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Apartments for Rent in Winchester, VA under $2000

Apartments for Rent in Winchester, VA under $2000. 186 Rentals Available
186 Rentals Available
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  • a living room with a white couch and two blue chairs
    Only 2 units left
    1 bd $1,866+
    Base rent
    Verified Listing

    4.5 (59)
    1864 Old Jube Square, Winchester, VA 22601
    Apply online • Pet friendly
  • A living room with a green chair and a wooden coffee table.
    Rent specials 9 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 modern kitchen with a wooden table and chairs.
    Rent specials 7 units available
    1 bd $1,245
    2 bd $1,745
    3 bd $1,775+
    Total monthly cost
    Verified Listing

    4.0 (6)
    1008-F N. Braddock Street, Winchester, VA 22601
    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 7 units available
    1 bd $1,195+
    2 bd $1,495+
    3 bd $1,825+
    Total monthly cost
    Verified Listing

    4.0 (16)
    121 Fay Street, Winchester, VA 22601
    Apply online • Pet friendly
  • A kitchen with a sink and cabinets.
    5 units available
    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
  • a kitchen with white cabinets and a counter top
    Only 1 unit left
    1 bd $1,550
    2 bd $1,750
    Base rent
    Verified Listing

    4.5 (7)
    Madison Village Apartments - Building 5, Winchester, VA 22602
    Apply online • Pet friendly
  • A modern living room with a grey sofa and a coffee table.
    Rent specials Rewards
    1 bd $1,745+
    2 bd $1,865+
    Base rent
    Verified Listing

    4.5 (2)
    1981 Randolph Place, Winchester, VA 22601
    Apply online • Pet friendly
  • 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 black appliances and white cabinets.
    Only 1 unit left
    2 bd $1,750
    Base rent
    Verified Listing

    2045 Valley Avenue, Winchester, VA 22601
    Apply online • Pet friendly
  • A large apartment complex with a parking lot in front.
    35 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 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 roundabout with a building in the background.
    14 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 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 row of houses with different colored front doors.
    Only 1 unit left
    3 bd $1,850
    Base rent
    Verified Listing

    2915 Sorrell Court, Winchester, VA 22601
    Apply online • Pet friendly
  • 235 Keens Circle 1-2 Beds Apartment for Rent
    46 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 floor plan of a small house with a kitchen and a living room
    Ask for pricing
    Verified Listing

    15 S. Cameron Street, Winchester, VA 22601
  • a row of apartment buildings next to a parking lot
    1 bd $1,550
    Base rent
    Verified Listing

    4.5 (2)
    Madison Village Apartments - Building 3, Winchester, VA 22602
    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
  • A floor plan of the Stone Valley apartment, showing the layout of the living and dining room, kitchen, and two bedrooms.
    2 bd $1,700
    Base rent
    Verified Listing

    2045 Valley Avenue, Winchester, VA 22601
    Pet friendly
  • a floor plan of a small house with a bathroom and a kitchen
    1 bd $1,450
    Base rent
    Verified Listing

    15 S. Cameron Street, Winchester, VA 22601
  • A kitchen with dark wood cabinets and black appliances.
    2 bd $1,725
    Base rent
    Verified Listing

    2045 Valley Avenue, Winchester, VA 22601
    Pet friendly
  • a kitchen with black cabinets and an island in the middle of a room
    1 bd $1,650
    Base rent
    Verified Listing

    2045 Valley Avenue, Winchester, VA 22601
    Pet friendly
  • A kitchen with a counter and cabinets.
    2 bd $1,600
    Base rent
    Verified Listing

    2045 Valley Avenue, Winchester, VA 22601
    Pet friendly
  • a kitchen with a granite counter top and a stainless steel refrigerator
    2 bd $1,675
    Base rent
    Verified Listing

    15 S. Cameron Street, Winchester, VA 22601
  • A kitchen with wooden cabinets and a black fridge.
    3 bd $1,795
    Base rent
    Verified Listing

    2914 Sorrell Court, Winchester, VA 22601
    Pet friendly
40-0-city

Frequently asked questions

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

Prices and availability in Winchester, VA were last updated on 17 Jun 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.