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$500 - $2,000
Total Monthly Price
Base Rent$500 - $2,000
Total Monthly Price$500 - $2,000
Brookfield Extended Stay Apartments
548 Brookfield DrWinchester, VA 22601
Cheap Apartments for Rent near Upperville, VA from $500 (35 Rentals)
Search the lowest-cost Apartments available for rent right now in Upperville.
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Rent Specials
$994 - $2,115
Total Monthly Price
Base Rent$994 - $2,115
Total Monthly Price$994 - $2,115
The Linden Senior Residences
42715 Avonlea Grand DrSouth Riding, VA 20152
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Rent Specials
$1,100 - $1,325
Total Monthly Price
Base Rent$1,100 - $1,325
Total Monthly Price$1,100 - $1,325
Skyline Vista Apartments
343 Kendrick LnFront Royal, VA 22630
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$1,170 - $1,464
Total Monthly Price
Base Rent$1,170 - $1,464
Total Monthly Price$1,170 - $1,464
Shenandoah Commons
9 Shenandoah Commons WayFront Royal, VA 22630
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Rent Specials
$1,222 - $1,922
Total Monthly Price
Base Rent$1,195 - $1,895
Required Monthly Fees$27
Total Monthly Price$1,222 - $1,922
Fay Street Apartments
121 Fay StWinchester, VA 22602
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Rent Specials
$1,250 - $1,600
Total Monthly Price
Base Rent$1,250 - $1,600
Total Monthly Price$1,250 - $1,600
The Oaks - Senior 55 & Older
305 Oak Springs DrWarrenton, VA 20186
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$1,275 - $1,475
Total Monthly Price
Base Rent$1,275 - $1,475
Total Monthly Price$1,275 - $1,475
Moffett Manor
115 Manor CtWarrenton, VA 20186
36 Zion Church Rd, Unit B
36 Zion Church Rd
Front RoyalVA22630
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
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$1,395 - $1,595
Total Monthly Price
Base Rent$1,395 - $1,595
Total Monthly Price$1,395 - $1,595
Robert Regan Village 55 + Community
430 Mosby BlvdBerryville, VA 22611
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$1,400 - $1,500
Total Monthly Price
Base Rent$1,400 - $1,500
Total Monthly Price$1,400 - $1,500
The Crows Nest
117 S Church StBerryville, VA 22611
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Rent Specials
$1,495 - $2,110
Total Monthly Price
Base Rent$1,450 - $2,065
Required Monthly FeesVaries
Total Monthly PriceVaries
Blue Ridge Apartments
2260 Wilson BlvdWinchester, VA 22601
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$1,517 - $3,017
Total Monthly Price
Base Rent$1,517 - $3,017
Total Monthly Price$1,517 - $3,017
Peppertree VA
221 Peppertree LnWinchester, VA 22601
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$1,521 - $2,4491 to 3 Bedroom Apartments Available Now
Washington Landing Apartments
650 Summerchase StCharles Town, WV 25414
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$1,605 - $2,050
Total Monthly Price
Base Rent$1,605 - $2,050
Total Monthly Price$1,605 - $2,050
HARRISON PLAZA RESIDENTIAL
2310 Valor DrWinchester, VA 22601
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$1,629 - $1,899
Total Monthly Price
Base Rent$1,629 - $1,899
Total Monthly Price$1,629 - $1,899
Maple Avenue Apartments
650 Dominion TerPurcellville, VA 20132
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Rent Specials
$1,649 - $2,456
Total Monthly Price
Base Rent$1,649 - $2,456
Total Monthly Price$1,649 - $2,456
Leesburg Apartments
75 Plaza St NELeesburg, VA 20176
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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$1,650 - $1,950
Total Monthly Price
Base Rent$1,650 - $1,950
Total Monthly Price$1,650 - $1,950
TASKER
120 Caledon CtStephens City, VA 22655
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Rent Specials
$1,700 - $3,900
Total Monthly Price
Base Rent$1,700 - $3,900
Total Monthly Price$1,700 - $3,900
The Local
230 Spring StWinchester, VA 22601
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Rent Specials
$1,700 - $2,135
Total Monthly Price
Base Rent$1,700 - $2,135
Total Monthly Price$1,700 - $2,135
CARLS CORNER RESIDENTIAL
2351 Quinn CtWinchester, VA 22601
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Rent Specials
$1,752 - $2,466
Total Monthly Price
Base Rent$1,752 - $2,466
Total Monthly Price$1,752 - $2,466
The Manor/The Manor East Apartments
28 Fort Evans Rd NELeesburg, VA 20176
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Rent Specials
$1,756 - $2,420
Total Monthly Price
Base Rent$1,756 - $2,420
Total Monthly Price$1,756 - $2,420
Somerset Pointe Apartments
14701 Deming DrGainesville, VA 20155
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$1,800 - $2,600
Total Monthly Price
Base Rent$1,800 - $2,600
Total Monthly Price$1,800 - $2,600
210 S Cameron St
210 S Cameron StWinchester, VA 22601
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Rent Specials
$1,850 - $1,900
Total Monthly Price
Base Rent$1,850 - $1,900
Total Monthly Price$1,850 - $1,900
Madison Village Apartments (Winchester)
110 Bulmer LoopWinchester, VA 22602
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$1,862 - $3,348
Total Monthly Price
Base Rent$1,862 - $3,348
Total Monthly Price$1,862 - $3,348
The Lofts at Jubal Square
1864 Old Jube SqWinchester, VA 22601
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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$1,884 - $6,804
Total Monthly Price
Base Rent$1,848 - $6,768
Required Monthly FeesVaries
Total Monthly PriceVaries
Avana Bellemeade
775 Gateway Dr SELeesburg, VA 20175
3 S Church St
BerryvilleVA22611
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2 Bedroom Apartments
127 Chester St
127 Chester StFront Royal, VA 22630
605 S Maple Ave
PurcellvilleVA20132
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Studio Apartments
The Olive Branch
416 S Royal AveFront Royal, VA 22630
113 E Main St
BerryvilleVA22611
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2 Bedroom Apartments
Woodstock Terrace
1016 Woodstock LnWinchester, VA 22601
1125 Ewell St
Front RoyalVA22630
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.
