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Apartments for Rent in Winchester, VA under $2000

69 Rentals Available
Apartments for Rent in Winchester, VA under $2000. 69 Rentals Available
  • a living room with a white couch and two blue chairs
    17
    1 day ago

    1864 Old Jube Square, Winchester, VA 22601
    1 BED Ask for Pricing
    2 BEDS $1,977+
  • A modern living room with a grey sofa and a coffee table.
    12
    Rewards
    Today

    1981 Randolph Place, Winchester, VA 22601
    1 BED $1,570+
    2 BEDS $1,855+
  • a kitchen with white cabinets and a counter top
    8
    1 day ago

    Madison Village Apartments - Building 5, Winchester, VA 22602
    1 BED $1,450+
    2 BEDS $1,650
  • a brick house with a cloudy sky in the background
    7
    1 day ago

    Madison Village Apartments - Building 6, Winchester, VA 22602
    1 BED $1,550
    2 BEDS $1,500
  • a kitchen with white appliances and wooden cabinets
    24
    1 day ago

    1008-F N. Braddock Street, Winchester, VA 22601
    1 BED $1,195
    2 BEDS $1,695
    3 BEDS $1,795
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  • a kitchen with white appliances and wooden cabinets
    24
    1 day ago

    1008-F N. Braddock Street, Winchester, VA 22601
    1 BED $1,195
    2 BEDS $1,695
    3 BEDS $1,825
  • a row of apartment buildings next to a parking lot
    Today

    Madison Village Apartments - Building 3, Winchester, VA 22602
    1 BED $1,450
    2 BEDS $1,800
  • A large apartment complex with multiple buildings and cars parked in the parking lot.
    Today

    Madison Village Apartment - Building 11, Winchester, VA 22602
    1 BED $1,550
    2 BEDS $1,750+
  • A roundabout with a building in the background.
    Today

    152 Keens Circle, Winchester, VA 22602
    1 BED $1,550
    2 BEDS $1,750+
  • an exterior view of an apartment building
    5
    1 day ago

    135 Panay Way, Winchester, VA 22602
    1 BED $1,450+
  • A kitchen with wooden cabinets and a white refrigerator.
    Today

    307 Sutton Court, Winchester, VA 22601
    2 BEDS $1,700
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  • A black refrigerator is in the corner of a kitchen with wooden floors.
    Today

    574 York Avenue, Winchester, VA 22601
    2 BEDS $1,700
  • our apartments are located on the corner of a city street
    8
    Today

    Madison Village Apartments - Building 4, Winchester, VA 22602
    1 BED $1,300
  • 119 Halmahera Court 3 Beds Apartment for Rent
    Today

    119 Halmahera Court, Winchester, VA 22602
    3 BEDS $1,000
  • A modern kitchen with white cabinets and a wooden island.
    5 days ago

    811 S Cameron St, Winchester, VA 22601
    3 BEDS $1,900
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Getting around in Winchester, VA

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Walk Score®: 1

Frequently asked questions

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

Prices and availability in Winchester, VA were last updated on 26 Nov 2025.

What are the best apartments in Winchester, VA?

The best apartments in Winchester, VA are: The Lofts at Jubal Square, Stuart Hill, 160 Sunda Circle, 180 Sunda Circle and Fort Collier Terrace.

What type of rental buildings are in Winchester, VA?

In Winchester 58% of the housing is rented out compared to 42% of homes are owned, according to the most recent Census Bureau estimates. 7% of Winchester’s apartments are found in large buildings of 50 units or more, 60% are located in smaller apartment complexes with less than 50 units, and 33% are single-family rentals.

Your search for apartments in Winchester, VA under $2,000 stops here

Finding apartments for rent in Winchester, VA for less than $2,000 has never been so easy! At RentCafe nice cheap apartments are just one click away. There are currently 69 available units in Winchester, VA, renting for under $2,000. On average, $1,732 can get you 1,074 Sqft in this area. Be sure to search for the apartment that is best for you. Under “More”, check the amenities that you consider a must-have, and don’t forget to look at the pet policy. Fitness enthusiasts can even check the Fitness Center box. Whether you are looking for studio apartments, 1 bedroom apartments, 2 bedroom apartments or 3 bedroom apartments, you are sure to find one that will make you want to move in right away.

We’ll help you find the best rental near you

Having to compromise on either price or location can turn your “apartments near me under $2,000” search into a nightmare. At RentCafe we recognize the importance of both. Therefore, we offer a variety of filters that can help you find exactly what you want. Sorting the results by rent, ascending, will make the cheapest units show up first on the list. Try it out! You will find that right now the cheapest apartment under $2,000 in Winchester, VA goes for $1,000 per month. If some of the results are outside the area of your choice, you can go to the left side of the screen and draw a radius or a polygon around your location. Now you will only see results that are relevant to you.

Finding a home nearby is easier than you think. Check out our Apartments Near Me page and take your pick!