
Cheap Apartments for Rent near Upperville, VA from $500 (37 Rentals)
Search the lowest-cost Apartments available for rent right now in Upperville.


The Linden Senior Residences

Skyline Vista Apartments

The Oaks - Senior 55 & Older

Shenandoah Commons

Moffett Manor

Total Monthly Price
Robert Regan Village 55 + Community

The Crows Nest

Total Monthly Price
Blue Ridge Apartments
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.

Washington Landing Apartments

Peppertree VA

The Manor/The Manor East Apartments

Maple Avenue Apartments

HARRISON PLAZA RESIDENTIAL

Total Monthly Price
Fay Street Apartments

The Local

Madison Village Apartments (Winchester)

Somerset Pointe
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.

CONTRAIL PARK

210 S Cameron St

Total Monthly Price
Avana Fieldstone

Leesburg Apartments

CARLS CORNER RESIDENTIAL

The Lofts at Jubal Square

Total Monthly Price
Avana Bellemeade

3 S Church St

127 Chester St
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.

36 Zion Church Rd

The Olive Branch

113 E Main St

Woodstock Terrace

218 Moore Dr

237 Cameron St

2884 Bordens Spring Rd

21 S Church St

1225 Kimble Rd
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.

1418 Mountain Rd
Upperville, VA Local Guide

How much does it cost to rent an apartment in Upperville?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Upperville Studio Apartments | $2,256 | $2,177 | $2,336 |
| Upperville 1 Bedroom Apartments | $2,422 | $500 | $7,505 |
| Upperville 2 Bedroom Apartments | $2,490 | $550 | $9,373 |
| Upperville 3 Bedroom Apartments | $3,089 | $1,464 | $9,718 |
| Upperville 4 Bedroom Apartments | $3,005 | $2,110 | $3,900 |
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. Skyline Vista Apartments in the Woodstock Commons neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,250. 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 |
| Skyline Vista Apartments | Two Bedroom | 2BR,1BA | $1,250 |
| Shenandoah Commons | 2 Bed 1.5 Bath | 2BR,1BA | $1,272 |
| Moffett Manor | One Bedroom | 1BR,1BA | $1,275 |
| Robert Regan Village 55 + Community | 1 Bedroom | 1BR,1BA | $1,395 |
| The Crows Nest | 1 Bedroom / 1 Bathroom | 1BR,1BA | $1,400 |
| The Linden Senior Residences | Willow | 1BR,1BA | $1,457 |
| Preston Place | 2 Bedroom Townhome | 2BR,2BA | $1,469 |
| Washington Landing Apartments | Seneca | 1BR,1BA | $1,538 |
| Peppertree VA | 1 Bedroom 1 Bath - Cameron | 1BR,1BA | $1,583 |
Best Value Apartments for Rent in Upperville, VA and Nearby
As of August 07, 2026 the best value apartment in the Upperville area is the $1.65 price per square foot Hollingsworth Model at The Lofts at Jubal Square in the in the Park Place neighborhood starting from $2,397. The second greatest value Upperville apartment is the 2 Bedroom + Office Townhome 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 | $1.65 |
| West Wind Townhomes | 2 Bedroom + Office Townhome | 3BR,2BA | $1.62 |
| Elms Arcola | Cameron-1 w/Sunroom- Elevator | 2BR,2BA | $1.99 |
| Fay Street Apartments | 3 Beds 2 Baths | 3BR,2BA | $1.80 |
| Preston Place | 2 Bedroom Apartment | 2BR,2BA | $1.47 |
| Washington Landing Apartments | Seneca | 1BR,1BA | $1.60 |
| Skyline Vista Apartments | Two Bedroom | 2BR,1BA | $1.36 |
| Shenandoah Commons | 2 Bed 1.5 Bath | 2BR,1.5BA | $1.46 |
| Robert Regan Village 55 + Community | 1 Bedroom | 1BR,1BA | $1.83 |
| 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.
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.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Upperville, VA Rentals by Map
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 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 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.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.