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Middleburg Homes and Condos for Sale

The town of Middleburg was established in 1787 by Leven Powell who was an American Revolutionary War Lieutenant Colonel and Virginia statesman. In 1763, Powell purchased the land from the first cousin of George Washington, Joseph Chinn, for approximately $2.50 per acre. Initially, people wanted to name the newly formed town after Powell, but he declined, so it was called Middleburgh before it was changed to only Middleburg. The city was created on the Ashby Gap trading route which is now U.S. Route 50 between the port of Alexandria and Winchester. During the early 1900s, Middleburg became a hot spot for prominent visitors from across the U.S. to participate in foxhunting and steeplechasing. It wasn’t long before Middleburg became known as the "Nation's Horse and Hunt Capital." The Middleburg Historic District is listed on the National Register of Historic Places and is comprised of the 19th-century town center. The oldest structure in Middleburg is the Red Fox Inn & Tavern which was built by Chinn in 1728 and named Chinn's Ordinary initially. It is also the oldest running inn in the United States of America.

Since Middleburg is only an hour away from downtown Washington, D.C., it maintains its small-town charm while enjoying the amenities of the big city. This area is well known for its numerous wineries, farmers markets, and natural spaces, making it an excellent place to raise your family or retire. For example, you have Boxwood Estate Winery located at 2042 Burrland Lane in Middleburg featuring wine tasting events and a wine club. Furthermore, you have Greenhill Winery & Vineyards located at 23595 Winery Lane, also in Middleburg. This winery offers tours and scheduled events. If you’re looking for more to do, travel to Washington, D.C. and visit some of the great malls there. Residents of Middleburg like to frequent places such as DC USA located at 3100 14th St NW. This 890,000-square-foot shopping and entertainment complex features a modern design and is anchored by a few big-name retail stores and trendy eateries. Another place that should be mentioned is the Washington Golf & Country Club which is at 3017 North Glebe Road in Arlington. The golf course sits on land once owned by Admiral M. Preston Rixey, Surgeon General of the Navy and White House physician. It’s been around since 1922 and was frequented by former Presidents of the United States such as Theodore Roosevelt, Taft, Coolidge, Harding and Wilson.

Houses throughout the East Coast have been influenced by the heterogeneous groups of European settlers arriving from many different nations. Not only did they bring their styles of cooking, their languages, their ideas, but they also brought with them how they build homes. Middleburg, Virginia, is a perfect example of how diverse East Coast real estate is. Single-family home plans in Middleburg include various styles of Bungalow, Shingle, Ranch, Tudor, Prairie, Northwestern, Traditional, French Country, North American Country, Craftsman, and, of course, the Colonial. Each house, depending on the previous owner or who built it, provides you with unique features such as varnished hardwood floors, state-of-the-art gourmet kitchen, bathrooms with marble, and much more. The average floor plan ranges in size from one bedroom, one bath, and 917 square feet to six bedrooms, eight bathrooms, and 10,987 square feet. Additionally, if you want to build a home in Middleburg, Virginia, you can find a selection of available lots for sale here as well. If you would like to learn more about property for sale in Middleburg, Virginia, please contact us today so we may assist you.

Newest Middleburg Homes and Condos for Sale

35321 Snake Hill Rd, Middleburg image
35321 Snake Hill Rd, Middleburg $1,995,000

**35317, 35321, 35327 Snake Hill Rd Middleburg VA 20117** Whitehall is an extraordinary private Hunt Country compound just minutes from the Town of Middleburg. Thoughtfu...

  • 6 Beds
  • 5 Baths
  • VALO2131852 MLS
107 Walnut, Middleburg image
107 Walnut, Middleburg $948,800

Tucked beneath mature shade trees in the heart of Middleburg, this five-bedroom farmhouse pairs historic character with thoughtful updates. Inside, original heart pine fl...

  • 5 Beds
  • 3 Baths
  • VALO2129326 MLS
36190 Turkey Roost Rd, Middleburg image
36190 Turkey Roost Rd, Middleburg $2,850,000

Set on 12.9 private, rolling acres in Virginia’s premier horse country, this well-appointed three-level stucco home perfectly pairs timeless country aesthetics with state...

