• 228 days on site
  • 11 views

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.

Source: BRIGHT MLS, MLS#: VAFQ2019664

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  • Property Type
    Residential
  • Lot
    98.01 acres

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  • Median Age
    59
  • Population Density
    27
  • College Educated
    54%
  • Estimated Median Income
    $114,094
  • Estimated Total Home Owners
    489
  • Estimated Total Renters
    72
  • Owner / Renter Divide
    87% / 13%
  • Estimated Average Household Size
    2
  • Total Population
    1,089
  • Community data courtesy of LiveBy, Inc.

Owning this Home

$
$ %
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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

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Life at 3252 WINCHESTER RD


Schools


School data courtesy of LiveBy, Inc.
Ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating. The schools displayed on this website are for informational purposes only and may not represent a complete or up-to-date list. School assignments are subject to change and should be verified directly with the local school district. Please contact the appropriate school district to confirm school zoning and enrollment eligibility for this property.

History

Date Event Value Agent
5/3/2026Source: BRIGHT MLS Price Reduction
$3,999,000 -11.1%
4/21/2026Source: BRIGHT MLS Status Change
ACTIVE
4/13/2026Source: BRIGHT MLS Price Increase
$4,500,000 15.4%
4/12/2026Source: BRIGHT MLS Price Reduction
$3,900,000 -13.3%
4/12/2026Source: BRIGHT MLS Status Change
ACTIVE UNDER CONTRACT
4/10/2026Source: BRIGHT MLS Status Change
ACTIVE
4/10/2026Source: BRIGHT MLS Status Change
ACTIVE UNDER CONTRACT
3/30/2026Source: BRIGHT MLS Price Reduction
$4,500,000 -10.0%
11/20/2025Source: BRIGHT MLS Status Change
ACTIVE
11/13/2025Source: BRIGHT MLS Added to Database
November 13, 2025
Listing provided courtesy of Samson Properties- MLS# VAFQ2019664MLS ProviderContact Information: 7033788810

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