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Single family home for sale at 36279 & 36285 E Loudoun St, Round Hill, VA 20141 | MLS# VALO2124302 | Listing updated on 2026-05-08
Photo 1 of Single family home for sale at 36279 & 36285 E Loudoun St, Round Hill, VA 20141 | MLS# VALO2124302 | Listing updated on 2026-05-08
Photo 2 of Single family home for sale at 36279 & 36285 E Loudoun St, Round Hill, VA 20141 | MLS# VALO2124302 | Listing updated on 2026-05-08
Photo 3 of Single family home for sale at 36279 & 36285 E Loudoun St, Round Hill, VA 20141 | MLS# VALO2124302 | Listing updated on 2026-05-08
Photo 4 of Single family home for sale at 36279 & 36285 E Loudoun St, Round Hill, VA 20141 | MLS# VALO2124302 | Listing updated on 2026-05-08
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$5,500,000

Monthly Est:$27,375

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,972sqft

36279 & 36285 E Loudoun St, Round Hill, VA 20141

$27,375/moEst:

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  • 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 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Loudoun Va County

  • City

    Round Hill

  • 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

DateEventPrice

05/04/2026

Source: mls_logoBright MLS-NJ #VALO2124302

Listed for Sale

$5,500,000

$1,385/sqft

Nearby Homes

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