Change Real Estate Presents:

3252 Winchester Rd
Delaplane VA 20144

For Sale: $3,999,000.00 Active

List Date: 2025-11-21

Delaplane
4 bedrooms
7 bathrooms
11,145 build ft2
98.01 land acres

About This Property

Introducing Ashleigh, a storied 98-acre estate with sweeping views of the Delaplane countryside. Originally part of Chief Justice John Marshall’s Oak Hill holdings, this Greek Revival manor was built for his granddaughter and remains one of Virginia’s most admired historic properties. Ashleigh is listed on both the National Register of Historic Places and the Virginia Landmarks Register, and is further protected by a conservation easement with The Land Trust of Virginia. The main residence showcases grand proportions, 12’ ceilings, heart pine floors, triple-sash windows, and elegant entertaining spaces including a double drawing room, formal dining room, paneled study, and a sun-filled gallery entry. The east wing features an extraordinary octagonal library added in 2001, while the west wing hosts a private and refined owner’s suite. The grounds are truly exceptional—renowned gardens with three outdoor garden rooms, curated plantings, wisteria-draped pergola, massive boxwoods, sculptures, a 100’ fountain, heated pool, and a pool/guest house with full kitchen and two bedrooms. Additional structures include three stables (17 stalls combined), run-in sheds, machine shed, farm manager apartments, and a charming 2-bedroom guest cottage near the main house. Perfectly positioned at the intersection of Route 17 and Route 55, with quick access to I-66, Ashleigh offers unmatched beauty, privacy, and historic pedigree—an extraordinary Delaplane opportunity rarely available.

Listing Agent: Carolyn Young. Samson Properties 703-261-9190 carolyn@carolynyoungteam.com

Virtual Tours / Videos

https://www.zillow.com/view-imx/46ee6126-d798-4917-89b9-8ddc435f4d5b?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard

Property Features

Location Information
County:
Subdivision: NONE AVAILABLE
click to open map in a new window
Interior Features
Appliances: Oven/Range - Electric, Refrigerator, Dishwasher, Microwave, Washer, Dryer
Interior: 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
Laundry:
Furnished: None
Flooring:
Water: Well
Cooling: Heat Pump(s), Zoned
Heating: Steam, Heat Pump(s), Zoned
Fireplaces: 7
Windows:
Utilities:
Sewer: Septic Exists
Rooms
Room Type: Foyer
Dimensions: 36 X 12
Features: Flooring - HardWood
Level: Upper 1
Room Type: Living Room
Dimensions: 37 X 20
Features: Flooring - HardWood, Fireplace - Wood Burning
Level: Upper 1
Room Type: Library
Dimensions: 28 X 28
Features: Flooring - HardWood
Level: Upper 1
Room Type: Primary Bedroom
Dimensions: 30 X 15
Features: Primary Bedroom - Sitting Area, Flooring - HardWood, Fireplace - Wood Burning
Level: Upper 1
Room Type: Primary Bathroom
Level: Upper 1
Room Type: Bedroom 2
Dimensions: 15 X 15
Features: Flooring - HardWood, Fireplace - Wood Burning
Level: Upper 1
Room Type: Bedroom 3
Dimensions: 15 X 15
Features: Flooring - HardWood, Fireplace - Wood Burning
Level: Upper 1
Room Type: Bathroom 2
Level: Upper 1
Room Type: Bathroom 3
Level: Upper 1
Room Type: Half Bath
Level: Upper 1
Room Type: Dining Room
Dimensions: 18 X 17
Features: Flooring - HardWood, Fireplace - Wood Burning
Level: Main
Room Type: Study
Dimensions: 18 X 15
Features: Fireplace - Wood Burning
Level: Main
Room Type: Breakfast Room
Dimensions: 12 X 12
Features: Flooring - Other
Level: Main
Room Type: Bedroom 4
Dimensions: 16 X 15
Level: Main
Room Type: Full Bath
Level: Main
Room Type: Full Bath
Level: Main
Room Type: Half Bath
Level: Main
Room Type: Kitchen
Level: Unspecified
Exterior Features
Year Built: 1845
Subdivision Name: None Available
Exterior Features: Water Fountains, Outbuilding(s)
Parking: Gravel Driveway
Garage Spaces: 1.0
Association Amenities: None
Schools
Elementary School: Claude Thompson
Junior High School: Marshall
High School: Fauquier

IDXListing Courtesy of Carolyn Young. Samson Properties 703-261-9190 carolyn@carolynyoungteam.com

Property Photos [Click to enlarge]

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