3252 Winchester Rd
DELAPLANE, VA 20144
- 4 beds
- 7 baths
- 7,789 sqft
- ~98 acre lot
- $821 per sqft
- 1845 build
The stunning and historic estate of Ashleigh, ca. 1840 is rich in history, and beautifully sited to enjoy the magnificent gardens as well as grand views of the Delaplane countryside. These 98 acres were once part of Oak Hill, Chief Justice John Marshall’s estate, and the stone and stucco Greek Revival Manor house was designed and built for his granddaughter, Margaret Marshall Smith and her husband. Ashleigh is listed on both the National Register of Historic Places and Virginia Historic Landmarks. To further protect the estate, the current owners put Ashleigh into a conservation easement with The Land Trust of Virginia. Wide stairs ascend to the columned front portico, from there one enters the grand front hall. Some exquisite details of the hall include beautiful heart pine flooring and wide moldings, large, deep-set windows, and a ceiling height of over 12’. Through deep set, heart pine doorways, one then enters the elegant double drawing room adorned with a fireplace at each end of the room, a wet bar, and floor to ceiling triple sash windows which open onto decorative iron balconies. From the windows one overlooks the lower-level stone terrace with fountain, gardens, and lawn. The upper level of the east wing, in addition to bedrooms and baths, features an impressive octagonal library, built in 2001 to house an extensive collection of books and art. The wide hallway leading to the library features a wood-paneled elevator and a full bath. The upper level of the west wing features the very private and elegant owner’s suite. The foyer of the suite offers a wall of closets and a powder room. The lovely bedroom features a 10’ ceiling height, heart pine flooring, a fireplace and stately deep-set windows. From the bedroom one then enters the spacious walk-in closet, and adjacent marble bath. The ground level, light filled gallery is the entrance most used and features a tile mural by local artist Joan Gardiner. The gallery opens into a gracious sitting room from which one has access to the formal dining room and study. The study’s handsome pine paneling was removed from the White House during the Hoover Administration and installed at Ashleigh by then owner Dr. Edmund Horgan. The very inviting formal dining room features French doors which open out to a large stone terrace, perfect for al fresco dining and entertaining. From the dining room one passes through the butler’s pantry to the recently remodeled kitchen equipped with beautiful white cabinetry and marble countertops. GARDENS, FOUNTAINS AND POOL: Featured in several Garden Tours, and most recently in 2021, the three garden rooms, invite and encourage one to relax and breathe. When the current owners purchased Ashleigh, the gardens had been established and maintained; however, they took them to a new level. In 2019 they installed an impressive 100’ long fountain, within an existing garden room, and added a new pergola to support the established wisteria. The gardens are beautiful year-round, but it is the springtime when they come alive with thousands of perennials including a gorgeous allee of peonies. Adjacent to the gardens is the heated pool and stunning pool/guest house with gathering room, full kitchen and 2 bedrooms. The gardens of Ashleigh are further enhanced by massive boxwoods trimmed bi-annually by the Boxwood Society and by sculpture which remain from when Sandra Whitney Payson owned Ashleigh. HORSE FACILITIES AND DEPENDENCIES: Three stables: 10-stall, 4-stall, and 3-stall, run-in sheds and a large machine shed. Attached to the10-stall stable are two separate living quarters designed for farm managers. Close to the main home is a 2 bedroom, 2 bath guest cottage. Ashleigh is a beautiful and historically significant property, which provides the most perfect setting for an elegant lifestyle and for grand entertaining. Located at the SW intersection of Winchester Road, (Rt. 17) and Rt. 55, it is very convenient to I-66.
