2 Bedroom Apartments for Rent in Upperville, VA (37 Rentals)

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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 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.

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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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127 Chester St
2 Bedroom Apartments

127 Chester St

127 Chester StFront Royal, VA 22630

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.

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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 $1,991. Washington Landing Apartments in the Huntfield neighborhood has the second largest 2 Bedroom, which is sized at 1,213 square feet and currently listed start at $2,050. 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$1,991
Washington Landing ApartmentsCass1,213 Sq Ft$2,050
Preston Place - Tax Credit2 Bedroom Townhome1,080 Sq Ft$1,434
The Heights at Goose Creek Village2.2G ANSI1,072 Sq Ft$2,899
SomerHill Farms ApartmentsBrooke1,070 Sq Ft$2,745
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$2,717
Peppertree VA2 Bedroom 2 Bath - Loudoun960 Sq Ft$2,057

Cheapest Available Upperville and Nearby 2 Bedroom Apartments

As of June 26, 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 Two Bedroom Model at Skyline Vista Apartments starting at $1,200 in the Woodstock Commons neighborhood. The average price for all 2 Bedroom apartments in Upperville is currently $2,536. 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
Skyline Vista ApartmentsTwo Bedroom$1,200
Shenandoah Commons2 Bed 1.5 Bath$1,272
Moffett Manor Senior ApartmentsTwo Bedroom$1,325
Preston Place - Tax Credit2 Bedroom Apartment$1,431
Woodstock Terrace2 Bedrooms$1,450
67 Willow Lake Ln2 Bedroom$1,500
Blue Ridge Apartments2 Bedroom 1 Bath - Reno$1,575
Robert Regan Village 55 + Community2 Bedroom$1,585
Peppertree VA2 Bedroom 2 Bath - Jefferson$1,845

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Remember the 3 Rules of Real Estate:
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See the most popular apartments and homes in Upperville, VA

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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 $2,536.

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 $1,991 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 1,368 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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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.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.