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For sale
  • $5,500,000

    38793 Chelten Ln, Middleburg, VA 20117

    5beds
    16,667sqft
    : 
    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
    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.
    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#: VALO2094274MLS Logo
    Travel times

    Tour with a buyer's agent

    We'll find a local expert to take you on a private tour of 38793 Chelten Ln.

    Next available tour time:Tomorrow at 11am

    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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