

    309 Emily Ln

    309 Emily Ln, Winchester, VA 22602
  6. 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

    218 Monticello Square

    218 Monticello Square, 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

    504 Yorktowne Pl

    504 Yorktowne Pl, Winchester, VA 22601
  8. 3 BEDS, 1.5 BATHS
    $1,725
    Total Monthly Price Total Monthly Price New
    Base Rent$1,725
    Required Monthly FeesNone
    Total Monthly Price$1,725

    15 Jigsaw Pl

    15 Jigsaw Pl, Winchester, VA 22601
  9. 2 BEDS, 1 BATH
    $1,150
    Total Monthly Price Total Monthly Price New
    Base Rent$1,150
    Required Monthly FeesNone
    Total Monthly Price$1,150

    5290 Main St Unit # 2

    5290 Main St, Stephens City, VA 22655
  10. 3 BEDS, 1 BATH
    $1,695
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695
    Required Monthly FeesNone
    Total Monthly Price$1,695

    1061 Filbert St

    1061 Filbert St, Stephens City, VA 22655
  11. 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

    146 Hackberry Dr

    146 Hackberry Dr, Stephens City, VA 22655
Showing 42 of 95 results, Page 3 of 3

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Winchester at a Glance

Average Rent

$1,303
(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

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
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
GreatSchools Rating
Jordan Springs Elementary

Public Elementary School

Public
Grades K-5
Students

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

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