2 Bedroom Apartments for Rent in Upperville, VA (39 Rentals)

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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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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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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.

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Cash 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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127 Chester St
2 Bedroom Apartments

127 Chester St

127 Chester StFront Royal, VA 22630
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The Crows Nest
2 Bedroom Apartments

The Crows Nest

117 S Church StBerryville, VA 22611
  • Utilities Included
Showing Results 1-39, Page 1 of 1

Upperville, VA Local Guide

Largest Available Upperville and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Upperville, VA is found at The Lofts at Jubal Square in the Park Place neighborhood and is 1,584 square feet priced from $2,056. Jefferson Somerset Park in the Stratford Club neighborhood has the second largest 2 Bedroom, which is sized at 1,330 square feet and currently listed start at $3,064. Here is today’s list of the largest available 2 Bedroom units in Upperville:

Apartment ListingModel NameSquare FootagePriced From
The Lofts at Jubal SquarePembroke1,584 Sq Ft$2,056
Jefferson Somerset ParkB3-TH - 2 bedroom/2 bath townhome1,330 Sq Ft$3,064
The Elms at ArcolaCameron-1 A w/Sunroom- Elevato1,294 Sq Ft$2,646
The Heights at Goose Creek Village2.2J1,184 Sq Ft$2,970
SomerHill Farms ApartmentsChelsea1,111 Sq Ft$2,943
Maple Avenue ApartmentsTwo Bedroom Standard1,047 Sq Ft$1,700
Robert Regan Village 55 + Community2 Bedroom1,037 Sq Ft$1,585
Somerset PointeThe Shire1,026 Sq Ft$2,104
Preston Place - Tax Credit2 Bedroom Apartment1,000 Sq Ft$1,431
The LocalThe Sigma998 Sq Ft$2,000

Cheapest Available Upperville and Nearby 2 Bedroom Apartments

As of October 13, 2025 the lowest priced 2 Bedroom apartment unit in Upperville, VA is the WEEKLY RATES - TWO BEDROOM Model starting from $550 at Brookfield Corporate Apartments in the Kernstown neighborhood. The second most affordable Upperville 2 Bedroom is the 2 Bed 2 Bath Model at Shenandoah Commons starting at $1,272 in the Woodstock Commons neighborhood. The average price for all 2 Bedroom apartments in Upperville is currently $2,367. Here is today’s list of the cheapest available 2 Bedroom options in Upperville:

Apartment ListingModel NamePriced From
Brookfield Corporate ApartmentsWEEKLY RATES - TWO BEDROOM$550
Shenandoah Commons2 Bed 2 Bath$1,272
Moffett ManorTwo Bedroom$1,300
Preston Place - Tax Credit2 Bedroom Apartment$1,431
Blue Ridge Apartments2 Bedroom 1 Bath Woodstock - Reno$1,450
Woodstock Terrace2 Bedrooms$1,550
Robert Regan Village 55 + Community2 Bedroom$1,585
Fay Street Apartments2 Bed 2 Bath$1,695
Maple Avenue ApartmentsTwo Bedroom Standard$1,700
Avana FieldstoneTwo Bedroom Two Bath (841 SF)$1,838

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Pet Friendly Lifestyle

Ranked #

Among cities in Virginia for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

Pet Friendly

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Getting Around Upperville, VA

Walk Score®

13 / 100

Car-Dependent

Almost all errands require a car

Bike Score®

21 / 100

Somewhat Bikeable

Minimal bike infrastructure

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about 2 Bedroom Upperville Apartments

How much is the average rent for a 2 Bedroom Upperville Apartment?

The average rent for a 2 Bedroom Apartment in Upperville is $2,367.

What is the largest available 2 Bedroom Upperville Apartment for rent?

Today's apartment with the most square footage in Upperville is a 1,584 square feet unit starting from $2,056 at The Lofts at Jubal Square.

What is the average size for Upperville 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Upperville is currently 1,026 sq ft.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.