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Last updated Apr 25, 2025
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MLS# VAFQ2016254 —
The Building
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Year Built:1845
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Year Built Source:Estimated
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Roof:Metal
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New Construction:No
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Construction Materials:Stucco, Stone, Brick
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Structure Type:Detached
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Historic:Yes
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Architectural Style:Other
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Levels:2
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Security Features:Security Gate
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Accessibility Features:None
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Foundation Details:Stone
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Basement:No
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Total SqFt Source:Estimated
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Above Grade Finished Area Units:Square Feet
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Above Grade Finished SqFt:7789
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Above Grade Finished SqFt Source:Estimated
Interior
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Interior Features:Kitchen - Island, Dining Area, Breakfast Area, Primary Bath(s), Built-Ins, Elevator, Crown Moldings, Wood Floors, Bathroom - Soaking Tub, Floor Plan - Traditional, Walk-in Closet(s), Wet/Dry Bar, Wine Storage, Other
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Room List:Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Library, Foyer, Breakfast Room, Study
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Fireplace:Yes
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Fireplaces:7
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Fireplace Features:Wood
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Wall & Ceilings:Plaster Walls
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Living Area SqFt Source:Estimated
Room Dimensions
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Total SqFt:7789
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Living Area SqFt:7,789 Sqft
Financial & Terms
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Sale Type:Standard
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Acceptable Financing:Cash
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Possession:Immediate, Settlement
Location
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Directions:From Middleburg: West on Route 50, left on Atoka Road, right on Rectortown Road, left on Maidstone rd, right on Winchester Road- (Rt. 17) to first driveway on left. Or from interstate 66, exit 23. North on Rt. 17/55, left at 2nd driveway.
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Latitude:38.90210150
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Longitude:-77.91871762
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Location Type:Rural
The Property
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Property Type:Residential
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Lot Size Units:Square Feet
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Lot Size Acres:98.01
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Lot Size Source:Estimated
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Lot Features:Backs to Trees, Partly Wooded, Pond, Private
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Lot SqFt:4,269,481 Sqft
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Additional Parcels:No
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Zoning:RA
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Road Surface Type:Gravel
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Road Responsibility:Private
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View:Scenic Vista, Garden/Lawn
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In City Limits:No
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Outdoor Living Structures:Balconies- Multiple, Terrace
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Other Structures:Above Grade
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Waterview:No
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Fencing:Board
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Waterfront:No
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Water Oriented:No
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Water Access:No
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Navigable Water:No
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Tidal Water:No
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Ground Rent Exists:No
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Riparian Rights:No
Listing Agent
- Contact info:
- Agent phone:
- (540) 454-7522
- Office phone:
- (540) 687-6500
Taxes
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Tax ID Number:6041-82-2210
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Tax Year:2015
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Tax Annual Amount:$22,228.75
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Tax Assessed Value:$3,390,700
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Year Assessed:2025
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County Tax:21093.95
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Total Taxes Payment Frequency:Annually
Beds
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Bedrooms:4
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Bedrooms Main Level:1
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Upper Level Bedrooms:3
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Upper Level 1 Bedrooms:3
Baths
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Total Baths:7
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Full Baths:5
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Half Baths:2
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Main Level Baths:3.00
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Main Level Full Baths:2
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Main Level Half Baths:1
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Upper Level Full Baths:3
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Upper Level Half Baths:1
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Upper Level Total Baths:4
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Upper Level Total Baths:4.00
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Upper Level Full Baths:3
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Upper Level Half Baths:1
The Listing
Heating & Cooling
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Cooling Type:Heat Pump(s), Zoned
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Central Air:No
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Cooling Fuel:Electric
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Heating:Yes
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Heating Type:Steam, Heat Pump(s), Zoned
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Heating Fuel:Oil, Electric
Utilities
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Sewer/Septic:Septic = # of BR
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Hot Water:Electric
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Water Source:Well
Appliances
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Appliances:Oven/Range - Electric, Refrigerator, Dishwasher, Microwave, Washer, Dryer
Schools
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Elementary School:Claude Thompson
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Middle School:Marshall
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High School:FAUQUIER
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School District Name:Fauquier County Public Schools
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School District Source:3rd Party
The Community
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Subdivision Name:None Available
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Senior Community:No
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Exterior Features:Water Fountains, Outbuilding(s)
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Pool:Yes - Personal
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Spa:No
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HOA:No
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Condo/Coop Association:No
Parking
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Total Garage and Parking Spaces:1
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Garage:Yes
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Garage Features:Garage - Side Entry
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Garage Spaces:1.00
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Type of Parking:Attached Garage
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Parking Features:Gravel Driveway
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# of Attached Garage Spaces:1
Extra Units
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Vacation Rental:No
Monthly cost estimate

Asking price
$6,400,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$34,270
|
Taxes | $1,852 |
Insurance | $1,760 |
Utilities | $411 See report |
Total | $38,293/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
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4/18/25
Apr 18, 2025
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Listed / Active | BRIGHT | $6,400,000 |