2 Bedroom Apartments for Rent in Upperville, VA (35 Rentals)

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127 Chester St
2 Bedroom Apartments

127 Chester St

127 Chester StFront Royal, VA 22630
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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 $2,183. The Heights at Goose Creek Village in the Belmont Country Club neighborhood has the second largest 2 Bedroom, which is sized at 1,272 square feet and currently listed start at $3,249. 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$2,183
The Heights at Goose Creek Village3.2A1,272 Sq Ft$3,249
Washington Landing ApartmentsCass1,213 Sq Ft$2,050
Preston Place - Tax Credit2 Bedroom Townhome1,080 Sq Ft$1,434
Robert Regan Village 55 + Community2 Bedroom1,037 Sq Ft$1,585
Somerset PointeThe Shire1,026 Sq Ft$1,979
Moffett Manor Senior ApartmentsTwo Bedroom970 Sq Ft$1,325
Jefferson Somerset ParkB1 - 2 bedroom/2 bath960 Sq Ft$2,593
Peppertree VA2 Bedroom 2 Bath - Jefferson933 Sq Ft$1,673
Purcellville Pointe ApartmentsChelsea932 Sq Ft$1,961

Cheapest Available Upperville and Nearby 2 Bedroom Apartments

As of August 18, 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 1.5 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 $2,474. 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 1.5 Bath$1,272
Moffett Manor Senior ApartmentsTwo Bedroom$1,325
Preston Place - Tax Credit2 Bedroom Apartment$1,431
Blue Ridge Apartments2 Bedroom 1 Bath - Classic$1,490
Woodstock Terrace2 Bedrooms$1,550
Robert Regan Village 55 + Community2 Bedroom$1,585
Peppertree VA2 Bedroom 1.5 Bath - Fairfax$1,673
Avana FieldstoneTwo Bedroom Two Bath (841 SF)$1,853
The Manor/The Manor East ApartmentsManor 2BR 1.5BA (850sf)$1,863

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

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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 $2,474.

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 $2,183 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 1,920 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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.