About 3252 Winchester Rd
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 cottag
Features of 3252 Winchester Rd
| MLS® # | VAFQ2019664 |
|---|---|
| Price | $5,000,000 |
| Bedrooms | 4 |
| Bathrooms | 6.00 |
| Full Baths | 5 |
| Half Baths | 2 |
| Square Footage | 11,145 |
| Acres | 98.01 |
| Year Built | 1845 |
| Type | Residential |
| Sub-Type | Detached |
| Style | Other |
| Status | Active |
Community Information
| Address | 3252 Winchester Rd |
|---|---|
| Subdivision | NONE |
| City | Delaplane |
| County | Fauquier |
| State | VA |
Amenities
| Features | Pond, Gated |
|---|---|
| Parking | Attached, Garage, Gravel, Garage Faces Side |
| # of Garages | 1 |
| View | Garden, Panoramic |
| Is Waterfront | No |
| Has Pool | Yes |
| Pool | Pool, Private |
Interior
| Interior | Wood |
|---|---|
| Interior Features | Wet Bar, Walk-In Closet(s), Breakfast Area, Kitchen Island |
| Appliances | Dishwasher, Electric Range, Microwave, Refrigerator, Wine Cooler, Dryer, Washer |
| Heating | Dual System, Electric, Heat Pump, Oil |
| Cooling | Heat Pump |
| Fireplace | Yes |
| Fireplaces | Wood Burning |
| # of Stories | 2 |
| Stories | Two |
| Has Basement | No |
Exterior
| Lot Description | Private, Wooded |
|---|---|
| Roof | Metal, Other |
| Construction | Brick, Stone, Stucco |
| Foundation | Stone |
School Information
| Elementary | C. Thompson |
|---|---|
| Middle | Marshall |
| High | Fauquier |
Additional Information
| Date Listed | November 21st, 2025 |
|---|---|
| Days on Market | 96 |
| Zoning | RA Rural Area |
| Foreclosure | No |
| Short Sale | No |
Listing Details
| Office | Samson Properties |
|---|