Property
$5,500,00030 Acres5 beds • 8 baths • 2 half baths • 16,667 sq ft
For Sale
For Sale
$5,500,00030 Acres
For Sale
5 beds • 8 baths • 2 half baths • 16,667 sq ft

38793 Chelten Lane , Middleburg, VA 20117 - Loudoun County

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Property ID 23448646

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38793 Chelten Lane, Middleburg, VA 20117

Perched majestically in Virginia's prestigious Hunt Country, "The Looking Glass" estate offers an unparalleled living experience across 30 breathtaking acres. Named for its sweeping panoramic views of the mountains and neighboring vineyard, this Tuscan-inspired masterpiece seamlessly blends old-world charm with modern luxury.

The magnificent main residence spans 17,000 square feet, with 11,000 square feet of meticulously designed living space on the first two levels and an additional 6,000 square feet on the lower level with room for further customization. Featuring five sumptuous bedrooms and ten elegant bathrooms, the estate creates an atmosphere of refined opulence through its exceptional construction and meticulous maintenance.

The exterior showcases a harmonious blend of stone and stucco, complemented by distinctive arched doorways and windows that define its architectural character. Inside, rich hardwood, natural stone, and luxurious marble flooring extend throughout, while wrought iron staircases add to the estate's old-world ambiance.

Outdoor entertaining reaches new heights with a heated pool and spa adjacent to an inviting pavilion featuring a stone terrace and outdoor fireplace—all overlooking the estate's stunning grounds and breathtaking vistas.

The property is further enhanced by a spacious 2,500-square-foot guest house offering four bedrooms, generous living spaces, and a full kitchen. Equestrian enthusiasts will appreciate the connecting eight-stall stable with its grand ceiling, convenient wash stall, and well-appointed tack room.

"The Looking Glass" represents an extraordinary opportunity to own one of Hunt Country's most distinguished estates.

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TTR Sotheby's International Realty

Washington, DC

(860) 227-4241
Listing provided by
Jenna Gallant
TTR Sotheby's International Realty(860) 227-4241
Source: Sotheby's, MLS# VALO2094274
Listing last updated: October 12, 2025 at 5:04 AM
Listing last checked: December 1, 2025 at 9:30 AM
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Jenna Gallant

TTR Sotheby's International Realty
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Jenna Gallant

TTR Sotheby's International Realty