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- Description
- Property Details
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$5,500,000
Monthly Est:$27,375
5 Beds
- 4 Baths
3 full baths + 1 half bath
3,972sqft
36279 & 36285 E Loudoun St, Round Hill, VA 20141
$5,500,000
$27,375/moEst:
Get Pre-Approved
Single Family Residence
Built in 1910
$-- HOA
78.17 acres lot
$1,385/sq.ft
Description
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".
- Houzeo last checked: 12 hours ago
- Listing updated: May 8, 2026 at 1:05 pm
- Listing Provided by: Paul E. MacMahon (703) 609-1905 , Helen E MacMahon (540) 454-1930 | Sheridan-MacMahon Ltd. (540) 687-5588
- Source: Bright MLS-NJ | MLS#: VALO2124302

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1910
HOA Fees
-
Finished Area
3,972 sqft
Lot Size
78.17 acres lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
VALO2124302
MLS Status
ACTIVE-BRIGHT
Days on Market
5

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 4
Interior
Cooling
Ceiling Fan(s), Central A/c, Zoned
Appliances
Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven Wall, Refrigerator, Washer
Interior Features
Attic, Breakfast Area, Built Ins, Ceiling Fan(s), Dining Area, Entry Level Bedroom, Exposed Beams, Kitchen Eat In, Kitchen Table Space, Kitchen Gourmet, Primary Bath(s), Upgraded Countertops, Wet/dry Bar, Wood Floors
Flooring
Hardwood, Tile/brick
Exterior Features
Outbuilding(s), Play Area, Sidewalks, Tennis Court(s)
Sewer
Septic = # Of Br
Heating
Forced Air, Heat Pump(s)
Construction
Year Built
Year Built: 1910
Home type
Single Family Residence
Property Condition
Excellent
Foundation Details
Stone
Construction Materials
Stone, Wood Siding
Roof
Architectural Shingle, Slate
Architectural Style
Colonial
Utilities & Energy
Electric
200+ Amp Service
Pool Features
Gunite, In Ground
Fireplace Features
Brick, Stone
Basement
Interior Access, Outside Entrance, Rear Entrance, Unfinished
Parking Features
Asphalt Driveway, Circular Driveway
Water Source
Well
Other Features
Lot Features
Subdivision Possible, Adjoins Public Land, Backs To Trees, Crops Reserved, Front Yard, Landscaping, Level, No Thru Street, Not In Development, Partly Wooded, Poolside, Private, Rear Yard, Road Frontage, Rural, Secluded, Side Yard(s), Trees/wooded
Patio And Porch Features
Porch, Screened
Subdivision Name
None Available
Price History
| Date | Event | Price |
|---|---|---|
05/04/2026 Source: | Listed for Sale | $5,500,000 $1,385/sqft |
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