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Apartments for Rent in Downtown Winchester

137 Rentals
  1. Rent Special
    |
    1 BED
    $1,700+
    2 BEDS
    $1,900+
    3 BEDS
    $2,100+
    4 BEDS
    $3,900+
    Plus Fees

    The Local

    230 Spring St, Winchester, VA 22601
    (434) 443-6043
  2. Building Photo - Fort Collier Terrace
    2 BEDS
    $1,747+
    3 BEDS
    $1,847+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,720 - $1,820
    Required Monthly Fees$27
    Total Monthly Price$1,747 - $1,847

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  3. 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
  4. Building Photo - 114 N Loudoun St
    STUDIO
    $1,600+
    1 BED
    $1,800+
    2 BEDS
    $2,600+
    Plus Fees - 1 Month Lease

    114 N Loudoun St

    114 N Loudoun St, Winchester, VA 22601
  5. 2 BEDS
    $1,525+
    3 BEDS
    $1,800+
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  6. Building Photo - 233 Kern St
    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

    233 Kern St

    233 Kern St, Winchester, VA 22601
  7. Building Photo - 228 Opequon Ave
    2 BEDS, 1 BATH
    $1,700
    Total Monthly Price Total Monthly Price New
    Base Rent$1,700
    Required Monthly FeesNone
    Total Monthly Price$1,700

    228 Opequon Ave

    228 Opequon Ave, Winchester, VA 22601
  8. Building Photo - 1801 Harvest Dr
    4 BEDS, 4 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
  9. Building Photo - 21 S Stewart St
    2 BEDS, 2 BATHS
    $2,200
    Total Monthly Price Total Monthly Price New
    Base Rent$2,200
    Required Monthly FeesNone
    Total Monthly Price$2,200

    21 S Stewart St Unit 4

    21 S Stewart St, Winchester, VA 22601
  10. Building Photo - 21 S Stewart St
    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

    21 S Stewart St

    21 S Stewart St, Winchester, VA 22601
  11. Building Photo - 25 W Boscawen St
    1 BED, 1.5 BATHS
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200
    - 12 Month Lease

    25 W Boscawen St Unit 3

    25 W Boscawen St, Winchester, VA 22601
  12. 2 BEDS, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000
    - 12 Month Lease

    130 Montague Ave Unit Montague

    130 Montague Ave, Winchester, VA 22601
  13. 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
  14. 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
  15. 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
  16. 2 BEDS, 1 BATH
    $1,250
    Total Monthly Price Total Monthly Price New
    Base Rent$1,250
    Required Monthly FeesNone
    Total Monthly Price$1,250
    - 12 Month Lease

    24 Jackson Ave Unit 2

    24 Jackson Ave, Winchester, VA 22601
  17. Building Photo - 540 Bellview Ave
    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
  18. Building Photo - 304 S Braddock St
    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

    304 S Braddock St

    304 S Braddock St, Winchester, VA 22601
  19. 2 BEDS, 1 BATH
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    516 Hollingsworth Dr

    516 Hollingsworth Dr, Winchester, VA 22601
  20. 2 BEDS, 2 BATHS
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    210 E Boscawen St Unit 202

    210 E Boscawen St, Winchester, VA 22601
  21. 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

    434 Fairmont Ave

    434 Fairmont Ave, Winchester, VA 22601
  22. 3 BEDS, 2 BATHS
    $1,995
    Total Monthly Price Total Monthly Price New
    Base Rent$1,995
    Required Monthly FeesNone
    Total Monthly Price$1,995

    214 N East Ln

    214 N East Ln, Winchester, VA 22601
  23. 3 BEDS, 2.5 BATHS
    $2,395
    Total Monthly Price Total Monthly Price New
    Base Rent$2,395
    Required Monthly FeesNone
    Total Monthly Price$2,395

    3141 Eton Pl

    3141 Eton Pl, Winchester, VA 22601
  24. 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
  25. 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

    2 E Germain St

    2 E Germain St, Winchester, VA 22601
  26. 3 BEDS, 3.5 BATHS
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450

    210 E Piccadilly St

    210 E Piccadilly St, Winchester, VA 22601
  27. 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

    208 W Boscawen St Unit 12

    208 W Boscawen St, Winchester, VA 22601
  28. 1 BED, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    619 S Cameron St Unit 2

    619 S Cameron St, Winchester, VA 22601
  29. 1 BED, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    619 S Cameron St Unit 1

    619 S Cameron St, Winchester, VA 22601
  30. 2 BEDS, 1 BATH
    $1,625
    Total Monthly Price Total Monthly Price New
    Base Rent$1,625
    Required Monthly FeesNone
    Total Monthly Price$1,625

    609 Smithfield Ave

    609 Smithfield Ave, Winchester, VA 22601
  31. 2 BEDS, 1 BATH
    $1,795
    Total Monthly Price Total Monthly Price New
    Base Rent$1,795
    Required Monthly FeesNone
    Total Monthly Price$1,795

    137 Fox Dr

    137 Fox Dr, Winchester, VA 22601
  32. 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
  33. Building Photo - 123 E Leicester St
    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

    123 E Leicester St

    123 E Leicester St, Winchester, VA 22601
Showing 42 of 49 results, Page 1 of 2

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Downtown Winchester Neighborhood in Winchester, VA

If you’re looking for apartments in Downtown Winchester, Winchester, Apartment Finder has you covered! With great rent specials, price drops, and the best values in Downtown Winchester, one of these 49 rentals is sure to fit your list of apartment must-haves. Use our custom filters to narrow your search. Are you looking for a cozy studio apartment or a one-bedroom for yourself, a two-bedroom apartment for you and a roommate, or something more spacious with three-four beds? Apartment Finder has a wide variety of floorplans to meet every need.

Next, select the amenities you can't live without. Start with the basics and make sure your new place offers in-unit air conditioning, a washer and dryer, and a dishwasher. Then, take your living experience to the next level and look at apartments with a garage, swimming pool, and a gym. You can even combine amenties and ensure that your wheelchair accessible apartment has an elevator, or that your pet-friendly place has a balcony.

If filtering for amenities isn't specific enough, you can find apartments that fit your lifestyle when you search by specialty. Look at income-restricted apartments, senior living, short-term rentals, or student housing and find a place that caters to your exact needs. When you've found the perfect floorplan with all the essential amenities included, filter by price to make sure your new place fits your budget. Click on any of these properties to see photos and floor plans, read reviews, check out the rent calculator, and learn more about the neighborhood with information on nearby parks, shopping malls, and transit stops. With more than one million rentals currently available, Apartment Finder is the place to find your Downtown Winchester apartment.

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