3252 Winchester Rd Delaplane, VA $ 5,000,000
3252 Winchester Rd
$ 5,000,000
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3252 Winchester Rd

Delaplane, VA, 20144
$ 5,000,000
Bedrooms4 Baths5.2 Sq 11,145

Monthly Estimate*

$ 31,193

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View a Virtual Tour

Single Family Home for sale in Delaplane, VA

for $5,000,000 with 4 bedrooms and 5 full baths, 2 half baths. This 11,145 square foot home was built in 1845 on a lot size of 98.01.

Introducing Ashleigh, a storied 98-acre estate with sweeping views of the Delaplane countryside. Originally part of Chief Justice John Marshalls Oak Hill holdings, this Greek Revival manor was built for his granddaughter and remains one of Virginias 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 owners suite. The grounds are truly exceptionalrenowned 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 pedigreean extraordinary Delaplane opportunity rarely available.

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Single Family Active

Price

$ 5,000,000

Bedrooms

4

Full Bath

5

Half Bath

2

Property Type

Single Family

Taxes

$ 22,228

Style

Lot Size

98.01

Year Built

1845

Town/City

Delaplane

County/Region

Fauquier

MLS | Web ID

VAFQ2019664

Features
General
Living Area 11145
Sewer Septic Exists
Heating Steam Heat Pump(s) Zoned
Cooling Heat Pump(s) Zoned
Possession Settlement
Roof Metal
Appliances Oven/Range - Electric Refrigerator Dishwasher Microwave Washer Dryer
Zoning RA
Garage Spaces 1.00
Patio/Porch Features Balconies- Multiple Terrace
Architectural Style Other
Security Features Security Gate
Construction Materials Stucco Stone Brick
School District FAUQUIER COUNTY PUBLIC SCHOOLS
Exclusions The 2 Living Room chandeliers
Year Built 1845
View Scenic Vista Garden/Lawn
Levels 2
Tax Year 2015
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County FAUQUIER
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 5
Status ACTIVE
Directions GPS
City DELAPLANE
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 4269481.00
Tax Annual Amount 22228.75
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 2
Bathrooms Count Main Level 3.00
Price Per Sq Ft Total AG 641.93
Additional Parcels Y/N N
Historic Y/N Y
Lease Considered Y/N N
Vacation Rental Y/N N
Virtual Tour https://www.zillow.com/view-imx/46ee6126-d798-4917-89b9-8ddc435f4d5b?setAttribution=mls&wl=true&initialViewType=pano&utm_source=dashboard
Location Type Rural
Standard Status Active
Year Built Source Assessor
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Interior
Interior Amenities 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 Ot
Heating Fuel Oil Electric
Total Fireplaces 7
Fireplace Features Wood
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 7789
Half Baths 2
Central Air Y/N N
Total Bedrooms 4
Below Grade Finished Area 3356
Room Type Living Room Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Bedroom 4 Kitchen Library Foyer Breakfast Room Study Bathroom 2 Bathroom 3 Primary Bathroom Full Bath Half Bath
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 7
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Exterior
Exterior Amenities Water Fountains Outbuilding(s)
Pool Yes - Personal
Fencing Board
Parking Features Gravel Driveway
Lot Features Backs to Trees Partly Wooded Pond Private
Water Source Well
Garage Features Garage - Side Entry
Type of Parking Attached Garage
Foundation Details Stone
Spa N
Water View Y/N N
Lot Size Acres 98.01
Road Surface Type Gravel
Lot Size Source Assessor
Waterfront Y/N N
Road Responsibility Private
Land Assessed Value 1593900.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 3252
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* Excluded Features
List By
Samson Properties

Broker

carolyn@carolynyoungteam.com

Email

Affordability Calculator

$33,046
Per Month
94%
6%
0%
Monthly Principal & Interest
$31,193
Monthly Property Taxes
$1,852
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3533509 Elementary School
3533490 Middle School
Fauquier High School High School
Pricing History
DatePricePrice ChangeDescription
11/13/2025$5,000,000 Listed Price

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3252 Winchester Rd, Delaplane, VA, 20144 is a Single Family Home for sale at $5,000,000 with 11,145 sqft and a lot size of 98.01. 3252 Winchester Rd has 4 bedrooms, 5.2 baths, and was built in 1845. The property's zip code is 20144 which is in Delaplane, VA