38793 CHELTEN LN Middleburg, VA 20117 Active

UPDATED: 11/22/2025 04:38 PM ON MARKET: 207 days on market

$5,500,000

5 Beds10 Baths16,667 SqFt

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Active

Purchase Type For Sale

Square Footage 16,667 sqft

Price per Sqft $329

Subdivision Jahnke & Dickson

MLS Listing ID VALO2094274

Style Mediterranean

Bedrooms 5

Full Baths 8

Half Baths 2

HOA Y/N N

Abv Grd Liv Area 10,840

Year Built 2003

Available Date 2025-05-12

Annual Tax Amount $32,173

Tax Year 2025

Lot Size 30.000 Acres

Acres 30.0

Property Sub-Type Detached

Source BRIGHT

Property Description

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.