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Apartments for Rent in Downtown Winchester - Page 2

176 Rentals
.
  1. Building Photo - 434 Fairmont 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

    434 Fairmont Ave

    434 Fairmont Ave, Winchester, VA 22601
  2. Building Photo - 160 N Loudoun St
    1 BED, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    160 N Loudoun St Unit 301

    160 N Loudoun St, Winchester, VA 22601
  3. 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
  4. 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
  5. 1 BED, 1 BATH
    $1,124
    Total Monthly Price Total Monthly Price New
    Base Rent$1,124
    Required Monthly FeesNone
    Total Monthly Price$1,124

    1704 Roberts St Unit 1

    1704 Roberts St, Winchester, VA 22601
  6. 3 BEDS, 3 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    25 W Boscawen St Unit #2

    25 W Boscawen St, Winchester, VA 22601
  7. 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
  8. 3 BEDS, 1.5 BATHS
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050
    Required Monthly FeesNone
    Total Monthly Price$2,050

    341 Fairview Ave

    341 Fairview Ave, Winchester, VA 22601
  9. 4 BEDS, 3.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    1829 Harvest Dr

    1829 Harvest Dr, Winchester, VA 22601
  10. 4 BEDS, 3.5 BATHS
    $2,400
    Total Monthly Price Total Monthly Price New
    Base Rent$2,400
    Required Monthly FeesNone
    Total Monthly Price$2,400

    1801 Harvest Dr

    1801 Harvest Dr, Winchester, VA 22601
  11. 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
  12. Building Photo - 1660 S Braddock 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

    1660 S Braddock St

    1660 S Braddock St, Winchester, VA 22601
  13. Building Photo - 1731 Valley Ave
    4 BEDS, 1.5 BATHS
    $2,395
    Total Monthly Price Total Monthly Price New
    Base Rent$2,395
    Required Monthly FeesNone
    Total Monthly Price$2,395

    1731 Valley Ave

    1731 Valley Ave, Winchester, VA 22601
  14. 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

    211 Sharp St

    211 Sharp St, Winchester, VA 22601
  15. 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
  16. 3 BEDS, 1 BATH
    $2,295
    Total Monthly Price Total Monthly Price New
    Base Rent$2,295
    Required Monthly FeesNone
    Total Monthly Price$2,295

    520 S Kent St

    520 S Kent St, Winchester, VA 22601
  17. 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
  18. 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
  19. 3 BEDS, 3.5 BATHS
    $2,300
    Total Monthly Price Total Monthly Price New
    Base Rent$2,300
    Required Monthly FeesNone
    Total Monthly Price$2,300

    717 S Braddock St

    717 S Braddock St, Winchester, VA 22601
  20. 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
  21. 4 BEDS, 1 BATH
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    101 W Whitlock Ave

    101 W Whitlock Ave, Winchester, VA 22601
  22. 3 BEDS, 1.5 BATHS
    $1,525
    Total Monthly Price Total Monthly Price New
    Base Rent$1,525
    Required Monthly FeesNone
    Total Monthly Price$1,525

    End Unit Townhouse!!

    221 Kimberly Way, Winchester, VA 22601
Showing 42 of 64 results, Page 2 of 2

Winchester at a Glance

Average Rent

N/A
(All bedrooms and property types)
0

School Rating

out of 10 Rating
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Schools in Winchester
0

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Winchester
49

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Winchester

Top Budget-Friendly Neighborhoods in Winchester

(For 1 bedroom apartments)

Average Rent in Nearby Cities

(For 1 bedroom apartments)

Getting Around Winchester

Transportation

79

Very Walkable

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.
49

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

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

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