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Rent Specials
$500 - $2,000
Plus Fees
1 to 2 Bedroom Apartments Available NowBrookfield Corporate Apartments
548 Brookfield DrWinchester, VA 22601
Cheap Apartments for Rent in Upperville, VA from $500 (35 Rentals)
Search the lowest-cost Apartments available for rent right now in Upperville.
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$1,200 - $1,700
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowThe Crows Nest
117 S Church StBerryville, VA 22611
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$1,250
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowSkyline Vista Apartments
343 Kendrick LnFront Royal, VA 22630
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$1,250 - $1,600
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Contact Us For AvailabilityThe Oaks - Senior 55 & Older
305 Oak Springs DrWarrenton, VA 20186
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$1,272 - $1,464
Plus Fees12 Month Lease Term
2 to 3 Bedroom Apartments Available May 4Shenandoah Commons
9 Shenandoah Commons WayFront Royal, VA 22630
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$1,415 - $2,165
Plus Fees
1 to 2 Bedroom Apartments Available NowCARLS CORNER RESIDENTIAL
151 Hope DrWinchester, VA 22601
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$1,437 - $2,880
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available Aug 1The Linden Senior Residences
42715 Avonlea Grand DrSouth Riding, VA 20152
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$1,475 - $1,813
Plus Fees
1 to 3 Bedroom Apartments Available NowPeppertree VA
221 Peppertree LnWinchester, VA 22601
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
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$1,495 - $1,745
Total Monthly Price12 Month Lease Term
2 to 4 Bedroom Apartments Available NowTotal Monthly Price
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$1,450 - $1,700
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Blue Ridge Apartments
2260 Wilson BlvdWinchester, VA 22601
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$1,500 - $1,575
Plus Fees
2 Bedroom Apartments Contact Us For AvailabilityWoodstock Terrace
1016 Woodstock LnWinchester, VA 22601
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$1,510 - $1,760
Plus Fees
1 to 2 Bedroom Apartments Available Jun 15HARRISON PLAZA RESIDENTIAL
2310 Valor DrWinchester, VA 22601
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$1,527 - $1,827
Total Monthly Price
1 to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,500 - $1,800
Required Monthly Fees
$27
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$1,527 - $1,827
Fay Street Apartments
121 Fay StWinchester, VA 22602
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$1,550 - $1,800
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowMadison Village Apartments (Winchester)
110 Bulmer LoopWinchester, VA 22602
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$1,587 - $3,934
Plus Fees
Studio to 2 Bedroom Apartments Available NowThe Heights at Goose Creek Village
42785 Generation DrAshburn, VA 20147
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$1,595 - $1,895
Total Monthly Price12 Month Lease Term
1 to 2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
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$1,595 - $1,895
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$1,595 - $1,895
Robert Regan Village 55 + Community
430 Mosby BlvdBerryville, VA 22611
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$1,600 - $1,875
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Contact Us For AvailabilityMaple Avenue Apartments
650 Dominion TerPurcellville, VA 20132
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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$1,634 - $2,5491 to 3 Bedroom Apartments Available Now
Washington Landing Apartments
650 Summerchase StCharles Town, WV 25414
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$1,675 - $2,353
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1 to 2 Bedroom Apartments Available NowThe Manor/The Manor East Apartments
28 Fort Evans Rd NELeesburg, VA 20176
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$1,675 - $1,735
Plus Fees
2 to 3 Bedroom Apartments Available NowTASKER
120 Caledon CtStephens City, VA 22655
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$1,700
Plus Fees
2 to 3 Bedroom Apartments Available May 15CONTRAIL PARK
749 Front Royal PikeWinchester, VA 22602
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$1,700 - $3,900
Plus Fees
1 to 4 Bedroom Apartments Available NowThe Local
230 Spring StWinchester, VA 22601
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$1,756 - $2,420
Plus Fees12 Month Lease Term
1 to 3 Bedroom Apartments Available NowSomerset Pointe
14701 Deming DrGainesville, VA 20155
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$1,768 - $2,492
Plus Fees12 Month Lease Term
1 to 3 Bedroom Apartments Available NowLeesburg Apartments
75 Plaza St NELeesburg, VA 20176
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$1,800 - $2,600
Plus Fees
1 to 2 Bedroom Apartments Available Aug 1210 S Cameron St
210 S Cameron StWinchester, VA 22601
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.
