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Upperville, VA Houses for Sale

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  • /76

    $2,595,000

    • 4 Beds
    • 4 Baths
    • 3,324 Sq Ft

    33195 Millville Rd, Upperville, VA 20184

    Small Spring Farm is being offered for the first time in over 50 years. Nestled on 27 scenic acres just north of Upperville, this charming horse property enjoys beautiful Blue Ridge Mountain views and offers a rare combination of history, character, and equine amenities in the heart of Virginia's hunt country. At the center of the farm is a unique residence created by linking two historic stone

    Agent Photo

    Cricket Bedford

    Thomas and Talbot Estate Properties, Inc.

    33195 Millville Rd, Upperville, VA 20184
  • /123

    $11,200,000

    • 4 Beds
    • 3.5 Baths
    • 8,613 Sq Ft

    1610 Delaplane Grade Rd, Upperville, VA 20184

    BACK ON THE MARKET DUE TO NO FAULT OF THE SELLER OR PROPERTY. Peace and Plenty at Bollingbrook, circa 1809, presents an outstanding property in the history of Virginia. Originally part of a 9,600-acre land patent from Lord Fairfax in 1731 it later became a wedding present of 790 acres in 1809 whereas the one-story, Federal brick house of four rooms was constructed. Later in 1830, Robert Bolling

    Susan Hensley Hunt Country Sotheby's International Realty

    1610 Delaplane Grade Rd, Upperville, VA 20184
  • /56

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 2,432 Sq Ft

    9027 John s Mosby Hwy, Upperville, VA 20184

    Nestled in the heart of historic Upperville, this charming farmhouse offers timeless character on a picturesque 1-acre lot. Featuring 3 bedrooms, 2.5 bathrooms, and over 2,400 square feet of living space, the home welcomes you with a classic covered front porch, metal roof, and mature landscaping. A standout feature is the CV (Commercial Village) zoning, presenting a unique opportunity for buyers

    Peter Pejacsevich Corcoran McEnearney

    9027 John s Mosby Hwy, Upperville, VA 20184
  • /80

    $2,575,000

    • 4 Beds
    • 2.5 Baths
    • 3,216 Sq Ft

    10157 John s Mosby Hwy, Upperville, VA 20184

    Welcome to Slate Hill, an exquisite country estate on almost 7+/- acres. Fully renovated interior and exterior in 2021 with all original features retained, including wide heart pine flooring throughout and detailed woodwork. This elegant c. 1700’s property has 4 bedrooms, 2.5 full baths and combines a wonderful mix of old and new. The property was originally a portion of the 2,000 acre land

    Will Driskill Thomas and Talbot Estate Properties, Inc.

    10157 John s Mosby Hwy, Upperville, VA 20184

Why Live in Upperville

In the heart of Virginia Hunt Country, Upperville is a historic village known for its equestrian heritage and time-honored country estates. Residents embrace the Hunt Country lifestyle year-round, particularly at the Upperville Colt & Horse Show, ...

Single Family Home Price Trends

Median Home Price
$2,225,000
Median 3-Bedroom Home Price
$895,500
Median 4-Bedroom Home Price
$2,575,000
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