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21846 TRAPPE ROAD
Upperville, VA 20184
Feb 2026
SOLD
$19,800,000
Sold Price
11
Beds
13
Baths
571
Acres
1912
Yr. Built
MLS# VALO2111024
Cumulative Days on Market: 203 · Includes prior listings · Currently listed since 11/21/25 · Data provided by the MLS.

Property Description

Set amid the picturesque countryside of Upperville, Virginia, Ayrshire Farm rises from the landscape with a presence that feels both timeless and stately. Encompassing 571 acres in the heart of the Virginia Piedmont, the estate is rich in heritage, design, and purposeful land stewardship. Few properties in the region balance these elements with such ease or at this scale. The manor house, completed in 1912, stands as the estate’s architectural anchor. Constructed of fieldstone quarried from the property, its four-foot-thick walls and steel-reinforced structure were bold innovations in their day. The residence carried the rare distinction of offering electricity, indoor plumbing, and central heating at a time when such comforts were little more than distant ideas for most of the country. More than a century later, its original cypress windows, beams, and intricate masonry speak to a standard of craftsmanship that endures with remarkable clarity. In recent years, the home has undergone a careful and comprehensive restoration, bringing modern performance and convenience to its historic framework. Its 17, 000-square-foot interiors have been methodically rewired and re-plumbed, outfitted with three-phase power, central air, underground utilities, and a sophisticated security and communication system. Twelve restored fireplaces, finely calibrated lighting, locally crafted cabinetry, and an English conservatory designed by Glass Houses of England reflect a discerning approach to preservation. The materials, textures, and architectural details that define the residence create an atmosphere of quiet grandeur, grounded in authenticity rather than overt opulence. Ayrshire Farm’s influence extends far beyond the manor. The property became the first in Virginia to achieve both Certified Humane and USDA Certified Organic status, marking a defining moment in the state’s agricultural landscape. Its fields, orchards, and pastures continue to support working organic operations, helping shape regional standards for sustainable and ethical farming. This commitment to the land is not ornamental; it is foundational to the estate’s identity. The natural setting surrounding the home is as compelling as its history. Upperville’s storied equestrian traditions blanket the landscape with a quiet sophistication unique to the Virginia Piedmont. Located just 65 miles from the heart of Washington, DC, and 35 miles from Dulles International Airport, Ayrshire offers a sense of escape without isolation. The charming village of Middleburg, with its boutiques, cafés, and equestrian heritage, lies only a short drive away, placing everyday conveniences and refined country life within effortless reach. To the west, the ridgelines of the Blue Ridge Mountains and the expanse of Shenandoah National Park form a dramatic horizon. Artists and filmmakers have long been drawn to this terrain, captivated by its pastoral simplicity and sense of permanence. Alfred Hitchcock’s Topaz was among the works filmed on the estate, a testament to the property’s cinematic presence. Today, Ayrshire Farm stands as one of the region’s most significant estate holdings, a rare convergence of architectural provenance, ecological leadership, and natural beauty. It is a property defined not only by its past, but by the clarity of its vision. In an area known for remarkable estates, Ayrshire remains singular, offering a balance of history, purpose, and place that feels both beautifully rooted and unmistakably relevant.

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Property Highlights

Sold Price
19800000
Property Type
Residential
Property Sub Type
Single Family Residence
Architectural Style
Colonial, Federal, Manor
Bedrooms
11
Total Bathrooms
13
Living Area
17,000
Price / Sqft
$1,165
Acres
571
Year Built
1912
Cumulative Days On Market
9

Location

City/Township
UPPERVILLE
Subdivision
UPPERVILLE
County
LOUDOUN-VA
Zoning
SEE ZONING WEBSITE

Property Details

Price
$19,800,000
Sold Price
19800000
Property Type
Residential
Property Sub Type
Single Family Residence

Building

Levels
4

Interior Features

Bedrooms and Bathrooms

Total Bathrooms
13
Full Bathrooms
9
1/2 Bathrooms
4
Bedrooms
11

Rooms and Basement

Has Basement
Yes
Basement Features
Partially Finished

Area and Spaces

Living Area
17,000
Above Grade Finished Area
17,000 Sqft

Interior Features

Accessibility Features
None

Heating and Cooling

Heating Features
Forced Air
Has Fireplace
Yes
Fireplaces
9

Building Details

Construction

Architectural Style
Colonial, Federal, Manor
Year Built
1912
Foundations
Concrete Perimeter
Structure Design Type
Detached

Materials

Construction Materials
Other

Terms

Terms

Ownership
Fee Simple
Cumulative Days On Market
9

Taxes

Tax

Tax (Annual)
$48,432

Heating, Cooling & Utilities

Cooling Features
Central A/C

Utilities

Sewer
Septic Exists
Water Source
Well

Lot

Acres
571
Lot Size Area Sq Ft
24,872,760

Parking

Parking Features
Circular Driveway, Paved Driveway
Listed by TTR Sotheby's International Realty. Sold by Michael W Rankin, TTR Sotheby's International Realty
Listing Data last updated 09/11/2026 11:20 am
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Property History

34 days ago
Property information last updated
196 days ago
Date Sold
293 days ago
Status Active. This is the date the listing was placed on market.
Cumulative Days on Market: 203 days (includes prior listings) · Currently listed since November 21, 2025. Data provided by the MLS.

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