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$5,000,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 5 Full Baths
  • 2 Partial Baths
  • 11,145 Sq. Ft.
  • 1 Car Garage
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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.

Full Property Details for 3252 Winchester Rd

General

  • Price: $5,000,000
  • Taxes: $22,228 (2015)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAFQ2019664
  • Updated: 12/17/2025
  • Added to Site: 56 day(s) ago

Interior

  • Rooms/Areas: 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
  • 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
  • Number of Fireplaces: 7
  • Fireplace(s): Wood
  • Appliances: Oven/Range - Electric, Refrigerator, Dishwasher, Microwave, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 5
  • Half Bathrooms: 2
  • Upper Floor Baths: 4
  • Upper - Full Baths: 3
  • Upper - 1/2 Baths: 1
  • Main Floor Baths: 3
  • Main - Full Baths: 2
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 3
  • Bedrooms Main & Up: 1

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Security/Safety: Security Gate

Exterior

  • Exterior Features: Water Fountains, Outbuilding(s)
  • Porch/Patio/Deck: Balconies- Multiple, Terrace

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Features: Gravel Driveway
  • Parking Type: Attached Garage
  • Garage Description: Garage - Side Entry

Location

  • County: FAUQUIER
  • Driving Directions: GPS
  • Location Details: Rural
  • Historic District: Yes

School Information

  • School District: Fauquier County Public Schools
  • Elementary School: Claude Thompson
  • Middle School: Marshall
  • High School: Fauquier

Community

  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

  • Cooling Type: Heat Pump(s), Zoned
  • Cooling Fuel: Electric
  • Heating Type: Steam, Heat Pump(s), Zoned
  • Heating Fuel: Oil, Electric
  • Water Heater: Electric

Utilities

  • Sewer: Septic Exists
  • Water: Well

Structural Information

  • Architectural Style: Other
  • Structure Type: Detached
  • Construction: Stucco, Stone, Brick
  • Foundation: Stone
  • Roof: Metal
  • Walls/Ceilings: Plaster Walls
  • Stories Description: Main, Upper 1
  • Square Feet: 11,145
  • Sq. Ft. Source: Estimated
  • Living Area: 11,145 Sq. Ft.
  • Finished Above Grnd: 7,789 Sq. Ft.
  • Finished Below Grnd: 3,356 Sq. Ft.
  • Year Built: 1845
  • Year Built Source: Assessor

Additional Structures

  • Other Structures: Cabana/Pool House, Guest House, Tenant House, Horse Stable, Shed Shop, Machine Shed, Run-in Shed

Lot Features

  • Property View: Scenic Vista, Garden/Lawn
  • Lot Size (Acres): 98.01
  • Lot Size (Sq. Ft.): 4,269,481
  • Lot Size Source: Assessor
  • Street/Road Desc.: Gravel
  • Zoning: RA
  • Lot Description: Backs to Trees, Partly Wooded, Pond, Private
  • Fencing (Description): Board

Financial Considerations

  • Price Per Sq. Ft.: $641.93
  • Assessment Year: 2025
  • City/TownTax Freq: Annually
  • County Tax: $21,093
  • County Tax Freq: Annually
  • Tax w/Assessment: $3,390,700
  • Tax Amount: $22,228
  • Tax Year: 2015
  • Tax Total Finished Sq. Ft.: 8150

Disclosures and Reports

  • Ownership: Fee Simple
  • Exclusions: The 2 Living Room chandeliers

Listed by Samson Properties, Carolyn Young and Samson Properties, Mona Botwick

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Listing agents

— 3252 Winchester Rd —

  • Carolyn Young

    Samson Properties

  • Mona Botwick

    Samson Properties

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3252 Winchester Rd

School District:Fauquier County Public Schools
NameGradesDistance
Claude Thompson Elementary School
3284 Rectortown Road, Marshall, VA 20115
PK-53.7 mi
Marshall Middle School
4048 Zulla Road, Marshall, VA 20115
6-85.8 mi
Fauquier High School
705 Waterloo Road, Warrenton, VA 20186
9-1213.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3252 Winchester Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/21/2025
Listed
$5,000,000
122.22%
MLS
2/24/2017
Sold
$2,250,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 3252 Winchester Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$33,908
3%
$3,506,500
—
2024
$33,080
28%
$3,506,500
—
2019
$25,822
-18%
$3,506,500
—
2022
$31,677
23%
$3,506,500
34%
2019
$25,822
98%
$2,616,400
—
2020
$13,011
-49%
$2,616,400
-30%
2018
$25,510
-1%
$3,760,200
—
2019
$25,822
12%
$3,760,200
69%
2016
$23,132
4%
$2,225,100
—
2015
$22,242
1%
$2,225,100
—
2014
$22,073
—
$2,225,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Samson Properties, Carolyn Young and Samson Properties, Mona Botwick

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3252 Winchester Rd, Delaplane, VA 20144 (MLS# VAFQ2019664) is a Single Family property with 4 bedrooms, 5 full bathrooms and 2 partial bathrooms. 3252 Winchester Rd is currently listed for $5,000,000 and was received on November 21, 2025. Want to learn more about 3252 Winchester Rd? Do you have questions about finding other Single Family real estate for sale in Delaplane? You can browse all Delaplane real estate or contact a Coldwell Banker agent to request more information.

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