3252 Winchester Rd

Delaplane, VA 20144

$5,000,000
Price
4
Beds
11,145 Sq. Ft.
$449 / Sq. Ft.
11,145
Sq. Ft.
$449
per Sq. Ft.
a front view of a house with garden
an aerial view of a house with yard swimming pool and outdoor seating
a view of a livingroom with furniture
a view of a livingroom with furniture window and a porch
a living room with fireplace furniture and a chandelier
a living room with furniture and a fireplace
a bedroom with a bed and a window
a living room with furniture and a fireplace
a living room with furniture a flat screen tv and a window
a bathroom with a tub sink and mirror
a bedroom with two beds and large windows
a living room with furniture and a fireplace
a bathroom with a shower and toilet
a living room with chair and book shelf
a outdoor dining space with furniture and wooden floor
a living room with a fireplace
a view of a living room with clothes and a window
a bathroom with a granite countertop sink and a bathtub
a bathroom with a shower and toilet
a living room with furniture and wooden floor
a living room with furniture and a table
a living room with furniture and wooden floor
a view of a dining room with furniture and wooden floor
a living room with furniture and a fireplace
a living room with furniture and next to a window
a kitchen with kitchen island stainless steel appliances a stove a sink and a refrigerator
a kitchen with stainless steel appliances granite countertop a stove and a sink
a kitchen with stainless steel appliances kitchen island granite countertop a sink and cabinets
a view of a dining room with furniture window and outside view
a room with lots of books and a large window
a living room with furniture a rug a fireplace and a large window
a bedroom with two beds and a chandelier
a kitchen with a refrigerator and white cabinets
a aerial view of a house next to a yard
a view of a garden with plants
a living room with fireplace furniture and a large window
a kitchen with stainless steel appliances granite countertop a sink and a stove
a bedroom with a bed and a lamp
a bathroom with a toilet and a shower
a living room with furniture and a large window
a bathroom with double vanity and a shower
a front view of house with yard and green space
a front view of a house with a yard and potted plants
a view of building with garden
a view of a backyard with large trees
a view of a golf course with a garden
a backyard of a house with lots of green space
a view of a house with a yard balcony
a view of a house with a garage
a view of a lake view

Description

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...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.
  1. Listed by Carolyn Young • Samson Properties
    P: (703)-261-9190 carolyn@carolynyoungteam.com
  2. Listed by Mona Botwick • Samson Properties
    P: (703)-691-5405 mona@carolynyoungteam.com

Property Details for 3252 Winchester Road

Tax ID Number
6041-82-2210
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Other
Levels/Stories
2
Waterfront
No
LISTING UPDATED: 12/05/2025 05:29 PM

Property Details for 3252 Winchester Road

StatusActive
MLS #VAFQ2019664
Days on Market33
Taxes$22,229 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1845
Lot Size98.01 AC / 4,269,481 SF
CountyFauquier County

