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    Upperville, VA Homes For Sale

    Upperville is an unincorporated community Fauquier County and very near the Loudoun County line.

    Established in 1790 as Carrstown, it was renamed to Uppervilel after an act passed by the Virginia General Assembly in 1819. It is a historical landmark designated by National Register of Historic Places.

    Browse current Upperville, VA Homes For Sale. Can't find a home that fits your needs? Try our Advanced Loudoun County MLS search. You can easily filter properties by location, price, amenities, and more to find exactly what you're looking for.

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    About Upperville, VA Real Estate

    Upperville's home stock consist almost exclusively of single-family homes.

    Most homes available are priced $1 million and above, although there are a few homes that can be bought from $600,000 to $900,000.

    Almost all homes have an at least an acre of land. 

     

    Living in Upperville, VA

    Wineries, Vineyards, and Horses - that's what Upperville and it's surrounding area is known for.

    It is a charming rural town that shares a border with both Fauquier County and Loudoun County. Residents get to enjoy the vast landscapes and an idyllic environment.

    Situated along US route 50, it allows residents plenty of options to explore other towns, including Downtown DC, which is just 1 and a quarter of hour away.

     

     

     

     

     

     

    21281 Belle Grey   Lane, Upperville image
    21281 Belle Grey Lane, Upperville $7,950,000

    Welcome to 21281 Belle Grey Farm in beautiful Upperville Virginia, where you can enjoy breathtaking sunrises and sunsets on this spectacular 122 acre equestrian estate. ...

    • 3 Beds
    • 3 Baths
    • VALO431976 MLS
    21281 Belle Grey   Lane, Upperville image
    21281 Belle Grey Lane, Upperville $7,950,000

    Welcome to 21281 Belle Grey Farm in beautiful Upperville Virginia, where you can enjoy breathtaking sunrises and sunsets on this spectacular 122 acre equestrian estate. ...

    • 3 Beds
    • 3 Baths
    • VALO431970 MLS
    21167 Trappe   Road, Upperville image
    21167 Trappe Road, Upperville $3,950,000

    Absolutely stunning manor home with 4 bedrooms, 3 full bathrooms, and 3 half bathrooms with a beautiful lake view on 166 lush acres. This light-filled home features expos...

    • 4 Beds
    • 6 Baths
    • VALO422830 MLS
    9009 John S Mosby, Upperville image
    9009 John S Mosby, Upperville $4,500,000 ▼

    Deerfield Farm - 181 acres situated on the eastern edge of the historic village of Upperville. Stately brick manor house, ca. 1844 has manicured lawn and gardens once fe...

    • 8 Beds
    • 7 Baths
    • VAFQ165812 MLS
    9009 John S Mosby   Highway, Upperville image
    9009 John S Mosby Highway, Upperville $4,500,000 ▼

    Deerfield Farm - 181 acres situated on the eastern edge of the Historic Village of Upperville. Stately brick manor house c. 1844 has manicured lawn and gardens once fe...

    • 4 Beds
    • 4 Baths
    • VAFQ165804 MLS
    1388 Crenshaw   Road, Upperville image
    1388 Crenshaw Road, Upperville $4,350,000 ▼

    Set on an idyllic five-acre parcel, bordering a 400 acre private estate, this extraordinary Neoclassical Palladian villa offers nearly 6,000 square feet of interior livin...

    • 5 Beds
    • 7 Baths
    • VAFQ162658 MLS
    21515 Trappe   Road, Upperville image
    21515 Trappe Road, Upperville $29,000,000 ▼

    Llangollen is not just a home, but rather a "place" in the broadest sense of the term. Steeped in historical significance, it is one of the largest privately owned "place...

    • 9 Beds
    • 11 Baths
    • VALO393148 MLS
    21515 Trappe   Road, Upperville image
    21515 Trappe Road, Upperville $29,000,000 ▼

    Llangollen is not just a home, but rather a "place" in the broadest sense of the term. Steeped in historical significance, it is one of the largest privately owned "place...

    • 9 Beds
    • 11 Baths
    • VALO391446 MLS
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