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 estates 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 Farms 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 states 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 estates identity. The natural setting surrounding the home is as compelling as its history. Uppervilles 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, cafs, 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 Hitchcocks Topaz was among the works filmed on the estate, a testament to the propertys cinematic presence. Today, Ayrshire Farm stands as one of the regions 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.
Source: Public Records
Source: Sperling's Best Places
11/100
Bike Score ®
The average walkability score in the surrounding area is Walk Score: 1/100, Transit Score: 0/100, Bike Score: 16/100.
Source: Realty.com
21846 TRAPPE ROAD, UPPERVILLE, VA 20184 is a Single Family 17,000 sq. ft. home listed for sale. Realty.com has 50 photos available of this 11 bed, 13 bath house, listed at $19,800,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 50 photos of 21846 TRAPPE ROAD.
Our records indicate that 21846 TRAPPE ROAD was built in 1912.
The full address for this home is 21846 TRAPPE ROAD, UPPERVILLE, VA 20184.
21846 TRAPPE ROAD has been listed on Realty.com since Fri November 21, 2025
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 1/100, Transit Score: 0/100, Bike Score: 16/100.
There are 2 schools assigned to this home. Check out the schools near 21846 TRAPPE ROAD. Willard Middle School (Grades: 6 - 8), Light Ridge High School (Grades: 9 - 12)
Listing provided courtesy of:
Ttr Sotheby's International Realty
(tel: 202-333-1212)
Listing agent:
Daniel Heider
(tel: 202-938-3685)
(#3064744)
This content last refreshed on 2025-12-13 23:26:22. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 21846 TRAPPE ROAD, UPPERVILLE, VA 20184 : MLS# VALO2111024
