38793 Chelten Ln, Middleburg, VA 20117
Local realty services provided by:Better Homes and Gardens Real Estate Cassidon Realty
38793 Chelten Ln,Middleburg, VA 20117
$5,500,000
- 5 Beds
- 10 Baths
- 16,667 sq. ft.
- Single family
- Active
Listed by:jenna marie gallant
Office:ttr sotheby's international realty
MLS#:VALO2094274
Source:BRIGHTMLS
Price summary
- Price:$5,500,000
- Price per sq. ft.:$329.99
About this home
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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Home facts
- Year built:2003
- Listing ID #:VALO2094274
- Added:148 day(s) ago
- Updated:October 02, 2025 at 01:39 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:10
- Full bathrooms:8
- Half bathrooms:2
- Living area:16,667 sq. ft.
Heating and cooling
- Cooling:Ceiling Fan(s), Central A/C
- Heating:Heat Pump(s), Propane - Leased, Zoned
Structure and exterior
- Roof:Metal, Slate
- Year built:2003
- Building area:16,667 sq. ft.
- Lot area:30 Acres
Schools
- High school:JOHN CHAMPE
- Middle school:MERCER
- Elementary school:ALDIE
Utilities
- Water:Well
- Sewer:Private Sewer
Finances and disclosures
- Price:$5,500,000
- Price per sq. ft.:$329.99
- Tax amount:$32,173 (2025)
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