38793 Chelten Ln, Middleburg, VA 20117
Local realty services provided by:CENTURY 21 Harris Hawkins & Co.
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:314 day(s) ago
- Updated:March 17, 2026 at 05:37 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:10
- Full bathrooms:8
- Half bathrooms:2
- Flooring:Carpet, Hardwood, Heated, Stone, Tile/Brick
- Dining Description:Combination Dining/Living, Dining Area, Formal/Separate Dining Room
- Bathrooms Description:Primary Bath(s), WhirlPool/HotTub
- Kitchen Description:Breakfast Area, Built-Ins, Carpet, Dishwasher, Disposal, Extra Refrigerator/Freezer, Instant Hot Water, Kitchen - Gourmet, Oven/Range - Gas, Pantry, Recessed Lighting, Refrigerator, Stainless Steel Appliances, Stove
- Bedroom Description:Carpet, Entry Level Bedroom, Walk In Closet(s)
- Basement:Yes
- Basement Description:Partially Finished, Walkout Level, Windows
- 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
- Lot Features:Backs to Trees, Landscaping, Mountainous, Private
- Architectural Style:Mediterranean
- Construction Materials:Stone, Stucco
- Exterior Features:Balconies- Multiple, Extensive Hardscape, Patio(s)
- Levels:3 Story
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)
Features and amenities
- Laundry features:Dryer, Dryer - Gas, Dryer In Unit, Has Laundry, Washer, Washer In Unit
- Amenities:Built-Ins, Cable TV, Carpet, Ceiling Fan(s), Curved Staircase, Efficiency, Intercom, Recessed Lighting, Window Treatments
- Pool features:In Ground, Pool/Spa Combo
Parking
- Parking description:Additional Storage Area, Attached Garage, Detached Garage, Garage Door Opener, Oversized, Paved Driveway
- Garage:Yes
- Garage spaces:5
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