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 23, 2022
    17
    Listed
    164
    Avg. DOM
    $605.08
    Avg. $ / Sq.Ft.
    $2,700,000
    Med. List Price
    17 Properties
    Page 1 of 2
    $1,469,500
    Neighborhood: Ridgeview
    6
    Beds
    5F11/2
    Baths
    4,430
    Sq.Ft.
    4
    Days on Site
    VALO2027708
    MLS
    ALMOST COMPLETE New custom home UNDER CONSTRUCTION IN TRIM / PAINT STAGE, MID JULY DELIVERY. Great location in the charming village of Middleburg. Located on one of the larger lots in town with a...
    $1,650,000
    Neighborhood: None Available
    3
    Beds
    3F11/2
    Baths
    2,851
    Sq.Ft.
    1787
    Year Built
    6
    Days on Site
    VALO2026000
    MLS
    Charming & updated historic 3BR/ 3BA home( CA 1787) in prime Middleburg location set on 17+ acres . Kitchen and baths were renovated by current owner. Scenic setting with pond and pastural views....
    $2,195,000
    Neighborhood: None Available
    5
    Beds
    5F11/2
    Baths
    6,429
    Sq.Ft.
    2000
    Year Built
    19
    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...
    $5,150,000
    Neighborhood: None Available
    4
    Beds
    3F11/2
    Baths
    4,865
    Sq.Ft.
    1983
    Year Built
    20
    Days on Site
    VALO2024216
    MLS
    Originally built as a thoroughbred breeding farm, Kentwood stands today as a purebred Angus cattle operation nestled down a private gravel road in an area of verdant farms in Western Loudoun County....
    $799,850
    Neighborhood: Middleburg
    4
    Beds
    2
    Baths
    1,680
    Sq.Ft.
    1925
    Year Built
    24
    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...
    $1,465,000
    Neighborhood: Melmore
    4
    Beds
    4F11/2
    Baths
    4,441
    Sq.Ft.
    1987
    Year Built
    26
    Days on Site
    VALO2025190
    MLS
    Just outside of town lies this four level, 4BR, 4.5 BA gem on 3 park-like acres with a private pond in highly desired Melmore. Enjoy a unique, well designed custom floor plan that is adaptable to all...
    $2,999,990
    Neighborhood: Weidlein Division
    5
    Beds
    4F11/2
    Baths
    5,265
    Sq.Ft.
    1999
    Year Built
    33
    Days on Site
    VALO2024978
    MLS
    Welcome to the magnificent Woodland Farm - an exquisite custom estate sited on 16 breathtaking acres of equestrian property. The beautiful stone and hardiplank residence boasts over 5,265 square feet...
    $274,990
    Neighborhood: Unknown
    4
    Beds
    3F11/2
    Baths
    7,760
    Sq.Ft.
    1900
    Year Built
    40
    Days on Site
    PASY2000186
    MLS
    You have got to see this incredible opportunity here at 14849 Route 522! When you walk in this Commercial AND/OR Residential building you will find a refinished portion with an office right inside...
    $2,500,000
    Neighborhood: None Available
    3
    Beds
    2F11/2
    Baths
    2,700
    Sq.Ft.
    1985
    Year Built
    41
    Days on Site
    VALO2024264
    MLS
    Offering is subject to Loudoun County approval. First time available guest house and broodmare barn on 28.62 acres. House completely updated, stucco exterior, metal roof, 3 bedrooms, 2 1/2 baths,...
    $3,095,000
    Neighborhood: Cobb House
    7
    Beds
    8F21/2
    Baths
    7,360
    Sq.Ft.
    2000
    Year Built
    71
    Days on Site
    VALO2020100
    MLS
    Superbly sited on a gently sloping hillside, just east of the historic village of Middleburg, this exquisite custom-built colonial presides over 18+ acres of sweeping lawns, brilliant gardens, and...
    $2,700,000
    Neighborhood: None Available
    4
    Beds
    4
    Baths
    5,136
    Sq.Ft.
    1984
    Year Built
    74
    Days on Site
    VALO2021484
    MLS
    Significant Price Improvement - Motivated Seller. In the heart of Middleburg Hunt Country this gorgeous 25-acre property, with 8 stall barn, pastures, great ride out, and outdoor grass riding...
    $5,750,000
    Neighborhood: Middleburg
    6
    Beds
    3F11/2
    Baths
    4,720
    Sq.Ft.
    1740
    Year Built
    162
    Days on Site
    VALO2013538
    MLS
    "Rutledge Farm" Premier Middleburg estate, minutes from town. Main house of stone and frame construction circa 1740 with addition in 1820. 6 bedrooms, 3 1/2 baths, 5 fireplaces, high ceilings,...