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36279 & 36285 E LOUDOUN St

round hill, VA 20141

$5,500,000

  • 5 BR
    3 BA, 1 HALF BA
    approx. 3,972 SF
  • Contract signed

Interested? Let's Connect

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".

Details

3,972 Sq Ft

78.17 Private Acres Lot Size

other

$909 Monthly Tax

Built in 1910

MLS/Listing ID VALO2124302

Amenities & Features

Cooling - Ceiling Fans

Tennis Courts

Out Buildings

Stone Fireplace

Hardwood

Stone

Heating - Oil

Heating - Electric

Dining Area

Breakfast Area

Attic

Lot - Secluded

Lot - Private

Lot - Level

Lot - Front Yard

Washer

Refrigerator

Microwave

Exhaust Fan

Dryer

Disposal

Dishwasher

Ceiling Fans

Upgraded Countertops

Cooktop

Style - Colonial

Construction - Wood Siding

Parking - Circular Driveway

Cooling - Central Air

Cooling - Zoned

Construction - Stone

Well

Slate

Lot - Rural

Lot - Partly Wooded

Pool - Gunite

Pool - Inground

Screened

Interested In 36279 & 36285 E LOUDOUN St?

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 05/26/2026.
Source: Bright Multiple Listing Service, Inc.

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