Apartments for Rent in Winchester, VA under $2000
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2 bd $1,375+Total monthly cost5.0 (1)2260 Wilson Blvd, Winchester, VA 22601Apply online • Pet friendly • In unit laundry
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1 bd $1,910+2 bd $1,988+Base rent4.5 (59)1864 Old Jube Square, Winchester, VA 22601Apply online • Pet friendly • Parking
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2 bd $1,7453 bd $1,775+Total monthly cost4.0 (6)1008-F N. Braddock Street, Winchester, VA 22601Apply online • Pet friendly • In unit laundry
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1 bd $1,195+2 bd $1,695+3 bd $1,825+Total monthly cost4.0 (16)121 Fay Street, Winchester, VA 22601Apply online • Pet friendly • Air conditioner
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1 bd $1,7002 bd $1,900Base rent5.0 (4)230 Spring Street, Winchester, VA 22601Apply online • Pet friendly • Fitness center
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1 bd $1,5502 bd $1,750Base rent4.5 (7)Madison Village Apartments - Building 5, Winchester, VA 22602Apply online • Pet friendly
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4 units available1 bd $1,5502 bd $1,750+Base rentMadison Village Apartments - Building 6, Winchester, VA 22602Apply online • Pet friendly -
1 bd $1,800+2 bd $1,850+Base rent4.5 (2)1981 Randolph Place, Winchester, VA 22601Apply online • Pet friendly • Pool
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35 units available1 bd $1,5502 bd $1,750+Base rent125 Keens Circle, Winchester, VA 22602Apply online • Pet friendly • Fitness center -
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19 units available1 bd $1,5502 bd $1,750+Base rent5.0 (1)113 Pallid Court, Winchester, VA 22602Apply online • Pet friendly -
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11 units available1 bd $1,5502 bd $1,750+Base rent152 Keens Circle, Winchester, VA 22602Apply online • Pet friendly • Fitness center -
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Only 1 unit left1 bd $1,400Base rent4.5 (1)150 Panay Way, Winchester, VA 22602Apply online • Pet friendly -
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Only 1 unit left1 bd $1,5502 bd $1,800Base rent4.5 (2)Madison Village Apartments - Building 3, Winchester, VA 22602Apply online • Pet friendly -
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Only 1 unit left1 bd $1,550Base rent4.5 (3)Madison Village Apartments - Building 1, Winchester, VA 22602Apply online • Pet friendly -
3 bd $1,850Base rent2915 Sorrell Court, Winchester, VA 22601Apply online • Pet friendly
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40 units available1 bd $1,5502 bd $1,750+Base rent235 Keens Circle, Winchester, VA 22602Apply online • Pet friendly • Fitness center -
2 bd $1,750Base rent2045 Valley Avenue, Winchester, VA 22601Pet friendly
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2 bd $1,700Base rent2045 Valley Avenue, Winchester, VA 22601Pet friendly
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1 bd $1,450Base rent15 S. Cameron Street, Winchester, VA 22601
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2 bd $1,675Base rent15 S. Cameron Street, Winchester, VA 22601
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1 bd $1,650Base rent2045 Valley Avenue, Winchester, VA 22601Pet friendly
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2 bd $1,725Base rent2045 Valley Avenue, Winchester, VA 22601Pet friendly
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2 bd $1,600Base rent2045 Valley Avenue, Winchester, VA 22601Pet friendly
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3 bd $1,795Base rent2914 Sorrell Court, Winchester, VA 22601Pet friendly
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Ask for pricing15 S. Cameron Street, Winchester, VA 22601
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Frequently asked questions
When were prices and availability in Winchester, VA last updated?
Prices and availability in Winchester, VA were last updated on 9 Jul 2026.
What are the best apartments in Winchester, VA?
The best apartments in Winchester, VA are: Blue Ridge Apartments, The Lofts at Jubal Square, Fort Collier Terrace, Fay Street Apartments and The Local.
What type of rental buildings are in Winchester, VA?
In Winchester 56% of the housing is rented out compared to 44% of homes are owned, according to the most recent Census Bureau estimates. 5% of Winchester's apartments are found in large buildings of 50 units or more, 66% are located in smaller apartment complexes with less than 50 units, and 29% are single-family rentals.
Renting apartments in Winchester, VA under $2,000
Are you looking for a smart space where you can easily combine comfort with convenience? You will surely find the property that perfectly fits your needs with this variety of options. RentCafe offers you 191 apartments for rent in Winchester, VA from 41 modern buildings, so you’ll certainly find something suitable for you. If you want to live alone or with your partner, you might want to look for a studio or browse through our selection of 1 bedroom apartments. If you need more space but you don’t want to spend more than necessary on a monthly rent, check out our 2 bedroom or 3 bedroom apartments for less than $2,000, and make the most out of your budget.
Finding the best rental near you
Winchester, VA is an amazing place to call home, with several rentals under $2,000 for you to choose from. There are many options and filters you can apply to your search to make the process easier and to find your next apartment faster and more efficiently. Asking yourself ‘are there any cheap apartments near me’? With our helpful filters, you can easily find the home of your dreams that also fits within your budget. With rent prices as low as $1,195 in Winchester, VA, you can find affordable and appealing apartments that match your requirements. Sort your search by ‘Rent’ ascending to see the cheapest ones at the top of the list. As soon as you find your perfect apartment, make sure to contact the property to check for availability or apply online directly on RentCafe.