Location

Listing Courtesy of Samson Properties
Add your commute

Building Information for 3252 Winchester Road

Stories2Year Built1845Building Size-Lot Size98.01 AC / 4,269,481 SF

Payment Calculator

$26,559 per month

30 year fixed, 6.28% Interest

Principal and Interest

$24,707

Property Taxes

$1,852

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 3252 Winchester Road

Location
Location
  • In City Limits: No
  • School District Name: FAUQUIER COUNTY PUBLIC SCHOOLS
  • School District County ID: 121140614887
  • SchoolDistrictSource: Listing Agent
  • Elementary School: CLAUDE THOMPSON (FAUQUIER VA)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: MARSHALL (FAUQUIER VA)
  • MiddleSchoolSource: Listing Agent
  • High School: FAUQUIER (FAUQUIER VA)
  • County: FAUQUIER
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2015
  • Tax Assessed Value: $3,390,700
  • Year Assessed: 2025
  • County Tax: $21,094
  • Improvement Assessed Value: $1,796,800
  • City Town Tax: $0
  • Land Assessed Value: $1,593,900
  • Special Assessment Pymnt: Annually
  • Clean Green Assessed: No
  • Land Use Code: 500R
  • Historic: Yes
  • Zoning: RA
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Full Main Level: 2
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 4
  • # Bathrooms Full All Upper Levels: 3
  • # Bathrooms Half All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 4
  • # Bathrooms Full Upper Level: 3
  • # Bathrooms Half Upper Level: 1
Rooms
  • Room List: 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
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Breakfast Room
  • Room Length: 12.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 12 X 12
  • Room Features: Flooring - Other
Room 2
  • Room Type: Bedroom 2
  • Room Length: 15.0
  • Room Width: 15.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 15 X 15
  • Room Features: Flooring - HardWood, Fireplace - Wood Burning
Room 3
  • Room Type: Primary Bedroom
  • Room Length: 30.0
  • Room Width: 15.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 30 X 15
  • Room Features: Primary Bedroom - Sitting Area, Flooring - HardWood, Fireplace - Wood Burning
Room 4
  • Room Type: Study
  • Room Length: 18.0
  • Room Width: 15.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 18 X 15
  • Room Features: Fireplace - Wood Burning
Room 5
  • Room Type: Living Room
  • Room Length: 37.0
  • Room Width: 20.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 37 X 20
  • Room Features: Flooring - HardWood, Fireplace - Wood Burning
Room 6
  • Room Type: Dining Room
  • Room Length: 18.0
  • Room Width: 17.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 18 X 17
  • Room Features: Flooring - HardWood, Fireplace - Wood Burning
Room 7
  • Room Type: Kitchen
  • Room Level: Unspecified
  • Room Exists: Yes
Room 8
  • Room Type: Bedroom 4
  • Room Length: 16.0
  • Room Width: 15.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Dimensions: 16 X 15
Room 9
  • Room Type: Library
  • Room Length: 28.0
  • Room Width: 28.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 28 X 28
  • Room Features: Flooring - HardWood
Room 10
  • Room Type: Foyer
  • Room Length: 36.0
  • Room Width: 12.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 36 X 12
  • Room Features: Flooring - HardWood
Room 11
  • Room Type: Bedroom 3
  • Room Length: 15.0
  • Room Width: 15.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 15 X 15
  • Room Features: Flooring - HardWood, Fireplace - Wood Burning
Room 12
  • Room Type: Primary Bathroom
  • Room Level: Upper 1
  • Room Exists: Yes
Room 13
  • Room Type: Bathroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
Room 14
  • Room Type: Bathroom 3
  • Room Level: Upper 1
  • Room Exists: Yes
Room 15
  • Room Type: Half Bath
  • Room Level: Upper 1
  • Room Exists: Yes
Room 16
  • Room Type: Full Bath
  • Room Level: Main
  • Room Exists: Yes
Room 17
  • Room Type: Full Bath
  • Room Level: Main
  • Room Exists: Yes
Room 18
  • Room Type: Half Bath
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 11,145.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 8,150.00
  • Total SQFT: 11,145.00
  • Total SQFT Source: Estimated
  • Construction Materials: Stucco, Stone, Brick
  • Roof: Metal
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8043/3473/9208/804334739208_512_384_WM_hPvymV2sx-o45WAV.jpg
  • Wall and Ceiling Types: Plaster Walls
  • Foundation Details: Stone
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Upper Level 1-3, Bathrooms Half-Upper Level 1-1
  • # Bathrooms Full: 5
  • # Bathrooms Half: 2
  • Other Structure: Cabana/Pool House, Guest House, Tenant House, Horse Stable, Shed Shop, Machine Shed, Run-in Shed
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Backs to Trees, Partly Wooded, Pond, Private
  • Road Surface Type: Gravel
  • Road Responsibility: Private
  • Fencing: Board
  • Location Type: Rural
  • Parcel ID: 21442183
  • Additional Parcels: No
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Attached Garage
  • Num of Attached Garage Spaces: 1
  • Total Garage Spaces: 1
  • Parking Features: Gravel Driveway
  • Garage Features: Garage - Side Entry
Interior Features
Interior Features
  • Interior Features: 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, Other
  • Fireplace: Yes
Exterior Features
Exterior Features
  • Spa: No
  • Exterior Features: Water Fountains, Outbuilding(s)
  • Outdoor Living Structures: Balconies- Multiple, Terrace
  • Pool: Yes - Personal
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Heat Pump(s), Zoned
  • Cooling Fuel: Electric
  • Heating Type: Steam, Heat Pump(s), Zoned
  • Heating Fuel: Oil, Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Septic Exists
Confidential Data
Listing Office
  • List Agent AOR: Dulles Area Association of REALTORS
  • List Agent URL: www.carolynyounghomes.com

