Under Contract

MLS: #VALO2124302, Listed By: Paul MacMahon, Sheridan-MacMahon Ltd., Source:Bright MLS

36279 & 36285 E Loudoun Street

ROUND HILL, VA 20141
Mark as Favorite
Bed 5

Bed

Bath 4

Bath

SqFt3,972

Sqft

Acres78.17

Acres(Lot)

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 fire places 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".

Read More Expand

Detail Ic Property Details

Property Type : Residential

Price : $5,500,000

AD Id : 77967011

MLS Id : VALO2124302

Beds : 5

Lot Size : 78.17 Acres

Living Area Size : 3,972

Year Built : 1910

Garage : 2

County : LOUDOUN

Subdivision: None Available

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 4 Full Baths: 3 Half Baths: 1

    Room Information

    Has Basement: Yes Basement: Exterior Entry, Unfinished, Interior Entry
  • Flooring Information

    Wood, Hardwood
  • Roofing Information

    Slate, Shingle
  • Interior Features

    Eat-in Kitchen, Ceiling Fan(s), High Ceilings, Beamed Ceilings, Built-in Features, Bar Roof: Slate, Shingle Appliances: Oven, Electric Water Heater, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Refrigerator, Washer Laundry Features: Main Level
  • Heating & Cooling

    Has Heating: Yes Heating: Exhaust Fan, Electric, Oil, Forced Air, Heat Pump Has Cooling: Yes Cooling: Central Air, Ceiling Fan(s), Zoned, Electric

  • Building Information

    Year Built: 1910 Building Area Total: 3972 Construction Materials: Stone, Wood Siding Stories: 4 Patio And Porch Features: Porch, Screened Pool Features: Gunite, In Ground, Private Private Pool: Yes View: Mountain(s), Pasture, Trees/Woods, Valley, Scenic
  • Exterior Features

    Exterior Features: Tennis Court(s)

  • Lot Information

    Lot Size Acres: 78.17 Lot Size Source: Estimated Lot Size Square Feet: 3405085.2 Lot Description: Wooded, Front Yard, Level, Private, Secluded, Few Trees, Back Yard

    Property Information

    Subdivision: NONE AVAILABLE Source Property Type: Residential Property SubType: Single Family Residence Direction Faces: North Levels: Three Or More Property Age: 116

  • Listing Price Information

    Listing Price: $5500000

  • Tax Information

    Parcel Number: 555295462000, 5552047675000, 555295462000 Tax Year: 2026 Annual Tax: $10913

  • Parking Information

    Parking Total: 12 Asphalt, Circular Driveway, Garage, Driveway, Detached

    Garage Information

    Has Garage: Yes Garage Space: 2
    Homeowners Association Information
    Association Amenities: Playground Community Features: Sidewalks

  • Location Information

    Direction: Purcellville, West Main Street, becomes East Loudoun Street to entrance on the left WaterSource: Well
Sell a home like this and save $329,501 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
36181 Foxlore Farm Lane, Round Hill, VA, 20141 $1,900,000 4 5 5,577 5,577 SqFt
36169 Loudoun Street, Round Hill, VA, 20141 $1,650,000 10 9 1,000 1,000 SqFt
18184 Presidio Place, Round Hill, VA, 20141 $1,095,000 5 4 4,320 4,320 SqFt
17551 Lethridge Circle, Round Hill, VA, 20141 $719,000 4 4 2,647 2,647 SqFt
17571 Lethridge Circle, Round Hill, VA, 20141 $715,000 4 5 3,751 3,751 SqFt
35829 Peninsula Court, Round Hill, VA, 20141 $1,150,000 5 5 4,673 4,673 SqFt
17292 Magic Mountain Dr.., Round Hill, VA, 20141 $749,900 4 4 3,138 3,138 SqFt
17292 Magic Mountain Dr.., Round Hill, VA, 20141 $775,000 4 4 3,138 3,138 SqFt
17303 Bighorn Court, Round Hill, VA, 20141 $759,000 4 4 3,117 3,117 SqFt
18120 Ridgewood Place, Round Hill, VA, 20141 $1,249,000 6 6 5,217 5,217 SqFt

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which ByOwner participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

ByOwner last updated this listing 06/17/2026 @ 10:52

MLS: VALO2124302 LISTED BY: Paul MacMahon, Sheridan-MacMahon Ltd. 540-687-5588 SOURCE: Bright MLS

Selling? Save $329,501 when you sell a home like this

Tour with a ByOwner Agent