• 57 days on site
  • 4 views

Greystone A truly exceptional offering, Greystone stands as a rare and storied estate, held within the same family for over a century and gracefully positioned atop one of Loudoun County's most captivating hilltop settings. From its commanding vantage point, the property enjoys sweeping, cinematic views across the rolling Virginia countryside to the distant Blue Ridge Mountains—an ever-shifting panorama of light, sky, and season. A long, paved, tree-lined approach sets the tone, rising gently to reveal the residence—an elegant stone and frame home of enduring character and quiet distinction. Rooted in history yet timeless in appeal, the home unfolds with a sense of warmth and understated grandeur. Inside, exposed beams, and beautifully aged heart pine floors are complemented by three fireplaces and an abundance of natural light, creating interiors that are both refined and deeply inviting. Expansive windows frame the surrounding landscape, bringing the outside in at every turn. The residence offers five bedrooms and three and a half baths, with thoughtfully updated kitchen and baths that honor the home's architectural heritage while providing modern comfort and ease. Greystone lives as a true country estate, where the supporting structures are as compelling as the main residence. A charming guest house, complete with two bedrooms, two baths, and its own detached garage, offers a private and welcoming retreat. The grounds further feature a detached two-car garage, a swimming pool nestled within mature landscaping, a large garden shed, and the quiet remnants of a former tennis court—subtle traces of a bygone era of country leisure. The land itself is remarkable—gently rolling, framed by mature trees and established plantings, and offering both beauty and versatility. Comprising three separate parcels, totaling 78.17 acres with frontage on both sides of East Loudoun Street, the property presents a rare opportunity for stewardship, expansion, or thoughtful future use. Two parcels are currently enrolled in land use, with crop rights in place. Greystone is more than a residence; it is a legacy—an opportunity to own a piece of Loudoun County's history, defined by its extraordinary setting, timeless architecture, and enduring sense of place. Properties of this caliber, offering such provenance, scale, and views, seldom come to market. Zoned AR1. Offered AS IS.

Source: BRIGHT MLS, MLS#: VALO2124302

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  • Property Type
    Residential
  • Lot
    78.17 acres

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  • Median Age
    38
  • Population Density
    269
  • College Educated
    70%
  • Estimated Median Income
    $158,125
  • Estimated Total Home Owners
    2,086
  • Estimated Total Renters
    249
  • Owner / Renter Divide
    89% / 11%
  • Estimated Average Household Size
    3
  • Total Population
    7,407
  • 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 36279 & 36285 E LOUDOUN STREET


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
5/14/2026Source: BRIGHT MLS Status Change
ACTIVE UNDER CONTRACT
5/4/2026Source: BRIGHT MLS Added to Database
May 04, 2026
Listing provided courtesy of Sheridan-MacMahon Ltd.- MLS# VALO2124302MLS ProviderContact Information: 5406875588

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