5920 Hunton Wood Dr
Broad RunVA20137
1418 Mountain Rd
HaymarketVA20169
208 Maple St
MiddleburgVA20117
Showing Results 1-35, 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 1 Bedroom Apartments | $2,349 | $500 | $6,804 |
| Upperville 2 Bedroom Apartments | $2,256 | $550 | $9,086 |
| Upperville 3 Bedroom Apartments | $3,231 | $1,464 | $9,440 |
| Upperville 4 Bedroom Apartments | $3,005 | $2,110 | $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
See all Apartments in UppervilleExplore Upperville
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 Extended Stay Apartments in the Kernstown neighborhood priced from $500. Skyline Vista Apartments in the Woodstock Commons neighborhood has the second lowest priced unit, which is a 1 Bed 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 Extended Stay Apartments | WEEKLY RATE - ONE BEDROOM | 1BR, 1BA | $500 |
| Skyline Vista Apartments | One Bedroom | 1BR, 1BA | $1,100 |
| Fay Street Apartments | One Bedroom | 1BR, 1BA | $1,222 |
| Moffett Manor | One Bedroom | 1BR, 1BA | $1,275 |
| The Crows Nest | 1 Bed | 1 Bath | 1BR, 1BA | $1,400 |
| The Linden Senior Residences | Willow | 1BR, 1BA | $1,457 |
| Preston Place | 2 Bedroom Townhome | 2BR, 2BA | $1,469 |
| Peppertree VA | 2 Bedroom 2 Bath - Shenandoah | 2BR, 2BA | $1,517 |
| Washington Landing Apartments | Seneca | 1BR, 1BA | $1,521 |
| HARRISON PLAZA RESIDENTIAL | 1 BEDROOM 1 BATH | 1BR, 1BA | $1,605 |
Best Value Apartments for Rent in Upperville, VA and Nearby
As of September 22, 2026 the best value apartment in the Upperville area is the $1.54 price per square foot 3 Bedroom Townhome Model at West Wind Townhomes in the Hamilton Court neighborhood starting from $2,085. The second greatest value Upperville apartment is the 2 BEDROOM 2 BATH LAYOUT A Model at CARLS CORNER RESIDENTIAL in the Kernstown neighborhood starting at $1,710 with a $1.49 price per square foot. 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 | 3 Bedroom Townhome | 3BR, 2BA | $1.54 |
| CARLS CORNER RESIDENTIAL | 2 BEDROOM 2 BATH LAYOUT A | 2BR, 2BA | $1.49 |
| TASKER | 2 BEDROOM 2 BATH | 2BR, 2BA | $1.52 |
| Madison Village Apartments (Winchester) | 2 Bed - Grey Corner | 2BR, 2BA | $1.85 |
| Fay Street Apartments | Three Bedroom | 3BR, 1.5BA | $1.78 |
| Preston Place | 2 Bedroom Apartment | 2BR, 2BA | $1.47 |
| Washington Landing Apartments | Seneca | 1BR, 1BA | $1.58 |
| HARRISON PLAZA RESIDENTIAL | 1 BEDROOM 1 BATH | 1BR, 1BA | $1.76 |
| Brookfield Extended Stay Apartments | WEEKLY RATE - ONE BEDROOM | 1BR, 1BA | $0.74 |
| Skyline Vista Apartments | One Bedroom | 1BR, 1BA | $1.78 |
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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Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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See the most popular apartments and homes in Upperville, VA
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 Extended Stay 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 Extended Stay Apartments.
What is the most affordable Upperville Three Bedroom Apartment?
The best deal on a cheap Upperville Three Bedroom Apartment rental is at Preston Place and starts from $1,688.
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
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.