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38793 CHELTEN Ln

middleburg, VA 20117

$4,995,000

  • 5 BR
    8 BA, 2 HALF BA
    approx. 16,667 SF

Interested? Let's Connect

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.

Details

16,667 Sq Ft

30 Private Acres Lot Size

other

$32,173 Annual Tax

Built in 2003

MLS/Listing ID VALO2094274

Amenities & Features

Dryer

Disposal

Dishwasher

Style - Mediterranean

Pool Spa Combo

Pool - Inground

Instant Hot Water

Refrigerator

Washer

Lot - Private

Dining Area

Intercom

Ceiling Fans

Lot - Mountainous

Metal

Slate

Construction - Stucco

Construction - Stone

Cooling - Central Air

Cooling - Ceiling Fans

Wood

Stone

Hardwood

Carpet

Window Treatments

Walk-in Closets

Recessed Lighting

Pantry

Estimate my mortgage

TOTAL MONTHLY COST

$0

  • PRINCIPAL & INTEREST

    $0

  • PROPERTY TAXES

    $0

  • Common Charges

    $0

HOME PRICE
DOWN PAYMENT
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Interested In 38793 CHELTEN Ln?

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 05/01/2026.
Source: Bright Multiple Listing Service, Inc.

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