Date
Details
Price
Change
Source
5/04/2026
Listed
$5,500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property 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".
Full Property Details
Full Property Details for 36279 & 36285 E Loudoun St
General
- Price: $5,500,000
- Taxes: $10,913 (2026)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: VALO2124302
- Updated: 5/4/2026
- Added to Site: 3 day(s) ago
Interior
- Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Sitting Room, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Den, Foyer, Other
- 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
- Fireplace: Yes
- Number of Fireplaces: 3
- Fireplace(s): Brick, Stone
- Appliances: Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Microwave, Oven - Wall, Refrigerator, Washer
- Flooring: Hardwood, Tile/Brick
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Upper Floor Baths: 2
- Upper - Full Baths: 2
- Main Floor Baths: 2
- Main - Full Baths: 1
- Main - 1/2 Baths: 1
Bedrooms
- Total Bedrooms: 5
- Bedrooms Upper: 4
- Bedrooms Main & Up: 1
Other Rooms
- Laundry: Main Floor
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground
Exterior
- Exterior Features: Outbuilding(s), Play Area, Sidewalks, Tennis Court(s)
- Porch/Patio/Deck: Porch(es), Screened
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 12
- Parking Features: Asphalt Driveway, Circular Driveway
- Parking Type: Detached Garage, Driveway
- Garage Description: Additional Storage Area, Garage - Front Entry
Location
- County: LOUDOUN
- Driving Directions: Purcellville, West Main Street, becomes East Loudoun Street to entrance on the left
- Direction Faces: North
School Information
- School District: Loudoun County Public Schools
Heating & Cooling
- Central air: Yes
- Cooling Type: Ceiling Fan(s), Central A/C, Zoned
- Cooling Fuel: Electric
- Heating Type: Forced Air, Heat Pump(s)
- Heating Fuel: Electric, Oil
- Water Heater: Electric
Utilities
- Sewer: Septic = # of BR
- Water: Well
Structural Information
- Architectural Style: Colonial
- Structure Type: Detached
- Construction: Stone, Wood Siding
- Basement: Yes
- Basement Entrance: Yes
- Basement Desc.: Interior Access, Outside Entrance, Rear Entrance, Unfinished
- Foundation: Stone
- Roof: Architectural Shingle, Slate
- Walls/Ceilings: 9'+ Ceilings, Beamed Ceilings
- Stories Description: Main, Upper 1
- Square Feet: 3,972
- Sq. Ft. Source: Assessor
- Living Area: 3,972 Sq. Ft.
- Finished Above Grnd: 3,972 Sq. Ft.
- Year Built: 1910
- Year Built Source: Assessor
- Property Condition: Excellent
Additional Structures
- Other Structures: 2nd Garage, 2nd House, Guest House, Utility Building
Lot Features
- Property View: Mountain, Pasture, Scenic Vista, Trees/Woods, Valley
- Lot Size (Acres): 78.17
- Lot Size (Sq. Ft.): 3,405,085
- Lot Size Source: Estimated
- Street/Road Desc.: Black Top
- Zoning: AR1
- Lot Description: 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, SideYard(s), Trees/Wooded
Horse Property
- Horse Property: Yes
- Horse Facility Desc.: Horse Trails, Horses Allowed
Financial Considerations
- Price Per Sq. Ft.: $1,384.69
- Assessment Year: 2026
- City/TownTax Freq: Annually
- County Tax: $10,913
- County Tax Freq: Semi-Annually
- Tax w/Assessment: $1,337,330
- Tax Amount: $10,913
- Tax Year: 2026
- Tax Total Finished Sq. Ft.: 3972
Disclosures and Reports
- Ownership: Fee Simple
Listed by Sheridan-MacMahon Ltd., Paul E. MacMahon and Sheridan-MacMahon Ltd., Helen E MacMahon
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 36279 & 36285 E Loudoun St —
Paul E. MacMahon
Sheridan-MacMahon Ltd.
Helen E MacMahon
Sheridan-MacMahon Ltd.
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 36279 & 36285 E Loudoun St
School District:Loudoun County Public Schools
| Name | Grades | Distance |
|---|---|---|
Woodgrove High School 36811 Allder School Road, Purcellville, VA 20132 | 9-12 | 1.8 mi |
Harmony Middle School 38174 West Colonial Highway, Hamilton, VA 20158 | 6-8 | 3.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 36279 & 36285 E Loudoun St
Tax History
Tax History for 36279 & 36285 E Loudoun St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,815
6%
$598,170
15%
2023
$4,546
5%
$519,580
6%
2022
$4,342
14%
$487,900
-25%
2021
$3,824
2%
$652,740
5%
2020
$3,739
2%
$622,120
1%
2019
$3,676
—
$617,400
2%
2018
$3,667
—
$603,570
1%
2017
$3,675
-2%
$594,750
—
2016
$3,766
10%
$597,270
98%
2015
$3,430
10%
$302,220
12%
2014
$3,129
-1%
$270,880
3%
2013
$3,172
—
$263,260
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 36279 & 36285 E Loudoun St
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36279 & 36285 E Loudoun Street, Round Hill, VA 20141 (MLS# VALO2124302) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 36279 & 36285 E Loudoun Street is currently listed for $5,500,000 and was received on May 04, 2026. Want to learn more about 36279 & 36285 E Loudoun Street? Do you have questions about finding other Single Family real estate for sale in Round Hill? You can browse all Round Hill real estate or contact a Coldwell Banker agent to request more information.