36279 & 36285 E Loudoun Street Round Hill, VA $ 5,500,000
36279 & 36285 E Loudoun Street
$ 5,500,000
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36279 & 36285 E Loudoun Street

Round Hill, VA, 20141
$ 5,500,000
Bedrooms5 Baths3.1 Sq 3,972

Monthly Estimate*

$ 33,864

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Single Family Home for sale in Round Hill, VA

for $5,500,000 with 5 bedrooms and 3 full baths, 1 half bath. This 3,972 square foot home was built in 1910 on a lot size of 78.17.

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 Countys 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 Mountainsan ever-shifting panorama of light, sky, and season. A long, paved, tree-lined approach sets the tone, rising gently to reveal the residencean 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 homes 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 courtsubtle traces of a bygone era of country leisure. The land itself is remarkablegently 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 legacyan opportunity to own a piece of Loudoun Countys 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".

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Single Family Active

Price

$ 5,500,000

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 10,913

Style

Colonial

Lot Size

78.17

Year Built

1910

Town/City

Round Hill

County/Region

Loudoun

MLS | Web ID

VALO2124302

Features
General
Living Area 3972
Sewer Septic = # of BR
Heating Forced Air Heat Pump(s)
Cooling Ceiling Fan(s) Central A/C Zoned
Possession Settlement
Roof Architectural Shingle Slate
Appliances Cooktop Dishwasher Disposal Dryer Exhaust Fan Microwave Oven - Wall Refrigerator Washer
Zoning AR1
Garage Spaces 2.00
Patio/Porch Features Porch(es) Screened
Architectural Style Colonial
Pool Features Gunite In Ground
Construction Materials Stone Wood Siding
School District LOUDOUN COUNTY PUBLIC SCHOOLS
Year Built 1910
Electric 200+ Amp Service
View Mountain Pasture Scenic Vista Trees/Woods Valley
Levels 4
Tax Year 2026
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County LOUDOUN
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Facing Direction North
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 3
Status ACTIVE
Directions Purcellville West Main Street becomes East Loudoun Street to entrance on the left
City ROUND HILL
Disclosures Division potential Lead Based Paint - Federal Prop Disclosure Sell Entirely
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 3405085.20
Tax Annual Amount 10913.0
Home Warranty Y/N N
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 1384.69
Acceptable Financing Cash Contract Conventional
Lease Considered Y/N N
Vacation Rental Y/N N
Virtual Tour https://listings.upwardstudio.com/sites/eojvlanb/unbranded
Standard Status Active
Year Built Source Assessor
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Interior
Interior Amenities 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 W
Heating Fuel Electric Oil
Basement Interior Access Outside Entrance Rear Entrance Unfinished
Flooring Hardwood Tile/Brick
Total Fireplaces 3
Fireplace Features Brick Stone
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 3972
Half Baths 1
Central Air Y/N Y
Total Bedrooms 5
Below Grade Finished Area 0
Room Type Living Room Dining Room Primary Bedroom Sitting Room Bedroom 2 Bedroom 3 Bedroom 4 Bedroom 5 Kitchen Family Room Den Foyer Other
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 4
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Exterior
Exterior Amenities Outbuilding(s) Play Area Sidewalks Tennis Court(s)
Pool Yes - Personal
Parking Features Asphalt Driveway Circular Driveway
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 Se
Water Source Well
Garage Features Additional Storage Area Garage - Front Entry
Type of Parking Detached Garage Driveway
Foundation Details Stone
Water View Y/N N
Lot Size Acres 78.17
Road Surface Type Black Top
Lot Size Source Estimated
Waterfront Y/N N
Other Equipment None
Road Responsibility City/County Public
Horse Y/N Y
Horse Amenities Horse Trails Horses Allowed
Land Assessed Value 510200.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 36279
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* Excluded Features
List By
Sheridan-Macmahon Ltd.

Broker

macmahonp@icloud.com

Email

Affordability Calculator

$34,774
Per Month
97%
3%
0%
Monthly Principal & Interest
$33,864
Monthly Property Taxes
$909
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3533481 Elementary School
3533332 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
5/4/2026$5,500,000 Listed Price

Map


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36279 & 36285 E Loudoun Street, Round Hill, VA, 20141 is a Single Family Home for sale at $5,500,000 with 3,972 sqft and a lot size of 78.17. 36279 & 36285 E Loudoun Street has 5 bedrooms, 3.1 baths, and was built in 1910. The property's zip code is 20141 which is in Round Hill, VA