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Apartments for Rent in Winchester, VA under $2000

Apartments for Rent in Winchester, VA under $2000. 167 Rentals Available
167 Rentals Available
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  • a brick house with a cloudy sky in the background
    Only 1 unit left
    1 bd $1,550
    Base rent
    Verified Listing

    Madison Village Apartments - Building 6, Winchester, VA 22602
    Apply online • Pet friendly
  • A kitchen with white appliances and cabinets, a dining table set with plates and a potted plant on it.
    Rent specials 5 units available
    2 bd $1,495+
    3 bd $1,825+
    Total monthly cost
    Verified Listing

    4.0 (15)
    121 Fay Street, Winchester, VA 22601
    Apply online • Pet friendly
  • a living room with a white couch and two blue chairs
    7 units available
    1 bd $1,843+
    2 bd $1,988+
    Base rent
    Verified Listing

    4.5 (59)
    1864 Old Jube Square, Winchester, VA 22601
    Apply online • Pet friendly
  • A roundabout with a building in the background.
    15 units available
    1 bd $1,550
    2 bd $1,750+
    Base rent
    Verified Listing

    152 Keens Circle, Winchester, VA 22602
    Apply online • Pet friendly
  • a floor plan of a small house with a kitchen and a living room
    Only 1 unit left
    1 bd $1,500
    Base rent
    Verified Listing

    15 S. Cameron Street, Winchester, VA 22601
    Apply online
  • a kitchen with white appliances and wooden cabinets
    Rent specials 6 units available
    1 bd $1,245
    3 bd $1,795+
    Total monthly cost
    Verified Listing

    4.0 (6)
    1008-F N. Braddock Street, Winchester, VA 22601
    Apply online • Pet friendly
  • A kitchen with white cabinets and a white refrigerator.
    Only 1 unit left
    1 bd $1,400
    Base rent
    Verified Listing

    15 S. Cameron Street, Winchester, VA 22601
    Apply online
  • A large apartment complex with multiple buildings and cars parked in the parking lot.
    20 units available
    1 bd $1,550
    2 bd $1,750+
    Base rent
    Verified Listing

    5.0 (1)
    113 Pallid Court, Winchester, VA 22602
    Apply online • Pet friendly
  • A large apartment complex with a parking lot in front.
    36 units available
    1 bd $1,550
    2 bd $1,750+
    Base rent
    Verified Listing

    125 Keens Circle, Winchester, VA 22602
    Apply online • Pet friendly
  • A modern living room with a grey sofa and a coffee table.
    Rent specials Rewards
    1 bd $1,695+
    2 bd $1,955+
    Base rent
    Verified Listing

    4.5 (2)
    1981 Randolph Place, Winchester, VA 22601
    Apply online • Pet friendly
  • A living room with a green chair and a wooden coffee table.
    Rent specials 13 units available
    2 bd $1,375+
    Total monthly cost
    Verified Listing

    5.0 (1)
    2260 Wilson Blvd, Winchester, VA 22601
    Apply online • Pet friendly
  • A floor plan of the Stone Valley apartment, showing the layout of the living and dining room, kitchen, and two bedrooms.
    Only 1 unit left
    2 bd $1,700
    Base rent
    Verified Listing

    2045 Valley Avenue, Winchester, VA 22601
    Apply online • Pet friendly
  • a row of apartment buildings next to a parking lot
    Only 1 unit left
    1 bd $1,550
    2 bd $1,800
    Base rent
    Verified Listing

    4.5 (2)
    Madison Village Apartments - Building 3, Winchester, VA 22602
    Apply online • Pet friendly
  • a kitchen with wood cabinets and white counter tops and a black stove
    Only 1 unit left
    3 bd $1,850
    Base rent
    Verified Listing

    310 Chatham Square, Winchester, VA 22601
    Apply online • Pet friendly
  • 235 Keens Circle 1-2 Beds Apartment for Rent
    48 units available
    1 bd $1,550
    2 bd $1,750+
    Base rent
    Verified Listing

    235 Keens Circle, Winchester, VA 22602
    Apply online • Pet friendly
  • a kitchen with white cabinets and a counter top
    1 bd $1,550
    2 bd $1,750
    Base rent
    Verified Listing

    4.5 (7)
    Madison Village Apartments - Building 5, Winchester, VA 22602
    Pet friendly
  • A kitchen with a sink and cabinets.
    1 bd $1,700
    2 bd $1,900
    Base rent
    Verified Listing

    5.0 (3)
    230 Spring Street, Winchester, VA 22601
    Apply online • Pet friendly
  • an exterior view of an apartment building
    1 bd $1,550
    Base rent
    Verified Listing

    4.5 (3)
    Madison Village Apartments - Building 1, Winchester, VA 22602
    Pet friendly

  • More Rentals Near Winchester, VA

  • A kitchen with wooden cabinets and black appliances.
    3 bd $2,000
    Base rent
    Verified Listing

    200 Cross Keys Place, Stephens City, VA 22655
    Pet friendly
  • A living room with a brown leather couch and a wooden entertainment center.
    1 bd $1,350
    Base rent
    Verified Listing

    112 Branch Court, Stephens City, VA 22655
18-2-city

Frequently asked questions

When were prices and availability in Winchester, VA last updated?

Prices and availability in Winchester, VA were last updated on 27 May 2026.

What are the best apartments in Winchester, VA?
What type of rental buildings are in Winchester, VA?

In Winchester, 56% of the residents are renting compared to 44% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 5% of Winchester's rentals, 66% are small-scale complexes with under 50 units, and 29% are single-family rentals.