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$500 - $2,0001 to 2 Bedroom Apartments Available Now
Brookfield Corporate Apartments
548 Brookfield DrWinchester, VA 22601
Cheap Apartments for Rent in Upperville, VA from $500 (14 Rentals)
Search the lowest-cost Apartments available for rent right now in Upperville.
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$1,150 - $1,5001 to 2 Bedroom Apartments Contact Us For Availability
The Oaks - Senior 55 & Older
305 Oak Springs DrWarrenton, VA 20186
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$1,170 - $1,4642 to 3 Bedroom Apartments Available Now
Shenandoah Commons
9 Shenandoah Commons WayFront Royal, VA 22630
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$1,195 - $1,8251 to 3 Bedroom Apartments Available Now
Fay Street Apartments
121 Fay StWinchester, VA 22602
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$1,450 - $1,7002 to 4 Bedroom Apartments Available Now
Blue Ridge Apartments
2260 Wilson BlvdWinchester, VA 22601
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
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$1,485 - $1,9771 to 3 Bedroom Apartments Available Now
Peppertree VA
221 Peppertree LnWinchester, VA 22601
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$1,495 - $1,6301 to 2 Bedroom Apartments Available Now
Robert Regan Village 55 + Community
430 Mosby BlvdBerryville, VA 22611
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$1,500 - $1,5752 Bedroom Apartments Contact Us For Availability
Woodstock Terrace
1016 Woodstock LnWinchester, VA 22601
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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
Showing Results 1-14, Page 1 of 1
Upperville, VA Local Guide
Virginia Beach waterfront by gargola87 is licensed under CC BY 2.0
How much does it cost to rent an apartment in Upperville?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Upperville Studio Apartments | $1,738 | $1,100 | $2,759 |
| Upperville 1 Bedroom Apartments | $2,151 | $500 | $7,137 |
| Upperville 2 Bedroom Apartments | $2,303 | $550 | $7,812 |
| Upperville 3 Bedroom Apartments | $2,483 | $1,464 | $5,434 |
| Upperville 4 Bedroom Apartments | $2,400 | $2,400 | $2,400 |
Browse Top Apartments in Upperville
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Upperville, VA Local Guide
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Cheapest Available Upperville Apartments for Rent and Nearby
The cheapest available apartment rental in Upperville, VA is a 1 Bed unit found at Brookfield Corporate Apartments in the Kernstown neighborhood priced from $500. 67 Willow Lake Ln in the Roseville Downs neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,100. Here is today’s list of the most affordable Upperville apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Brookfield Corporate Apartments | WEEKLY RATE - ONE BEDROOM | 1BR,1BA | $500 |
| 67 Willow Lake Ln | Studio | Studio,1BA | $1,100 |
| Moffett Manor | One Bedroom | 1BR,1BA | $1,150 |
| Shenandoah Commons | 2 Bed 1.5 Bath | 2BR,1BA | $1,170 |
| Preston Place - Tax Credit | 2 Bedroom Apartment | 2BR,2BA | $1,431 |
Best Value Apartments for Rent in Upperville, VA and Nearby
As of January 03, 2026 the best value apartment in the Upperville area is the $1.58 price per square foot Hollingsworth Model at The Lofts at Jubal Square in the in the Park Place neighborhood starting from $2,290. The second greatest value Upperville apartment is the The Jefferson (End Unit) Model at West Wind Townhomes starting at $2,199 with a $1.62 price per square foot in the Hamilton Court neighborhood. Here is today’s list of the best values for Upperville apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| The Lofts at Jubal Square | Hollingsworth | 3BR,2BA | $1.58 |
| West Wind Townhomes | The Jefferson (End Unit) | 3BR,2BA | $1.62 |
| TASKER | 2 BEDROOM 2 BATH | 2BR,2BA | $1.51 |
| Maple Avenue Apartments | Two Bedroom Standard | 2BR,2BA | $1.62 |
| Preston Place - Tax Credit | 2 Bedroom Apartment | 2BR,2BA | $1.43 |
| Washington Landing Apartments | Seneca | 1BR,1BA | $1.79 |
| HARRISON PLAZA RESIDENTIAL | 1 BEDROOM 1 BATH | 1BR,1BA | $1.76 |
| Shenandoah Commons | 2 Bed 2 Bath | 2BR,2BA | $1.42 |
| Woodstock Terrace | 2 Bedrooms | 2BR,1BA | $1.79 |
| Brookfield Corporate Apartments | WEEKLY RATE - ONE BEDROOM | 1BR,1BA | $0.74 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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Explore Upperville, VA Rentals by Map
See the most popular apartments and homes in Upperville, VA
Frequently Asked Questions about Cheap Upperville Apartments
What is the Cheapest Studio apartment in Upperville?
Currently the most affordable Cheap Studio Apartment in Upperville is at 67 Willow Lake Ln listed at $1,100.
How much is rent for a Cheap One Bedroom Upperville Apartment?
The lowest price for a Cheap One Bedroom Upperville Apartment is $500 at Brookfield Corporate Apartments.
What is the lowest price for a Cheap Two Bedroom Upperville Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Upperville is starting from $550 at Brookfield Corporate Apartments.
What is the most affordable Upperville Three Bedroom Apartment?
The best deal on a cheap Upperville Three Bedroom Apartment rental is at Shenandoah Commons and starts from $1,464.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Articles, How-To's, and Tips
How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!