Welcome to Your Middleburg, VA Real Estate Guide

Farm in Middleburg, VA

Schools in Middleburg, VA Things to do in Middleburg, VA Popular neighborhoods in Middleburg, VA Active homes for sale in Middleburg, VA

Life in Middleburg, VA

If you’re looking for a town that epitomizes the upscale horse and hunt character of Virginia, it would be Middleburg.

Virginia Statesman and Revolutionary War Lt. Colonel Levin Powell bought the land that makes up Middleburg for $2.50/acre in 1787. The seller was George Washington’s first cousin, Joseph Chinn, who had named the land “Chinn’s Crossroads.” Powel then went ahead and established the town, changing the name to “Middleburg” as it was located midway between Winchester and Alexandra on Route 50 (then called “Ashby Gap” trading route). Since that time, Middleburg has been a rest point for those traveling along Ashby Gap Road (Route 50).

Today Middleburg is a thriving town, proud of its natural beauty, Southern hospitality and its place in history with over 160 buildings named on the National Register of Historic Places. The area around the town is a gorgeous countryside, filled with stately horse farms surrounded by low stone walls. You will often see cattle grazing in the fields with the Bull Run and Blue Ridge mountain ranges in the distance. Middleburg is blessed with an ideal grape growing climate, so there are now 20 wineries within a half hour drive of this historic town, which makes Middleburg among the top 10 wine destinations worldwide.

Only an hour’s drive from Washington DC, Middleburg is the perfect place to live for those wanting the ultimate in country life, while still enjoying the amenities offered in an urban city.


 

Schools

Schools in Middleburg

Middleburg, VA is served by the Loudoun County Public school system which has the fastest growing school division in Virginia and is home to 2 public elementary schools, 2 private elementary and middle schools, and 2 private high schools.

Public Elementary Schools in Middleburg, VA:

Private Elementary and Middle Schools in Middleburg, VA:

Private High Schools in Middleburg, VA:

 

     

     


    Things 

    Things To Do in Middleburg

    American Foxhounds before a hunt in Middleburg, VA  American Foxhounds in Middleburg, VA

    If you’re captivated by tradition and history, Middleburg has it all while still being the “horse and hunt” capital of the country. There is an abundance of things to do in Middleburg, even if you don’t ride or hunt. The town is filled with luxury resorts, historic inns, incredible restaurants and charming wineries.

    Local Entertainment:

    Restaurants and Breweries:

    Parks and Trails:


    Popular Neighborhoods

    Popular Neighborhoods

     


    Middleburg, VA Homes for Sale

    People looking to buy a home in Middleburg have a variety of options, ranging from small town houses and single-family homes to massive country estates with many acres of land. You’ll also see many different architectural styles in Middleburg, from historic buildings that go back to the 19th Century to new ultramodern contemporary style homes. Whether you’re taste and budget runs toward a single-family ranch style, a modern wood home to a Victorian mansion, you are sure to find the home that perfectly meets your needs in Middleburg. If you are ready to buy a home in Middleburg, contact The Spear Realty Group!

    Included below are homes for sale in Middleburg, VA. If you would like more information on any of these Middleburg, VA real estate listings, just click the "Request More Information" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

    And, if you haven't already, be sure to register for a free account so that you can receive email alerts whenever new Middleburg, VA listings come on the market.

