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Apartments for Rent in Downtown Winchester

170 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
    Good Value
    1 BED
    $1,272+
    2 BEDS
    $1,772+
    3 BEDS
    $1,802+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,245 - $1,820
    Required Monthly Fees$27
    Total Monthly Price$1,272 - $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. 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
    $1,565
    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. 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

    619 S Cameron St Unit 2

    619 S Cameron St, Winchester, VA 22601
  8. 3 BEDS, 2 BATHS
    $2,225
    Total Monthly Price Total Monthly Price New
    Base Rent$2,225
    Required Monthly FeesNone
    Total Monthly Price$2,225

    312 E Piccadilly St

    312 E Piccadilly St, Winchester, VA 22601
  9. 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

    619 S Cameron St Unit 1

    619 S Cameron St, Winchester, VA 22601
  10. Building Photo - 6 E Cecil St
    2 BEDS, 2 BATHS
    $1,950
    Total Monthly Price Total Monthly Price New
    Base Rent$1,950
    Required Monthly FeesNone
    Total Monthly Price$1,950

    6 E Cecil St

    6 E Cecil St, Winchester, VA 22601
  11. 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
  12. 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
  13. 3 BEDS, 2 BATHS
    $2,225
    Total Monthly Price Total Monthly Price New
    Base Rent$2,225
    Required Monthly FeesNone
    Total Monthly Price$2,225

    314 E Piccadilly St

    314 E Piccadilly St, Winchester, VA 22601
  14. Building Photo - 342 Fairmont Ave
    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
    - 1 Month Lease

    342 Fairmont Ave Unit Apt 3

    342 Fairmont Ave, Winchester, VA 22601
  15. 3 BEDS, 3 BATHS
    $2,450
    Total Monthly Price Total Monthly Price New
    Base Rent$2,450
    Required Monthly FeesNone
    Total Monthly Price$2,450
    - 12 Month Lease

    213 N Kent St Unit 213

    213 N Kent St, Winchester, VA 22601
  16. 2 BEDS, 1 BATH
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550
    - 12 Month Lease

    208 N Kent St Unit 208 N. Kent St - A

    208 N Kent St, Winchester, VA 22601
  17. 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
  18. 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

    382 Woodstock Ln

    382 Woodstock Ln, Winchester, VA 22601
  19. 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
    - 12 Month Lease

    1805 Harvest Dr

    1805 Harvest Dr, Winchester, VA 22601
  20. 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
  21. Building Photo - 1816 Valley Ave
    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
  22. Building Photo - 209 N Washington St
    4 BEDS, 3 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    209 N Washington St

    209 N Washington St, Winchester, VA 22601
  23. 3 BEDS, 2.5 BATHS
    $3,700
    Total Monthly Price Total Monthly Price New
    Base Rent$3,700
    Required Monthly FeesNone
    Total Monthly Price$3,700

    703 S Loudoun St

    703 S Loudoun St, Winchester, VA 22601
  24. 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
  25. 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
  26. 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
  27. 3 BEDS, 2 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    318 Highland Ave

    318 Highland Ave, Winchester, VA 22601
  28. 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
  29. 2 BEDS, 2 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    210 E Boscawen St Unit 200

    210 E Boscawen St, Winchester, VA 22601
  30. 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
  31. 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
  32. 3 BEDS, 1 BATH
    $2,195
    Total Monthly Price Total Monthly Price New
    Base Rent$2,195
    Required Monthly FeesNone
    Total Monthly Price$2,195

    122 Morningside Dr

    122 Morningside Dr, Winchester, VA 22601
Showing 42 of 70 results, Page 1 of 2

Winchester at a Glance

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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 70 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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