Apartments for Rent in Winchester, VA under $2000
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Rent specials 4 units available2 bd $1,745+3 bd $1,705+Total monthly cost4.0 (6)1008-F N. Braddock Street, Winchester, VA 22601Apply online • Pet friendly • In unit laundry
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Rent specials Rewards1 bd $1,810+2 bd $1,700+Base rent4.5 (2)1981 Randolph Place, Winchester, VA 22601Apply online • Pet friendly • Pool
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Rent specials 13 units available2 bd $1,290Base rent5.0 (1)2260 Wilson Blvd, Winchester, VA 22601Apply online • Pet friendly • Dishwasher
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Rent specials1 bd $1,605+2 bd $1,570+3 bd $1,704+Base rent221 Peppertree Lane, Winchester, VA 22601Apply online • Pet friendly • Fitness center
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Rent specials 4 units available1 bd $1,195+3 bd $1,695+Total monthly cost4.0 (16)121 Fay Street, Winchester, VA 22601Apply online • Pet friendly • Air conditioner
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5 units available1 bd $1,550+2 bd $1,750Base rent4.5 (7)160 Sunda Circle, Winchester, VA 22602Apply online • Pet friendly
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32 units available1 bd $1,650+2 bd $1,850+Base rent125 Keens Circle, Winchester, VA 22602Apply online • Pet friendly • Fitness center
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11 units available1 bd $1,6502 bd $1,850+Base rent152 Keens Circle, Winchester, VA 22602Apply online • Pet friendly • Fitness center
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20 units available1 bd $1,650+2 bd $1,850+Base rent5.0 (1)113 Pallid Court, Winchester, VA 22602Apply online • Pet friendly
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Only 2 units left1 bd $1,6502 bd $1,850Base rent4.5 (5)125 Bulmer Loop, Winchester, VA 22602Apply online • Pet friendly
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5 units available1 bd $1,6502 bd $1,850+Base rent180 Sunda Circle, Winchester, VA 22602Apply online • Pet friendly
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Only 1 unit left1 bd $1,6502 bd $1,850Base rent4.5 (3)135 Panay Way, Winchester, VA 22602Apply online • Pet friendly
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Only 1 unit left2 bd $1,700Base rent311 Braeburn Drive, Winchester, VA 22601Apply online • Pet friendly
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33 units available1 bd $1,6502 bd $1,850+Base rent235 Keens Circle, Winchester, VA 22602Apply online • Pet friendly • Fitness center
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1 bd $1,7002 bd $1,900Base rent4.5 (5)230 Spring Street, Winchester, VA 22601Pet friendly • Fitness center • Pool
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1 bd $1,885Base rent4.5 (59)1864 Old Jube Square, Winchester, VA 22601Pet friendly • Parking • Fitness center
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1 bd $1,6502 bd $1,850+Base rent4.5 (2)145 Panay Way, Winchester, VA 22602Pet friendly
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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 7 Nov 2026.
What are the best apartments in Winchester, VA?
The best apartments in Winchester, VA are: Fort Collier Terrace, Stuart Hill, Blue Ridge Apartments, Peppertree Apartments and Fay Street Apartments.
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.
Renting apartments in Winchester, VA under $2,000
Searching for apartments for rent in Winchester, VA under $2,000 is not an easy task, but luckily you have come to the right place. Whether you are a student on a budget, a young professional on the move, or simply a frugal person, RentCafe can help you find what you are looking for. Just make sure you know what you consider non-negotiable and what you can compromise on. Your new home is just a few clicks away. In Winchester, VA, where the average rent is $1,809 per month, there are 154 units available for less than $2,000. Click on any of these units to see pictures, floor plans, amenities and more. After you have picked your favorite, you can contact the property to check availability. Considering that you are trying to spend as little as possible, looking at 1 bedroom apartments and studio apartments might be a good idea.
We’ll help you find the cheapest rental near you
Finding a nice cheap apartment is by no means impossible. You just have to be patient. Your “apartments near me under $2,000” search can bear fruit sooner than you think if you look carefully and check our site often. You never know when discount deals and special offers might pop up. Keep in mind that you are not the only one looking for an affordable apartment in Winchester, VA. Choose “Save Search” to receive the latest apartments available directly to your inbox. This way, you will be able to stay one step ahead of the competition. With the cheapest apartments in Winchester, VA going for $1,195 per month, there are great deals waiting to be discovered. Feeling lucky? Expand your search to 2 bedroom apartments and 3 bedroom apartments as well for more space.