Delaplane, VA 20144 3252 Winchester Rd

3252 Winchester Rd Delaplane, VA - Image 13252 Winchester Rd Delaplane, VA - Image 23252 Winchester Rd Delaplane, VA - Image 3
69 more
3252 Winchester Rd Delaplane, VA - Image 43252 Winchester Rd Delaplane, VA - Image 53252 Winchester Rd Delaplane, VA - Image 63252 Winchester Rd Delaplane, VA - Image 73252 Winchester Rd Delaplane, VA - Image 83252 Winchester Rd Delaplane, VA - Image 93252 Winchester Rd Delaplane, VA - Image 103252 Winchester Rd Delaplane, VA - Image 113252 Winchester Rd Delaplane, VA - Image 123252 Winchester Rd Delaplane, VA - Image 133252 Winchester Rd Delaplane, VA - Image 143252 Winchester Rd Delaplane, VA - Image 153252 Winchester Rd Delaplane, VA - Image 163252 Winchester Rd Delaplane, VA - Image 173252 Winchester Rd Delaplane, VA - Image 183252 Winchester Rd Delaplane, VA - Image 193252 Winchester Rd Delaplane, VA - Image 203252 Winchester Rd Delaplane, VA - Image 213252 Winchester Rd Delaplane, VA - Image 223252 Winchester Rd Delaplane, VA - Image 233252 Winchester Rd Delaplane, VA - Image 243252 Winchester Rd Delaplane, VA - Image 253252 Winchester Rd Delaplane, VA - Image 263252 Winchester Rd Delaplane, VA - Image 273252 Winchester Rd Delaplane, VA - Image 283252 Winchester Rd Delaplane, VA - Image 293252 Winchester Rd Delaplane, VA - Image 303252 Winchester Rd Delaplane, VA - Image 313252 Winchester Rd Delaplane, VA - Image 323252 Winchester Rd Delaplane, VA - Image 333252 Winchester Rd Delaplane, VA - Image 343252 Winchester Rd Delaplane, VA - Image 353252 Winchester Rd Delaplane, VA - Image 363252 Winchester Rd Delaplane, VA - Image 373252 Winchester Rd Delaplane, VA - Image 383252 Winchester Rd Delaplane, VA - Image 393252 Winchester Rd Delaplane, VA - Image 403252 Winchester Rd Delaplane, VA - Image 413252 Winchester Rd Delaplane, VA - Image 423252 Winchester Rd Delaplane, VA - Image 433252 Winchester Rd Delaplane, VA - Image 443252 Winchester Rd Delaplane, VA - Image 453252 Winchester Rd Delaplane, VA - Image 463252 Winchester Rd Delaplane, VA - Image 473252 Winchester Rd Delaplane, VA - Image 483252 Winchester Rd Delaplane, VA - Image 493252 Winchester Rd Delaplane, VA - Image 503252 Winchester Rd Delaplane, VA - Image 513252 Winchester Rd Delaplane, VA - Image 523252 Winchester Rd Delaplane, VA - Image 533252 Winchester Rd Delaplane, VA - Image 543252 Winchester Rd Delaplane, VA - Image 553252 Winchester Rd Delaplane, VA - Image 563252 Winchester Rd Delaplane, VA - Image 573252 Winchester Rd Delaplane, VA - Image 583252 Winchester Rd Delaplane, VA - Image 593252 Winchester Rd Delaplane, VA - Image 603252 Winchester Rd Delaplane, VA - Image 613252 Winchester Rd Delaplane, VA - Image 623252 Winchester Rd Delaplane, VA - Image 633252 Winchester Rd Delaplane, VA - Image 643252 Winchester Rd Delaplane, VA - Image 653252 Winchester Rd Delaplane, VA - Image 663252 Winchester Rd Delaplane, VA - Image 673252 Winchester Rd Delaplane, VA - Image 683252 Winchester Rd Delaplane, VA - Image 693252 Winchester Rd Delaplane, VA - Image 703252 Winchester Rd Delaplane, VA - Image 713252 Winchester Rd Delaplane, VA - Image 723252 Winchester Rd Delaplane, VA - Image 73
Presented By: Samson Properties
  • MLS# VAFQ2019664
  • 11/13/2025
  • Request Tour
  • Request Info
  • Beds • 4
  • Full/Half Baths • 5 / 2
  • SQFT • 11,145
  • Garage • 1

Home Details

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.
Presented By: Samson Properties

Interior Features for 3252 Winchester Rd

Bedrooms

Bedrooms Count All Upper Levels3
Bedrooms Count Upper Level 13
Main Level Bedrooms1
Total Bedrooms4

Bathrooms

Bathrooms Half Upper Level 11
Bathrooms Half Main Level1
Bathrooms Half All Upper Levels1
Bathrooms Full Upper Level 13
Bathrooms Full All Upper Levels3
Bathrooms Count Upper Level 14.00
Bathrooms Count All Upper Levels4
Half Baths2
Total Baths7