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$1,804 - $8,819
Total Monthly Price
1 to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,763 - $8,778
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Varies
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Avana Fieldstone
703 Clark Ct NELeesburg, VA 20176
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$1,843 - $3,328
Plus Fees
1 to 3 Bedroom Apartments Available NowThe Lofts at Jubal Square
1864 Old Jube SqWinchester, VA 22601
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$1,901 - $7,263
Total Monthly Price
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
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$1,865 - $7,227
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Avana Bellemeade
775 Gateway Dr SELeesburg, VA 20175
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$2,169 - $2,435
Total Monthly Price12 Month Lease Term
3 Bedroom Apartments Available NowTotal Monthly Price
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$1,999 - $2,265
Required Monthly Fees
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West Wind Townhomes
113 Holt CtStephens City, VA 22655
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Studio to 2 Bedroom Apartments
67 Willow Lake Ln
67 Willow Lake LnBluemont, VA 20135
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2 Bedroom Apartments
127 Chester St
127 Chester StFront Royal, VA 22630
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Studio Apartments
The Olive Branch
416 S Royal AveFront Royal, VA 22630
242 Cameron St
BerryvilleVA22611
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
37905 Snickersville Turnpike
PurcellvilleVA20132
516 S Church St
BerryvilleVA22611
178 Solara Dr
WinchesterVA22602
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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 | $2,211 | $1,587 | $3,231 |
| Upperville 1 Bedroom Apartments | $2,224 | $500 | $5,743 |
| Upperville 2 Bedroom Apartments | $2,383 | $550 | $7,263 |
| Upperville 3 Bedroom Apartments | $3,037 | $1,464 | $8,819 |
| Upperville 4 Bedroom Apartments | $3,900 | $3,900 | $3,900 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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. The Crows Nest in the Roseville Downs neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,200. 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 |
| The Crows Nest | 1 Bedroom / 1 Bathroom | 1BR,1BA | $1,200 |
| Skyline Vista Apartments | Two Bedroom | 2BR,1BA | $1,250 |
| Woodstock Terrace | 2 Bedrooms | 2BR,1BA | $1,500 |
| Fay Street Apartments | 2 Bed 2 Bath | 2BR,2BA | $1,527 |
| Madison Village Apartments (Winchester) | 1 bedroom | 1BR,1BA | $1,550 |
| Peppertree VA | 2 Bedroom 2 Bath - Shenandoah | 2BR,2BA | $1,573 |
| Blue Ridge Apartments | 2 Bedroom 1 Bath - Reno | 2BR,1BA | $1,620 |
| CARLS CORNER RESIDENTIAL | 2 BEDROOM 2 BATH LAYOUT A | 2BR,2BA | $1,625 |
| Washington Landing Apartments | Seneca | 1BR,1BA | $1,634 |
Best Value Apartments for Rent in Upperville, VA and Nearby
As of May 03, 2026 the best value apartment in the Upperville area is the $1.75 price per square foot The Jefferson Model at West Wind Townhomes in the in the Hamilton Court neighborhood starting from $2,369. The second greatest value Upperville apartment is the 2 BEDROOM 2 BATH with DEN Model at TASKER starting at $1,675 with a $1.42 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. |
|---|---|---|---|
| West Wind Townhomes | The Jefferson | 3BR,2BA | $1.75 |
| TASKER | 2 BEDROOM 2 BATH with DEN | 3BR,2BA | $1.42 |
| CARLS CORNER RESIDENTIAL | 2 BEDROOM 2 BATH LAYOUT A | 2BR,2BA | $1.41 |
| The Lofts at Jubal Square | Morgan | 1BR,1BA | $1.91 |
| Washington Landing Apartments | Seneca | 1BR,1BA | $1.70 |
| Fay Street Apartments | 2 Bed 2 Bath | 2BR,2BA | $1.59 |
| Peppertree VA | 2 Bedroom 1.5 Bath - Fairfax | 2BR,1.5BA | $1.69 |
| Skyline Vista Apartments | Two Bedroom | 2BR,1BA | $1.36 |
| Woodstock Terrace | 2 Bedrooms | 2BR,1BA | $1.79 |
| Brookfield Corporate Apartments | WEEKLY RATE - ONE BEDROOM | 1BR,1BA | $0.74 |
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
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10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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.
Read ArticleThe 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.
Read ArticleQuick Rent Budget Calculator
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Frequently Asked Questions about Cheap Upperville Apartments
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 TASKER and starts from $1,675.
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
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.