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Apartments for Rent in Winchester, VA under $2000

Apartments for Rent in Winchester, VA under $2000. 38 Rentals Available
38 Rentals Available
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  • a kitchen with white appliances and wooden cabinets
    8 units available
    1 bd $999+
    2 bd $1,320
    Base rent
    Verified Listing

    996 N. Braddock St., Winchester, VA 22601
    Apply online • Pet friendly
  • a living room with a long wooden dining table and a couch
    1 bd $1,720+
    2 bd $1,970+
    Base rent
    Verified Listing

    1981 Randolph Place, Winchester, VA 22601
    Apply online • Pet friendly
  • a kitchen with white cabinets and a sink and a refrigerator
    Only 1 unit left
    1 bd $1,300
    Base rent
    Verified Listing

    164 N. Indian Alley, Winchester, VA 22601
    Apply online
  • a living room with two green chairs and a couch
    11 units available
    2 bd $1,375
    Base rent
    Verified Listing

    2260 Wilson Blvd, Winchester, VA 22601
    Apply online • Pet friendly
  • a kitchen with white appliances and wooden cabinets
    8 units available
    1 bd $1,025
    Base rent
    Verified Listing

    996 N. Braddock St., Winchester, VA 22601
    Apply online • Pet friendly
  • a living room with a white couch and two blue chairs
    Only 2 units left
    1 bd $1,915
    2 bd $1,950+
    Base rent
    Verified Listing

    1864 Old Jube Square, Winchester, VA 22601
    Apply online • Pet friendly
  • an empty kitchen with black appliances and wooden floors
    Only 1 unit left
    1 bd $1,300
    Base rent
    Verified Listing

    15 S. Cameron Street, Winchester, VA 22601
    Apply online
  • an empty living room with a white door and window
    Only 1 unit left
    1 bd $1,400
    Base rent
    Verified Listing

    15 S. Cameron Street, Winchester, VA 22601
    Apply online
  • a row of town houses on a street
    Only 1 unit left
    3 bd $1,650
    Base rent
    Verified Listing

    603 Chatham Square, Winchester, VA 22601
    Apply online • Pet friendly
  • our apartments are located on the corner of a city street
    1 bd $1,300
    Base rent
    Verified Listing

    150 Panay Way, Winchester, VA 22602
    Pet friendly
  • LOT 82 3 Beds Apartment for Rent
    3 bd $1,000
    Base rent
    Verified Listing

    LOT 82, Winchester, VA 22602
    Pet friendly
  • a townhouse icon vector isolated on white background illustration
    2 bd $2,000
    Base rent
    Verified Listing

    LOT 80, Winchester, VA 22602
    Pet friendly
12-0-city

Frequently asked questions

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

Prices and availability in Winchester, VA were last updated on 22 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.