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38793 Chelten LaneMiddleburg, VA 20117Price: $4,995,000

  • Price: $4,995,000
  • Est. Mortgage of $/month
  • 395 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.48% last updated on Jun 4, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $4,995,000List Price
  • 5Bedrooms
  • 10Bathrooms
  • 16,667Square Feet
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.
Listed by Jenna Marie Gallant of TTR Sotheby's International Realty

Driving Directions

Railey Vacations
Railey Vacations
Office: 301-387-2124
5 Vacation Way
McHenry, MD 21541

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More Info

Location Information

  • Date Listed05/12/2025
  • ZoningAR2
  • UsmAreaMiddleburg

School Information

  • Junior HighMercer
  • High SchoolJohn Champe
  • Elementary SchoolAldie

Parking

  • Parking FeaturesPaved Driveway
  • Parking TypesAttached Garage, Driveway, Detached Garage
  • Total Garage And Parking Spaces5

Property

  • New Construction YNN
  • Lot DescriptionBacks to Trees, Landscaping, Mountainous, Private
  • FencingWood

Exterior

  • RoofSlate, Metal
  • FoundationOther
  • Exterior FeaturesExtensive Hardscape, Other

Utilities

  • UtilitiesCable TV, Propane
  • Water SourceWell
  • SewerSeptic = # of BR, Private Sewer
  • Central Air YNYes
  • Cooling FuelBottled Gas, Electric
  • Water HeaterElectric, Propane
  • Heating FuelPropane - Leased
  • Heat SystemHeat Pump(s), Zoned
  • Internet ServicesSatellite, Broadband

Other

  • Other Structures List2nd Garage, Barn/Stable, Guest House, Pool Equipment Shed
  • View Count1

Basic Information

  • MLS NumberVALO2094274
  • Ownership InterestFee Simple
  • List Price$4,995,000
  • Square Feet16,667
  • Acreage30
  • Year Built2003
  • MLS Property TypeResidential
  • StatusACT

Location

  • Address38793 Chelten Lane
  • Area Total16,667
  • SubdivisionJahnke & Dickson
  • TownMiddleburg
  • StateVA
  • Zip20117
  • CountyLoudoun

Interior

  • FlooringHardwood, Heated, Stone, Tile/Brick, Carpet
  • Appliances Included
    • Dishwasher
    • Disposal
    • Dryer
    • Dryer - Gas
    • Extra Refrigerator/Freezer
    • Instant Hot Water
    • Oven/Range - Gas
    • Refrigerator
    • Stainless Steel Appliances
    • Stove
    • Washer
  • Heating YNYes
  • CoolingCentral A/C, Ceiling Fan(s)
  • Basement YNYes

Property Information

  • Lot Size Square Feet1,306,800
  • Above Grade Finished Area10840
  • Below Grade Area Total5,827
  • Below Grade Finished Area5827

Amenities

  • Pool FeaturesIn Ground, Pool/Spa Combo
  • PoolYes - Personal
  • PricePerSqFt461
  • Other AmenitiesBasement, Fireplace, Pool

Tax Information

  • Total Taxes Payment FrequencyAnnually
  • Tax Total Finished Sq Ft11,046
  • Tax Assessment Amount3806530
  • Tax Year2025
  • Taxes$32,173
  • County Tax$30,642.56
  • County Tax Payment FrequencyAnnually
  • Assessment Year2025

Building

  • Num Detached Garage Spaces1
  • ViewMountain, Panoramic, Scenic Vista, Trees/Woods
  • Walls Ceilings2 Story Ceilings, Wood Ceilings
  • Interior FeaturesAdditional Stairway, Bathroom - Soaking Tub, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Carpet, Ceiling Fan(s), Combination Dining/Living, Curved Staircase, Dining Area, Efficiency, Entry Level Bedroom, Family Room Off Kitchen, Formal/Separate Dining Room, Intercom, Kitchen - Gourmet, Pantry, Primary Bath(s), Recessed Lighting, Walk-in Closet(s), WhirlPool/HotTub, Window Treatments, Wood Floors, Other
  • High School DistrictLoudoun County Public Schools
  • Broker NameTTR Sotheby's International Realty
  • Building Number38793
  • DirectionsPlease use GPS.
  • Num Attached Garage Spaces4
  • Lower Levels Total Baths2
  • Lower Level1 Total Baths2
  • Lower Level1 Full Baths2
  • Lower Levels Total Full Baths2
  • Main Level Total Baths4
  • Main Level Bedrooms1
  • Main Level Half Baths2
  • Main Level Full Baths2
  • Upper Levels Total Full Baths4
  • Upper Levels Total Bedrooms4
  • Upper Levels Total Baths4
  • Upper Level1 Bedrooms4
  • Upper Level1 Full Baths4
  • Upper Level1 Total Baths4
  • Story ListLower 1, Main, Upper 1
  • Structure Design TypeDetached
  • Construction MaterialsStucco, Stone
  • Property StyleMediterranean
  • Builder NameCastle Rock Homes
  • Bedrooms5
  • BasementPartially Finished, Windows, Walkout Level
  • Full Bath8
  • Bathroom10
  • Half Baths2
  • Laundry TypeHas Laundry, Washer In Unit, Dryer In Unit
  • Levels3
  • Fireplace YNYes
  • Fireplace8
  • Garage TypeAdditional Storage Area, Oversized, Garage Door Opener
  • Garage Spaces5
  • GarageYes
  • Patio And Porch FeaturesBalconies- Multiple, Patio(s)

Copyright 2026 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Railey Vacations participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated June 10, 2026. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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