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  • Explore the Area
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Explore Middleburg, Virginia

Historic charm, scenic horse country and an unmistakably Middleburg way of life

Middleburg, Virginia, offers a rare blend of small-town charm, refined country living, and convenient access to Northern Virginia. Nestled in western Loudoun County along Route 50, Middleburg is surrounded by rolling farmland, vineyards, historic estates, and some of Virginia’s most recognizable equestrian scenery, making it a prime location for those interested in equestrian living in Virginia.


Established in 1787, the town derived its name from its midway position between Alexandria and Winchester along the historic Ashby Gap trading route. Today, Middleburg is celebrated for its preserved architecture, locally owned businesses, and deep ties to Virginia horse and hunt country. This connection makes it an ideal spot for buyers interested in historic homes in Middleburg.


Whether you seek a home near the walkable downtown district, a private property with expansive acreage, or a luxury home in Middleburg, the area offers a distinctive setting for those who appreciate beauty, history, and space to breathe.

Middleburg at a Glance

$844,335  -  Median Sale Price 

$2,987  per month  -  Median Rent 

 

Demographics

Population:  670  residents
County:  Loudoun County  
Zip Code:   20117 

Find Homes in Middleburg

Living in Middletown: Homes, Schools & Commute

Black outline of a simple house with a chimney

The Homes

The Commute

The Commute

 Middleburg real estate includes historic homes, luxury residences, country estates, horse farms, and wooded acreage. Homes near downtown offer convenient access to shops and restaurants, while rural properties provide more privacy, land, and pastoral views. Buyers interested in equestrian living in Virginia should carefully review wells,

 Middleburg real estate includes historic homes, luxury residences, country estates, horse farms, and wooded acreage. Homes near downtown offer convenient access to shops and restaurants, while rural properties provide more privacy, land, and pastoral views. Buyers interested in equestrian living in Virginia should carefully review wells, septic systems, zoning, conservation easements, barns, and other property improvements. 

Black and white car icon front view.

The Commute

The Commute

The Commute

Middleburg, Virginia, is known for equestrian living, historic homes, and luxury real estate. It is approximately 18 miles from Leesburg, 20 miles from Washington Dulles International Airport, 30 miles from Winchester, and 42 miles from Washington, D.C.

Route 50 connects Middleburg to Aldie, South Riding, Chantilly, Fairfax, and Northern V

Middleburg, Virginia, is known for equestrian living, historic homes, and luxury real estate. It is approximately 18 miles from Leesburg, 20 miles from Washington Dulles International Airport, 30 miles from Winchester, and 42 miles from Washington, D.C.

Route 50 connects Middleburg to Aldie, South Riding, Chantilly, Fairfax, and Northern Virginia employment centers. Buyers considering historic or luxury homes in Middleburg should test commute times during peak traffic, when travel may take considerably longer.

Black and white graduation cap illustration.

The Schools

The Commute

The Schools

 Middleburg, Virginia, is served by Loudoun County Public Schools, with school assignments varying by property address. Buyers considering historic or luxury homes in Middleburg should verify attendance zones through the district’s official school locator. Nearby schools include Banneker Elementary School in Middleburg and Blue Ridge Middle School in Purcellville. 

Discover Available Homes for Sale in Middleburg, VA

Homes in Middleburg

Things to Do in Middleburg VA

Charming small town street in Middleburg, VA with colorful awnings and scenic mountain backdrop.

Local Dining & Businesses

Middleburg offers a variety of real estate options, including historic homes in Middleburg, traditional single-family residences, custom-designed luxury homes, and expansive country estates. Buyers can also discover equestrian living in Virginia, with horse farms, working farms, wooded homesites, and properties featuring barns and fenced pastures or additional acreage. Homes located near downtown may provide easier access to shops, restaurants, and community events, while properties situated outside the town center often come with more land, enhanced privacy, and serene pastoral views. When considering rural purchases, buyers may encounter wells, septic systems, conservation easements, agricultural zoning, or specialized equestrian improvements, highlighting the importance of thorough property research.

Two people playing tennis on a green court surrounded by trees.

Parks, Trails & Outdoor Recreation

Middleburg, known for its equestrian living in Virginia, is located approximately 18 miles from Leesburg, with a typical drive of around 25 to 30 minutes under lighter traffic conditions. Washington Dulles International Airport is roughly 20 miles east, while Washington, D.C., is approximately 42 miles away and may take an hour or longer, depending on traffic. Winchester is about 30 miles west, with an estimated drive of approximately 45 minutes. Route 50 provides the primary east-west connection through the area, leading east toward Aldie, South Riding, Chantilly, Fairfax, and Northern Virginia employment centers. Buyers interested in historic homes in Middleburg or luxury homes in Middleburg should consider testing the route during their normal travel hours, as peak-period traffic can add considerable time.

Golfer swinging on a lush golf course in Middleburg, VA.

Parks, Trails & Outdoor Recreation

Middleburg, a charming town known for its equestrian living in Virginia, is served by Loudoun County Public Schools. The area surrounding postcode 20117 includes multiple attendance zones, so the assigned elementary, middle, and high schools vary based on each property's exact address. Buyers should verify the current school assignments through the district’s official address-based school locator before purchasing or leasing a historic home in Middleburg or a luxury home in the area. Banneker Elementary School is conveniently located in Middleburg, and Blue Ridge Middle School is situated in nearby Purcellville.

Two wine glasses and bread on a barrel in a vineyard.

Local & Nearby Attractions

The National Sporting Library & Museum delves into the history of equestrian living in Virginia, along with angling and field-sport heritage, through art, books, exhibitions, and educational programming. Middleburg, renowned for its historic homes, also features Salamander Middleburg, a luxurious countryside resort celebrated for its spa, dining, equestrian center, events, and outdoor activities. With its historic streets, the iconic Red Fox Inn & Tavern, and nearby horse farms, these attractions uphold Middleburg’s status as one of Virginia’s most distinguished equestrian communities.


Annual and seasonal experiences abound in Middleburg, including the Middleburg Film Festival, Christmas in Middleburg, the Middleburg Spring Races, art events, concerts, festivals, and various community celebrations. The lush countryside is part of Virginia wine country, home to vineyards and tasting rooms such as Greenhill Vineyards, Boxwood Estate Winery, Cana Vineyards and Winery of Middleburg, Chrysalis Vineyards at The Ag District, and 50 West Vineyards. Visitors can leisurely sample locally produced wines, enjoy the scenic estate grounds, and take in the views of rolling hills, farmland, and the Blue Ridge foothills. Many local vineyards also host seasonal events, live music, food pairings, and outdoor gatherings throughout the year.


Scenic drives through western Loudoun County and the Virginia Piedmont link Middleburg with farms, breweries, cideries, historic sites, restaurants, outdoor destinations, and neighboring communities such as Aldie, Upperville, The Plains, Marshall, Purcellville, and Leesburg, making it a prime area for those interested in luxury homes in Middleburg.

Ready to Explore Homes in Middleburg?

 

Whether you are looking for a historic home near downtown, a luxury country estate, an equestrian property, or additional acreage in western Loudoun County, Carlyle can help you understand the Middleburg market and compare available properties. 

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Middleburg Virginia Luxury Homes

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