Property History for 3252 Winchester Road

DateEvent & SourcePriceAppreciation
Nov 21, 2025

Listed (Active)

BRIGHT #VAFQ2019664

$5,000,000—
Oct 31, 2025

Withdrawn

BRIGHT #VAFQ2016254

—
Jul 21, 2025

Price Change

BRIGHT #VAFQ2016254

$5,750,000—
Apr 18, 2025

Listed (Active)

BRIGHT #VAFQ2016254

$6,400,000—
Feb 24, 2017

Closed (Public Record)

Public Record #589444159

$2,250,000—
Feb 25, 2014

Withdrawn

BRIGHT #1009760954

—
Feb 19, 2013

Listed (Active)

BRIGHT #1009760954

$2,900,000—
Nov 20, 2012

Withdrawn

BRIGHT #1009567602

—
Apr 10, 2012

Listed (Active)

BRIGHT #1009567602

$3,495,000—
Oct 28, 2011

Withdrawn

BRIGHT #1009337376

—
Mar 17, 2011

Listed (Active)

BRIGHT #1009337376

$3,950,000—
Sep 2, 2005

Closed

BRIGHT #VAFQ107776

$3,400,000—
Jun 17, 2005

Pending

BRIGHT #VAFQ107776

—
Nov 18, 2004

Listed (Active)

BRIGHT #VAFQ107776

$3,800,000—
DateEvent & SourcePrice
11/21/2025

Listed (Active)

BRIGHT #VAFQ2019664

$5,000,000
10/31/2025

Withdrawn

BRIGHT #VAFQ2016254

—
07/21/2025

Price Change

BRIGHT #VAFQ2016254

$5,750,000
04/18/2025

Listed (Active)

BRIGHT #VAFQ2016254

$6,400,000
02/24/2017

Closed (Public Record)

Public Record #589444159

$2,250,000
02/25/2014

Withdrawn

BRIGHT #1009760954

—
02/19/2013

Listed (Active)

BRIGHT #1009760954

$2,900,000
11/20/2012

Withdrawn

BRIGHT #1009567602

—
04/10/2012

Listed (Active)

BRIGHT #1009567602

$3,495,000
10/28/2011

Withdrawn

BRIGHT #1009337376

—
03/17/2011

Listed (Active)

BRIGHT #1009337376

$3,950,000
09/02/2005

Closed

BRIGHT #VAFQ107776

$3,400,000
06/17/2005

Pending

BRIGHT #VAFQ107776

—
11/18/2004

Listed (Active)

BRIGHT #VAFQ107776

$3,800,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 3252 Winchester Road

Taxable ValueLand$634,800Additions$2,871,700Total$3,506,500
Tax Record2025$33,908 ($2,826 / month)
Home Facts
Beds6Baths11Total Finished SqFt8,150 SqFtAbove Grade Finished SqFt4,794 SqFtFinished Basement SqFt3,356 SqFtUnfinished Basement SqFt4,368 SqFtStories1Lot Size4,269,490 SqFtStyleMiscellaneous ResidentialYear Built1845Year Renovated1990ZoningAGRICULTURE DCountyFAUQUIERAPN6041-82-2210Fireplace TypeHas Fireplace

Schools near 3252 Winchester Road

This home is within Fauquier County Public Schools.
Rating
School
Type
Grades
Distance
Claude Thompson Elementary School
Public - PK to 5
Marshall Middle School
Public - 6 to 8
Fauquier High School
Public - 9 to 12
Rating
School
Distance
Claude Thompson Elementary School
PublicPK to 5

Marshall Middle School
Public6 to 8

Fauquier High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 3252 Winchester Road, Delaplane, VA 20144

3252 Winchester Road is a single family home for sale in Delaplane, VA 20144. This property was listed for sale on November 21, 2025 by Samson Properties, it's currently listed at $5,000,000. It has been on the market for a total of 33 days and was last sold on February 24, 2017. This listing's school district is Fauquier County Public Schools. Nearby schools include Claude Thompson Elementary School, Marshall Middle School and Fauquier High School. 3252 Winchester Road is a 4-bed, 7-bath, 11,145 sqft single family home built in 1845.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Samson Properties

© 2025 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 12/05/2025 05:29 PM