Other Interior Features

LivingAreaSourceEstimated
Below Grade Unfin Area UnitsSquare Feet
Above Grade Finished Area7789
Above Grade Finished Area SourceEstimated
Above Grade Finished Area Unit TypeSquare Feet
Basement (Y/N)No
Below Grade Finished Area3356
Below Grade Finished Area SourceAssessor
Below Grade Finished Area Unit TypeSquare Feet
Central Air Y/NNo
Fireplace FeaturesWood
Fireplace Y/NYes
Heating FuelOil, Electric
Heating Y/NYes
Hot WaterElectric
Interior AmenitiesKitchen - 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
Total Fireplaces7

Other Rooms

Room TypeLiving 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

Room Details for 3252 Winchester Rd

Bathroom 2

level Upper 1

Bathroom 3

level Upper 1

Bedroom 2

area 15 X 15
level Upper 1
description Flooring - HardWood, Fireplace - Wood Burning

Bedroom 3

area 15 X 15
level Upper 1
description Flooring - HardWood, Fireplace - Wood Burning

Bedroom 4

area 16 X 15
level Main

Breakfast Room

area 12 X 12
level Main
description Flooring - Other

Dining Room

area 18 X 17
level Main
description Flooring - HardWood, Fireplace - Wood Burning

Foyer

area 36 X 12
level Upper 1
description Flooring - HardWood

Full Bath

level Main

Full Bath # 2

level Main

Half Bath

level Upper 1

Half Bath # 2

level Main

Kitchen

level Unspecified

Library

area 28 X 28
level Upper 1
description Flooring - HardWood

Living Room

area 37 X 20
level Upper 1
description Flooring - HardWood, Fireplace - Wood Burning

Primary Bathroom

level Upper 1

Primary Bedroom

area 30 X 15
level Upper 1
description Primary Bedroom - Sitting Area, Flooring - HardWood, Fireplace - Wood Burning

Study

area 18 X 15
level Main
description Fireplace - Wood Burning

General for 3252 Winchester Rd

AccessibilityNone
Additional Parcels Y/NNo
AppliancesOven/Range - Electric, Refrigerator, Dishwasher, Microwave, Washer, Dryer
Architectural StyleOther
Bathrooms Count Main Level3.00
Bathrooms Full Main Level2
CityDELAPLANE
Condo/Coop Association fee Y/NNo
Construction MaterialsStucco, Stone, Brick
Cool FuelElectric
CoolingHeat Pump(s), Zoned
CountyFAUQUIER
DirectionsGPS
ExclusionsThe 2 Living Room chandeliers
Full Baths5
Garage Spaces1.00
Garage Y/NYes
HOANo
HeatingSteam, Heat Pump(s), Zoned
Historic Y/NYes
Lease Considered Y/NNo
Levels2
Living Area11145
Location TypeRural
Lot Size Square Feet4269481.00
Lot Size UnitsSquare Feet
New ConstructionNo
Other StructuresAbove Grade, Below Grade
OwnershipFee Simple
Patio/Porch FeaturesBalconies- Multiple, Terrace
PossessionSettlement
Price Per Sq Ft Total AG577.74
Property TypeResidential
RoofMetal
School DistrictFAUQUIER COUNTY PUBLIC SCHOOLS
Security FeaturesSecurity Gate
Senior Community Y/NNo
SewerSeptic Exists
Standard StatusActive
StatusACTIVE
Structure TypeDetached
Subdivision NameNONE AVAILABLE
Tax Annual Amount22228.75
Tax Assessed Value3390700.0
Tax Year2015
Total SQFT11145
Vacation Rental Y/NNo
ViewScenic Vista, Garden/Lawn
Virtual TourClick here
Water Access Y/NNo
Year Built1845
Year Built SourceAssessor
ZoningRA

Exterior for 3252 Winchester Rd

# of Attached Garage Spaces1
Exterior AmenitiesWater Fountains, Outbuilding(s)
FencingBoard
Foundation DetailsStone
Garage FeaturesGarage - Side Entry
Land Assessed Value1593900.00
Land Use Code500R
Lot FeaturesBacks to Trees, Partly Wooded, Pond, Private
Lot Size Acres98.01
Lot Size SourceAssessor
Navigable Water Y/NNo
Parking FeaturesGravel Driveway
PoolYes - Personal
Road ResponsibilityPrivate
Road Surface TypeGravel
SpaNo
Total Parking Spaces1
Type of ParkingAttached Garage
Water Oriented Y/NNo
Water SourceWell
Water View Y/NNo
Waterfront Y/NNo

Additional Details

Price History

Schools

Middle School Marshall Middle School
Elementary School Claude Thompson Elementary School
High School Fauquier High School

Carolyn Young

Leader of The Carolyn Young Team
Price $4,500,000
MLS#VAFQ2019664
List Date 11/13/2025
Property Type Single Family
Request Tour
Request Info
Visit My Website

Similar Properties to 3252 Winchester Rd