    Middleburg September 30, 2022
    17
    Listed
    162
    Avg. DOM
    $542.92
    Avg. $ / Sq.Ft.
    $2,195,000
    Med. List Price
    17 Properties
    Page 1 of 2
    $1,250,000
    Neighborhood: Melmore
    4
    Beds
    3F11/2
    Baths
    4,159
    Sq.Ft.
    1997
    Year Built
    8
    Days on Site
    VALO2036384
    MLS
    NATURE'S HOPE is a wonderful combination of a serene environment and a stunning residence, truly a turn key property. Extensively renovated and meticulously maintained this home also features high...
    $7,800,000
    Neighborhood: Middleburg
    8
    Beds
    9F31/2
    Baths
    6,964
    Sq.Ft.
    1790
    Year Built
    3
    Days on Site
    VALO2037810
    MLS
    Wind Fields Farm , circa 1853 colonial of stone and frame construction. House and property have been meticulously restored and maintained. 8 bedrooms, 9 full baths and 3 half baths, 9 fireplaces,...
    $950,000
    Neighborhood: None Available
    4
    Beds
    2
    Baths
    3,288
    Sq.Ft.
    1932
    Year Built
    9
    Days on Site
    VALO2037380
    MLS
    Don't miss out on this charming 1932 stone school house converted into a residence in the mid 1950s and remodeled in 2009. The home sits on 1.2 acres off of tranquil Mountville Rd in Middleburg and...
    $435,000
    Neighborhood: St Louis
    3
    Beds
    1
    Baths
    1,080
    Sq.Ft.
    1954
    Year Built
    29
    Days on Site
    VALO2036166
    MLS
    Recently renovated ranch home in the hamlet of St. Louis just 6 miles west of historic Middleburg (10+min). This country charmer could be a weekend getaway, hunt box, investment or starter home;...
    $1,150,000
    Neighborhood: Middleburg
    3
    Beds
    3F11/2
    Baths
    2,948
    Sq.Ft.
    1820
    Year Built
    22
    Days on Site
    VALO2036346
    MLS
    Welcome home to this Colonial in the highly sought after town of Middleburg that blends historic charm and modern updates beautifully!! Walk to restaurants, shopping, grocery, post office, community...
    $845,000
    Neighborhood: Unison
    3
    Beds
    3
    Baths
    2,596
    Sq.Ft.
    1820
    Year Built
    58
    Days on Site
    VALO2026438
    MLS
    Enjoy easy living in the hunt country surrounding Middleburg at "Glatton Folly!" Located in historic Unison, this home is known as one of the 'most visually prominent buildings in the village....
    $4,300,000
    Neighborhood: Weidlein Division
    4
    Beds
    6
    Baths
    9,800
    Sq.Ft.
    2022
    Year Built
    60
    Days on Site
    VALO2034090
    MLS
    Nestled in Blue Ridge Mountain foothills and renowned countryside of Middleburg Virginia, this state-of-the-art home is beautifully sited on 4+ acres with meticulous plantings and a neighboring...
    $13,200,000
    Neighborhood: Middleburg
    8
    Beds
    9F31/2
    Baths
    6,964
    Sq.Ft.
    1790
    Year Built
    79
    Days on Site
    VALO2031746
    MLS
    Wind Fields Farm , circa 1853 colonial of stone and frame construction. House and property have been meticulously restored and maintained. 8 bedrooms, 9 full baths and 3 half baths, 9 fireplaces,...
    $2,295,000
    Neighborhood: Middleburg
    5
    Beds
    2F11/2
    Baths
    4,518
    Sq.Ft.
    1780
    Year Built
    82
    Days on Site
    VALO2031984
    MLS
    RARE OPPORTUNITY: WFP is moving its office to 3 Madison Street and is offering this historic former home, that now functions as mixed-use office and commercial space, for sale. Constructed circa...
    $1,950,000
    Neighborhood: Town Of Middleburg
    10
    Beds
    6F11/2
    Baths
    4,010
    Sq.Ft.
    1789
    Year Built
    109
    Days on Site
    VALO2029780
    MLS
    Unique rental property opportunity in the highly desired Town of Middleburg! Two separate MB:R3 residential properties sold under one listing. 301 E Marshall St and 11 N Jay St Middleburg VA. Please...
    $2,195,000
    Neighborhood: None Available
    5
    Beds
    5F11/2
    Baths
    6,429
    Sq.Ft.
    2000
    Year Built
    149
    Days on Site
    VALO2025414
    MLS
    This glorious custom home, hidden away on ten tranquil acres of Middleburg, Virginia countryside, was built in 2000 by a locally respected custom home builder, based upon the Boothe House design by...
    $759,850
    Neighborhood: Middleburg
    4
    Beds
    2
    Baths
    1,680
    Sq.Ft.
    1925
    Year Built
    154
    Days on Site
    VALO2025374
    MLS
    Hard to find small farm/ hunt box in Middleburg close to the new Middleburg Equestrian Center, Huntlands Estate and The Goodstone Inn. Circa 1925 with classic 4 over 4 room design and second story...