3252 Winchester Rd Delaplane, VA 20144
Estimated payment $25,710/month
Highlights
- Guest House
- Cabana
- 98.01 Acre Lot
- Stables
- Scenic Views
- Private Lot
About This Home
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
(703) 378-8810 carolyn@carolynyoungteam.com Samson Properties Brokerage Phone: 7033788810 License #WV0022361 Listed on: 11/21/2025
Co-Listing Agent
(703) 378-8810 monabotwick@remax.net Samson Properties Brokerage Phone: 7033788810 License #0225222376
Open House Schedule
-
Sunday, May 10, 20261:00 to 3:00 pm5/10/2026 1:00:00 PM +00:005/10/2026 3:00:00 PM +00:00Add to Calendar
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $22,229
Year Built
- Built in 1845
Lot Details
- 98.01 Acre Lot
- Rural Setting
- Board Fence
- Private Lot
- Partially Wooded Lot
- Backs to Trees or Woods
- Historic Home
- Property is zoned RA
Parking
- 1 Car Attached Garage
- Side Facing Garage
- Gravel Driveway
Property Views
- Scenic Vista
- Garden
Home Design
- Brick Exterior Construction
- Stone Foundation
- Plaster Walls
- Metal Roof
- Stone Siding
- Stucco
Interior Spaces
- Property has 2 Levels
- Elevator
- Traditional Floor Plan
- Wet Bar
- Built-In Features
- Crown Molding
- 7 Fireplaces
- Wood Burning Fireplace
- Entrance Foyer
- Living Room
- Dining Room
- Den
- Library
- Wood Flooring
- Security Gate
Kitchen
- Breakfast Room
- Electric Oven or Range
- Microwave
- Dishwasher
- Kitchen Island
- Wine Rack
Bedrooms and Bathrooms
- En-Suite Bathroom
- Walk-In Closet
- Soaking Tub
Laundry
- Dryer
- Washer
Pool
- Cabana
- Private Pool
Outdoor Features
- Pond
- Multiple Balconies
- Water Fountains
- Terrace
- Shed
- Outbuilding
- Tenant House
Schools
- Claude Thompson Elementary School
- Marshall Middle School
- Fauquier High School
Horse Facilities and Amenities
- Run-In Shed
- Stables
Utilities
- Zoned Heating and Cooling
- Heating System Uses Oil
- Heat Pump System
- Heating System Uses Steam
- Well
- Electric Water Heater
- Septic Tank
Additional Features
- Guest House
- Machine Shed
Community Details
- No Home Owners Association
Listing and Financial Details
- Assessor Parcel Number 6041-82-2210
Map
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $33,908 | $3,506,500 | $634,800 | $2,871,700 |
| 2024 | $33,080 | $3,506,500 | $634,800 | $2,871,700 |
| 2023 | $31,677 | $3,506,500 | $634,800 | $2,871,700 |
| 2022 | $31,677 | $3,506,500 | $634,800 | $2,871,700 |
| 2021 | $13,011 | $2,616,400 | $480,100 | $2,136,300 |
| 2020 | $26,021 | $2,616,400 | $480,100 | $2,136,300 |
| 2019 | $25,822 | $3,760,200 | $1,643,900 | $2,116,300 |
| 2018 | $25,510 | $3,760,200 | $1,643,900 | $2,116,300 |
| 2016 | $23,132 | $3,390,700 | $1,593,900 | $1,796,800 |
| 2015 | -- | $3,390,700 | $1,593,900 | $1,796,800 |
| 2014 | -- | $3,390,700 | $1,593,900 | $1,796,800 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 04/13/2026 04/13/26 | Price Changed | $4,500,000 | +15.4% | $404 / Sq Ft |
| 04/12/2026 04/12/26 | Price Changed | $3,900,000 | -13.3% | $350 / Sq Ft |
| 03/30/2026 03/30/26 | Price Changed | $4,500,000 | -10.0% | $404 / Sq Ft |
| 11/21/2025 11/21/25 | For Sale | $5,000,000 | -- | $449 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | None Listed On Document | |
| Deed | -- | None Listed On Document | |
| Warranty Deed | $2,250,000 | Title Solutions Inc | |
| Warranty Deed | $3,400,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $1,600,000 | New Conventional | |
| Previous Owner | $1,400,000 | New Conventional |
Source: Bright MLS
MLS Number: VAFQ2019664
APN: 6041-82-2210
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