John S Mosby Hwy
Upperville, VA 20184
Price Range: $300,000 – $20,000,000
Square Footage: 1,200 – 12,000 sqft

Upperville is Unmatched in Splendor

Verdant landscapes, low stone walls, and historic homes greet you in Upperville, a small community located in beautiful Loudoun County. The town can trace its roots back to the 1700s, when notable figures such as George Washington and Josephus Carr purchased land in the area; today, many historic farms are still in operation and properties are still on display, and the community has not lost the charm it is known for. 

Local Culture and Points of Interest

Like the culture of Loudoun County, Upperville's is centered around horses. Every summer, the Upperville Colt & Horse Show draws horses and riders from around the world, bringing seven days of tradition and competition. It is the oldest horse show in the county — and in the United States. 

Rustic Restaurants

wood table with old-fashioned food

Enjoy traditional British fare in an English-style pub (complete with an iconic red telephone booth outside) at the Hunter's Head Tavern, or sample and shop for local wine at The Local Taste, both located on John Mosby Highway. 

Historic Farms and Inns

stone house with flowers in the window

This community is steeped in heritage, which you can discover for yourself at Upperville's historic and timeless attractions — including Buchanan Hall, Ayrshire Farm, Blackthorne Inn & Restaurant, and Welbourne Bed & Breakfast. 

Cozy Houses, Beautiful Farms, and Spacious Estates

Upperville offers a wide variety of countryside homes, ranging from single-story single-family homes in cozy subdivisions to magnificent private estates surrounded by acres of rolling hills. You can find just about any type of property in this community to fit your lifestyle. 

Ready to Find a Home of Your Own? 

Finding the house you want to call home has never been easier. If you're searching for your dream country home in Upperville, search through all of the listings to view the homes available for sale and modify your search by price, number of acres, and even special features. (Make sure you sign up for email listing alerts to stay up-to-date with new homes on the market.) 

Have you found the home of your dreams? Contact us today at 703.966.9480 or CindyPolk1@aol.com to schedule a showing. 

The Newest Listings in Upperville

List Your Home with Us

You want the right buyer to purchase your home, and you want to sell your property for the right price. We specialize in country properties and equestrian facilities, and will work with you to achieve your real estate goals. Learn how to prepare your home for sale and learn what your home's value is, and list your Upperville home with us for a smooth selling process. 

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