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  • On the Market: A $5.5 Million Home in Middleburg’s Hunt Country
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  • Real Estate

On the Market: A $5.5 Million Home in Middleburg’s Hunt Country

The 30-acre estate has stunning views of nearby mountains and vineyards.

By Maggie Roth November 11, 2025 at 12:47 pm

On 30 sprawling acres in Middleburg, an estate known as “The Looking Glass” — for its sweeping views of the mountains — is now for sale. The property at 38793 Chelten Ln. includes a Tuscan-style main residence that spans almost 17,000 square feet, with five bedrooms and 10 bathrooms.  

The property also features a guest house, equestrian stables, and luxurious outdoor facilities. It’s currently on the market for $5,500,000.  

Entryway with arched doorways and wrought iron railing
Courtesy Oleks Yaroshynskyi with Townsend Visuals LLC

Just inside the double doors, the home exudes old-world charm with wrought-iron railings, arched doorways, and natural stone flooring. The walls and ceilings are covered in a neutral-toned stucco texture.

Living room with high ceilings and stone fireplace
Courtesy Oleks Yaroshynskyi with Townsend Visuals LLC

The living room is visually lighter, with high ceilings and pale hardwood floors. A stone fireplace serves as a visual centerpiece for the space, while the warm-toned ceiling panels draw the eye upwards.  

Kitchen and dining area
Courtesy Oleks Yaroshynskyi with Townsend Visuals LLC

This kitchen is like something straight out of a Tuscan villa. It features stone flooring and backsplash, and a semicircular island lends seating to the space. Just steps away is ample space for a kitchen table.  

Courtesy Oleks Yaroshynskyi with Townsend Visuals LLC

The arched doorway motif continues in this formal dining room space, complete with a fireplace.  

Bedroom with stone fireplace and french doors
Courtesy Oleks Yaroshynskyi with Townsend Visuals LLC

This spacious bedroom has a cozy stone hearth. Two sets of French doors open out to the back patio and pool area. This is one of five bedrooms in the home, and it comes with an expansive en-suite bathroom.  

Back yard with pool
Courtesy Oleks Yaroshynskyi with Townsend Visuals LLC

Out back, there’s a heated pool and spa, plus a pavilion with a stone terrace and outdoor fireplace. This is an ideal space to take in the views that earned the property its name — you can gaze over nearby mountains and a vineyard that’s adjacent to the property.  

Guest house and horse stables
Courtesy Oleks Yaroshynskyi with Townsend Visuals LLC

The guest house spans 2,500 square feet and contains four additional bedrooms, plus living spaces and a full kitchen. It’s connected to an eight-stall stable with a wash stall and a tack room.  

Jenna Gallant with TTR Sotheby’s International Realty is the listing agent for 38793 Chelten Ln., Middleburg.

Feature image courtesy Oleks Yaroshynskyi with Townsend Visuals LLC

Maggie Roth

Maggie Roth

Associate Editor

Maggie Roth is the associate editor for Northern Virginia Magazine, where she covers news and culture in the NoVA area. Originally from New Jersey, she is a graduate of George Mason University and joined the magazine in 2021 as an editorial intern.

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