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Two Bedroom Apartments for Rent in Downtown Winchester

82 Rentals
.
  10. 2 BEDS
    $1,575
    Plus Fees

    PEMBERTON

    660 Pemberton Dr, Winchester, VA 22601
  11. Building Photo - 737 S Kent 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

    737 S Kent St

    737 S Kent St, Winchester, VA 22601
  12. Building Photo - 6 E Cecil St
    2 BEDS, 2 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    6 E Cecil St

    6 E Cecil St, Winchester, VA 22601
  13. 2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    228 Opequon Ave

    228 Opequon Ave, Winchester, VA 22601
  14. 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

    104 S Loudoun St Unit 2

    104 S Loudoun St, Winchester, VA 22601
  15. 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
  16. Building Photo - 112 E Pall Mall 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

    112 E Pall Mall St

    112 E Pall Mall St, Winchester, VA 22601
  18. 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
  19. 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
  20. Building Photo - 130 Montague Ave
    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
    Apply
  21. Building Photo - 127-A Peyton Street
    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
    Apply
  22. 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
    Apply
  23. Building Photo - 7 N Loudoun St
    2 BEDS, 2.5 BATHS
    $2,500
    Total Monthly Price Total Monthly Price New
    Base Rent$2,500
    Required Monthly FeesNone
    Total Monthly Price$2,500

    7 N Loudoun St

    7 N Loudoun St, Winchester, VA 22601
  24. Building Photo - 609 Smithfield Ave
    2 BEDS, 1 BATH
    $1,545
    Total Monthly Price Total Monthly Price New
    Base Rent$1,545
    Required Monthly FeesNone
    Total Monthly Price$1,545

    609 Smithfield Ave

    609 Smithfield Ave, Winchester, VA 22601
  25. 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
  26. 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

    443 Millwood Ave Unit 5

    443 Millwood Ave, Winchester, VA 22601
  27. 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 4

    443 Millwood Ave, Winchester, VA 22601
  28. 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

    2 E Germain St

    2 E Germain St, Winchester, VA 22601
  29. Building Photo - 434 N Kent St
    2 BEDS, 1 BATH
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200

    434 N Kent St Unit #4

    434 N Kent St, Winchester, VA 22601
  30. Building Photo - 434 N Kent St
    2 BEDS, 1 BATH
    $1,200
    Total Monthly Price Total Monthly Price New
    Base Rent$1,200
    Required Monthly FeesNone
    Total Monthly Price$1,200

    434 N Kent St Unit #3

    434 N Kent St, Winchester, VA 22601
  31. 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

    1817 Henry Ave

    1817 Henry Ave, Winchester, VA 22601
  32. 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

    309 S Kent St

    309 S Kent St, Winchester, VA 22601
  33. 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

    307 S Kent St

    307 S Kent St, Winchester, VA 22601
  34. 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

    224 East St

    224 East St, Winchester, VA 22601
  35. 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

    1831 Henry Ave

    1831 Henry Ave, Winchester, VA 22601
  36. 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

    412 Diehl St

    412 Diehl St, Winchester, VA 22601
  37. 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

    109 E Pall Mall St

    109 E Pall Mall 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 37 two-bedroom apartments for rent to view floor plans, see photos, and get more information on amenities and availability.

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