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 May 29, 2023
    14
    Listed
    98
    Avg. DOM
    $485.62
    Avg. $ / Sq.Ft.
    $2,365,000
    Med. List Price
    14 Properties
    Page 1 of 2
    $2,755,000
    Neighborhood: None Available
    4
    Beds
    4F41/2
    Baths
    4,859
    Sq.Ft.
    2009
    Year Built
    3
    Days on Site
    VALO2050694
    MLS
    Very quiet oasis in a very private valley on the east side of Middleburg. 30 minutes to Dulles Airport. Lush gardens surround this fully custom home which also features a separate guest house above...
    $850,000
    Neighborhood: Ridgeview
    8
    Beds
    4
    Baths
    3,658
    Sq.Ft.
    1960
    Year Built
    12
    Days on Site
    VALO2050106
    MLS
    Unique opportunity to invest in the future! This detached house currently offers four apartments each with laundry and on separate electrical meters. 216 is a one bedroom, 214 offers three bedrooms,...
    $795,000
    Neighborhood: Town Of Middleburg
    4
    Beds
    2
    Baths
    2,128
    Sq.Ft.
    1956
    Year Built
    17
    Days on Site
    VALO2049292
    MLS
    Charming, completely renovated 4 bedroom home with 2 full bathrooms in Middleburg, "The Nation's Horse & Hunt Capital" There are 2 spacious levels of living space featuring hardwood floors; the...
    $2,982,250
    Neighborhood: None Available
    3
    Beds
    3F11/2
    Baths
    2,450
    Sq.Ft.
    2020
    Year Built
    26
    Days on Site
    VALO2049092
    MLS
    "Fulton Run" - Excellent Middleburg Hunt location, minutes from town and easy access to Dulles. House built in 2020, quality construction, frame exterior and metal roof. 3 bedrooms, 3 full baths...
    $1,855,000
    Neighborhood: Fox Hills
    6
    Beds
    5F11/2
    Baths
    4,609
    Sq.Ft.
    31
    Days on Site
    VALO2048822
    MLS
    Beautiful new custom home on one of the best streets in the town of Middleburg. Walk to shops, restaurants and all the wonderful events Middleburg has to offer. The exterior has a full standing seam...
    $5,900,000
    Neighborhood: Jahnke & Dickson
    5
    Beds
    8F21/2
    Baths
    17,000
    Sq.Ft.
    2003
    Year Built
    41
    Days on Site
    VALO2047994
    MLS
    Virginia's renowned Hunt Country provides the setting for this exquisite country estate, encompassing 30 acres of manicured lawns, lush woodlands and towering trees. Beautifully sited, the...
    $3,950,000
    Neighborhood: Weidlein Division
    4
    Beds
    6F11/2
    Baths
    9,800
    Sq.Ft.
    2022
    Year Built
    48
    Days on Site
    VALO2047498
    MLS
    This spectacular brand-new estate home is ready for the most discerning Buyer, one who appreciates superb quality, incredible design and exceptional beauty. Ideally located on over four beautiful...
    $1,600,000
    Neighborhood: Middleburg
    3
    Beds
    3
    Baths
    3,138
    Sq.Ft.
    1971
    Year Built
    54
    Days on Site
    VALO2044246
    MLS
    Welcome to this impressive designer's home, a true masterpiece that has been completely updated with high-quality finishes. Boasting three bedrooms and three bathrooms, including a main-floor master...
    $575,000
    Neighborhood: St Louis
    4
    Beds
    2
    Baths
    1,980
    Sq.Ft.
    2021
    Year Built
    59
    Days on Site
    VALO2046800
    MLS
    PRICEIMPROVEMENT! Two-years new rambler only 5 miles from historic downtown Middleburg! Across the street from Banneker Elementary School and SO close to wineries, equestrian centers, and more....
    $4,250,000
    Neighborhood: Atoka Chase
    5
    Beds
    6F11/2
    Baths
    11,736
    Sq.Ft.
    1992
    Year Built
    146
    Days on Site
    VALO2042070
    MLS
    Beautifully sited in the heart of historic Middleburg, this spectacular custom residence offers the utmost in a luxurious and gracious country lifestyle. Wrought iron gates and a long winding brick...
    $3,175,000
    Neighborhood: None Available
    4
    Beds
    3
    Baths
    34
    Acres
    1979
    Year Built
    195
    Days on Site
    VAFQ2006628
    MLS
    Boundary Farm sits in the center of America's horse and hunt country, Middleburg, Virginia. Just south of route 50 in Fauquier County, Boundary offers an established equestrian facility for the...
    $3,350,000
    Neighborhood: None Available
    4
    Beds
    4F11/2
    Baths
    4,212
    Sq.Ft.
    1904
    Year Built
    215
    Days on Site
    VALO2039430
    MLS
    Welcome to Windover Farm in Middleburg, VA. Enriched with a history dating back to the civil war and surrounded by the Blue Ridge Mountains this beautiful property is sure to take your breath away....