  • 4 Beds
  • 5 Baths
  • VALO2126154 MLS
406 E Washington St, Middleburg image
406 E Washington St, Middleburg $1,950,000

The Jacob Mann House, circa 1817 and once home to Middleburg’s local tanner, is a charming fieldstone residence ideally located on the eastern edge of the historic villag...

  • 3 Beds
  • 2 Baths
  • VALO2126668 MLS
12 Orange Dr, Middleburg image
12 Orange Dr, Middleburg $1,445,000 ▼

Proudly presenting an exceptional property located in the Town of Middleburg, situated within walking distance to many ethnic restaurants, several world class museums, a ...

  • 4 Beds
  • 4 Baths
  • VALO2125854 MLS
34520 Atoka Chase Ln, Middleburg image
34520 Atoka Chase Ln, Middleburg $2,700,000 ▼

Special home and property set in Virginia’s famed Hunt Country just west of Middleburg, this exceptional estate is the first property on the left in the sought-after Atok...

  • 3 Beds
  • 3 Baths
  • VALO2126254 MLS
23084 Affirmed Park Ct, Middleburg image
23084 Affirmed Park Ct, Middleburg $2,845,000

Back on the market through no fault of the home. Buyer financing fell through. Amazing opportunity. Move fast! Want to build a custom home near Middleburg, but not wait f...

  • 4 Beds
  • 5 Baths
  • VALO2124228 MLS
23559 Parsons Rd, Middleburg image
23559 Parsons Rd, Middleburg $2,700,000 ▼

Canterwood presents a rare and compelling offering just moments from the heart of Middleburg—an exceptional 10.5-acre property that seamlessly blends refined living with ...

  • 4 Beds
  • 5 Baths
  • VALO2124276 MLS
38386 Little River Tpke, Middleburg image
38386 Little River Tpke, Middleburg $2,695,000 ▼

Welcome home to Woodland Farm: a legacy equestrian estate in the heart of Loudoun County. Experience the pinnacle of Loudoun County living on this extraordinary 16-acre s...

  • 5 Beds
  • 5 Baths
  • VALO2117342 MLS
105 Reed St, Middleburg image
105 Reed St, Middleburg $1,975,000 ▼

A truly enchanting 4-bedroom, 4.5-bath residence nestled in the heart of Middleburg, this beautifully crafted home—built in 2019 by a highly esteemed local builder—offers...

  • 4 Beds
  • 5 Baths
  • VALO2120426 MLS
700 W Washington St, Middleburg image
700 W Washington St, Middleburg $1,625,000 ▼

Circa 1938, this storybook stone and frame residence is beautifully nestled in the heart of the village of Middleburg, where timeless elegance and small-town charm conver...

  • 3 Beds
  • 3 Baths
  • VALO2120098 MLS
23333 Four Chimneys Ln, Middleburg image
23333 Four Chimneys Ln, Middleburg $2,850,000

Fox Hill Farm sits just over a mile east of historic Middleburg, offering a rare chance to own a beautifully remodeled estate that blends refined living with true Virgini...

  • 4 Beds
  • 7 Baths
  • VALO2118900 MLS
22282 St Louis Rd, Middleburg image
22282 St Louis Rd, Middleburg $449,900 ▼

SINGLE FAMILY HOME FOR CONDO PRICE-BUT NO CONDO FEE -NO HOA- FEE. Welcome to “The Pink Cottage” — A Sunny Retreat Just Minutes from the Heart of Middleburg on half acre l...

  • 2 Beds
  • 1 Baths
  • VALO2115404 MLS
1 Foxtrot Knoll Ln, Middleburg image
1 Foxtrot Knoll Ln, Middleburg $5,500,000

Nestled within the prestigious Residences at Salamander, this newly constructed, custom-expanded Stables Deluxe floor plan occupies one of the most desirable settings in ...

  • 4 Beds
  • 6 Baths
  • VALO2114350 MLS
37291 Seabiscuit Park Pl, Middleburg image
37291 Seabiscuit Park Pl, Middleburg $3,875,000 ▼

Stunning custom-built offering over 10,000 sq. ft. across three levels, combining exceptional craftsmanship, advanced technology, and refined design. Set on a beautiful h...

  • 5 Beds
  • 7 Baths
  • VALO2111662 MLS
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