3252 Winchester Rd, Delaplane, VA 20144
Local realty services provided by:CENTURY 21 The Real Estate Store
3252 Winchester Rd,Delaplane, VA 20144
$3,999,000
- 4 Beds
- 7 Baths
- 11,145 sq. ft.
- Single family
- Active
Listed by: carolyn young, mona botwick
Office: samson properties
MLS#:VAFQ2019664
Source:BRIGHTMLS
Price summary
- Price:$3,999,000
- Price per sq. ft.:$358.82
About this home
VISIT OUR OPEN HOU
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....
Contact an agent
Home facts
- Year built:1845
- Listing ID #:VAFQ2019664
- Added:256 day(s) ago
- Updated:July 29, 2026 at 02:42 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:7
- Full bathrooms:5
- Half bathrooms:2
- Dining Description:Dining Area, Dining Room
- Bathrooms Description:Bathroom 2, Bathroom 3, Full Bath, Half Bath, Primary Bath(s), Primary Bathroom
- Kitchen Description:Breakfast Area, Built-Ins, Crown Moldings, Dishwasher, Kitchen - Island, Microwave, Oven/Range - Electric, Refrigerator, Wet/Dry Bar, Wine Storage
- Bedroom Description:Primary Bedroom, Walk In Closet(s)
- Living area:11,145 sq. ft.
Heating and cooling
- Cooling:Heat Pump(s), Zoned
- Heating:Electric, Heat Pump(s), Oil, Steam, Zoned
Structure and exterior
- Roof:Metal
- Year built:1845
- Building area:11,145 sq. ft.
- Lot area:98.01 Acres
- Lot Features:Backs to Trees, Partly Wooded, Pond, Private, Rural
- Construction Materials:Brick, Stone, Stucco
- Exterior Features:Balconies- Multiple, Outbuilding(s), Terrace, Water Fountains
- Foundation Description:Stone
- Levels:2 Stories
Schools
- High school:FAUQUIER
- Middle school:MARSHALL
- Elementary school:CLAUDE THOMPSON
Utilities
- Water:Well
- Sewer:Septic Exists
Finances and disclosures
- Price:$3,999,000
- Price per sq. ft.:$358.82
- Tax amount:$22,228 (2015)
Features and amenities
- Laundry features:Dryer, Washer
- Amenities:Built-Ins, Crown Moldings, Elevator, Security Gate, Wet/Dry Bar
Parking
- Parking description:Attached Garage, Garage - Side Entry, Gravel Driveway
- Garage:Yes
- Garage spaces:1
New listings near 3252 Winchester Rd
$7,900,000Active4 beds 5 baths6,952 sq. ft.2525 Gibson Ct, DELAPLANE, VA 20144
MLS# VAFQ2022392Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$1,350,000Pending5 beds 4 baths5,443 sq. ft.3411 Fenny Hill Rd, DELAPLANE, VA 20144
MLS# VAFQ2022490Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY
$835,000Active4 beds 5 baths3,722 sq. ft.3608 N Red Oak Ln, DELAPLANE, VA 20144
MLS# VAFQ2022064Listed by: SIGNATURE MOVE REAL ESTATE- Open Sun, 12 to 2pm
$825,000Active3 beds 2 baths3,194 sq. ft.3545 Cobbler Mountain Rd, DELAPLANE, VA 20144
MLS# VAFQ2021960Listed by: TTR SOTHEBY'S INTERNATIONAL REALTY
$4,995,000Pending2 beds 1 baths1,926 sq. ft.9078 Maidstone Rd, DELAPLANE, VA 20144
MLS# VAFQ2021600Listed by: THOMAS AND TALBOT ESTATE PROPERTIES, INC.
$3,150,000Active187.39 Acres2065 Leeds Manor Rd, DELAPLANE, VA 20144
MLS# VAFQ2021278Listed by: THOMAS AND TALBOT ESTATE PROPERTIES, INC.
$1,450,000Active4 beds 4 baths4,000 sq. ft.9393 Briar Ln, DELAPLANE, VA 20144
MLS# VAFQ2020592Listed by: REDFIN CORP
$400,000Active33 Acres0 Sage Rd, Delaplane, VA
MLS# VAFQ2020014Listed by: THOMAS AND TALBOT ESTATE PROPERTIES, INC.
$875,000Active3 beds 2 baths1,440 sq. ft.11066 Moreland Rd, DELAPLANE, VA 20144
MLS# VAFQ2019878Listed by: SHERIDAN-MACMAHON LTD.
$1,999,900Pending4 beds 3 baths2,412 sq. ft.4050 Carrington, DELAPLANE, VA 20144
MLS# VAFQ2019690Listed by: HOMECOIN.COM