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.
For sale
$5,500,000
38793 Chelten Ln, Middleburg, VA 20117
5beds
16,667sqft
Est.:
Single Family Residence
Built in 2003
30 Acres Lot
$-- Zestimate®
$330/sqft
$-- HOA
What's special
Convenient wash stallGenerous living spacesWell-appointed tack roomSumptuous bedroomsFull kitchenWrought iron staircasesGrand ceiling
- 105 days
- on Zillow |
- 2,264 |
- 94 |
Zillow last checked: 7 hours ago
Listing updated: August 18, 2025 at 06:55am
Listed by:
Jenna Gallant 860-227-4241,
TTR Sotheby's International Realty
Source: Bright MLS,MLS#: VALO2094274

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 10
- Full bathrooms: 8
- 1/2 bathrooms: 2
- Main level bathrooms: 4
- Main level bedrooms: 1
Basement
- Area: 5827
Heating
- Heat Pump, Zoned, Propane
Cooling
- Central Air, Ceiling Fan(s), Gas, Electric
Appliances
- Included: Dryer, Disposal, Dishwasher, Extra Refrigerator/Freezer, Instant Hot Water, Oven/Range - Gas, Refrigerator, Stainless Steel Appliance(s), Cooktop, Washer, Electric Water Heater, Water Heater
- Laundry: Has Laundry, Washer In Unit, Dryer In Unit
Features
- Additional Stairway, Soaking Tub, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-in Features, Ceiling Fan(s), Combination Dining/Living, Curved Staircase, Dining Area, Efficiency, Entry Level Bedroom, Family Room Off Kitchen, Formal/Separate Dining Room, Kitchen - Gourmet, Pantry, Primary Bath(s), Recessed Lighting, Walk-In Closet(s), Other, 2 Story Ceilings, Wood Ceilings
- Flooring: Hardwood, Heated, Stone, Tile/Brick, Carpet, Wood
- Windows: Window Treatments
- Basement: Partially Finished,Windows,Walk-Out Access
- Number of fireplaces: 8
Interior area
- Total structure area: 16,667
- Total interior livable area: 16,667 sqft
- Finished area above ground: 10,840
- Finished area below ground: 5,827
Property
Parking
- Total spaces: 5
- Parking features: Storage, Oversized, Garage Door Opener, Driveway, Attached, Detached
- Attached garage spaces: 5
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Patio & porch: Patio
- Exterior features: Extensive Hardscape, Other, Balcony
- Has private pool: Yes
- Pool features: In Ground, Pool/Spa Combo, Private
- Has spa: Yes
- Spa features: Bath
- Fencing: Wood
- Has view: Yes
- View description: Mountain(s), Panoramic, Scenic Vista, Trees/Woods
Lot
- Size: 30 Acres
- Features: Backs to Trees, Landscaped, Mountainous, Private
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 434303961000
- Zoning: AR2
- Special conditions: Standard
- Other equipment: Intercom
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Mediterranean
- Property subtype: Single Family Residence
Materials
- Stucco, Stone
- Foundation: Other
- Roof: Slate,Metal
Condition
- New construction: No
- Year built: 2003
Details
- Builder name: Castle Rock Homes
Utilities & green energy
- Sewer: Septic = # of BR, Private Sewer
- Water: Well
- Utilities for property: Cable Connected, Propane, Satellite Internet Service, Broadband
Community & HOA
Community
- Subdivision: Jahnke & Dickson
HOA
- Has HOA: No
Location
- Region: Middleburg
Financial & listing details
- Price per square foot: $330/sqft
- Tax assessed value: $3,806,530
- Annual tax amount: $32,173
- Date on market: 5/12/2025
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
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