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Two Bedroom Apartments for Rent in Downtown Winchester

88 Rentals
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  3. Building Photo - Fort Collier Terrace
    2 Months Free
    2 Months Free
    2 BEDS
    $1,677
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650 - $1,795
    Required Monthly Fees$27
    Total Monthly Price$1,677 - $1,822

    Fort Collier Terrace

    900-1024 N Braddock St, Winchester, VA 22601
    (540) 409-4434
  6. Building Photo - 148 N Loudoun St
    Good Value
    2 BEDS
    $1,800
    Plus Fees

    148 N Loudoun St

    148 N Loudoun St, Winchester, VA 22601
  10. 2 BEDS
    $1,450
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  11. 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
  12. Building Photo - 21 S Stewart St
    2 BEDS, 2 BATHS
    $1,900
    Total Monthly Price Total Monthly Price New
    Base Rent$1,900
    Required Monthly FeesNone
    Total Monthly Price$1,900

    21 S Stewart St Unit 4

    21 S Stewart St, Winchester, VA 22601
  13. Building Photo - 21 N Braddock St
    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
         - 12 Month Lease

    21 N Braddock St

    21 N Braddock St, Winchester, VA 22601
    Apply
  14. Building Photo - 13 E North Ave
    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

    13 E North Ave Unit 1

    13 E North Ave, Winchester, VA 22601
    Apply
  15. 2 BEDS, 1 BATH
    $1,100
    Total Monthly Price Total Monthly Price New
    Base Rent$1,100
    Required Monthly FeesNone
    Total Monthly Price$1,100
         - 12 Month Lease

    5 E Pall Mall St Unit 7

    5 E Pall Mall St, Winchester, VA 22601
    Apply
  16. Building Photo - 318 S Cameron St
    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
         - 12 Month Lease

    318 S Cameron St Unit Apt A

    318 S Cameron St, Winchester, VA 22601
    Apply
  17. 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
    Apply
  18. Building Photo - 443 Millwood Ave
    2 BEDS, 2 BATHS
    $1,500
    Total Monthly Price Total Monthly Price New
    Base Rent$1,500
    Required Monthly FeesNone
    Total Monthly Price$1,500

    443 Millwood Ave Unit 3

    443 Millwood Ave, Winchester, VA 22601
  19. Building Photo - 31 E Germain St
    2 BEDS, 2 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    31 E Germain St

    31 E Germain St, Winchester, VA 22601
  20. 2 BEDS, 2 BATHS
    $1,575
    Total Monthly Price Total Monthly Price New
    Base Rent$1,575
    Required Monthly FeesNone
    Total Monthly Price$1,575

    26 E Pall Mall St

    26 E Pall Mall St, Winchester, VA 22601
  21. 2 BEDS, 1.5 BATHS
    $1,550
    Total Monthly Price Total Monthly Price New
    Base Rent$1,550
    Required Monthly FeesNone
    Total Monthly Price$1,550

    527 Gray Ave

    527 Gray Ave, Winchester, VA 22601
  22. 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
  23. 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

    235 Millwood Ave

    235 Millwood Ave, Winchester, VA 22601
  24. 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

    204 E Whitlock Ave

    204 E Whitlock Ave, Winchester, VA 22601
  25. 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

    443 N Loudoun St Unit 2

    443 N Loudoun St, Winchester, VA 22601
  26. Building Photo - 22 Peyton St
    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

    22 Peyton St Unit Apt 3

    22 Peyton St, Winchester, VA 22601
  27. 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

    21-23 S. Stewart Street Unit 2102

    21-23-23 S Stewart St, Winchester, VA 22601
  28. 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

    502 N Loudoun St

    502 N Loudoun St, Winchester, VA 22601
  29. 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

    1839 Henry Ave

    1839 Henry Ave, Winchester, VA 22601
  30. 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

    305 S Kent St

    305 S Kent St, Winchester, VA 22601
  31. Exceptional Value
    2 BEDS
    $1,467
    Plus Fees - 12 Month Lease

    ZeroPak Apartments

    570 N Cameron St, Winchester, VA 22601

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Downtown Winchester Neighborhood in Winchester, VA

So you're looking for the perfect two-bedroom apartment for rent in Downtown Winchester. With great rent specials, price drops, and the best values in the city, Apartment Finder offers a wide selection of spacious two-bedroom apartments that will fit your lifestyle and budget. Two-bedroom apartments' larger layout and versatile living spaces provide ample room for individuals, couples, or even small families in Downtown Winchester.

With the shared cost of rent, two-bedroom apartments offer great value for the space you get. Even if you're not searching with roommates, a two-bedroom apartment has practical benefits. Experience the advantages of having an extra bedroom, whether for a home office, guest room, or added storage space. The flexibility of a second bedroom allows you to personalize your home and adapt to changing needs. Enjoy a larger living area, multiple closets, and potentially additional amenities like balconies or in-unit laundry. Choose any of these 31 two-bedroom apartments for rent to view floor plans, see photos, and get more information on amenities and availability.

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