Ayrshire Farm: A Timeless and Stately Virginia Masterpiece Asking $19.8 Million
Set among the rolling hills of the Virginia Piedmont, Ayrshire Farm stands as one of the most architecturally and agriculturally significant properties in today’s Virginia Real Estate landscape. Located at the storied address of 21846 Trappe Rd, this 571-acre estate blends a century of history with purposeful land stewardship, offering a rare opportunity to own a landmark that is both magnificently preserved and profoundly forward-thinking.
A Century-Old Manor Rooted in Craftsmanship
Completed in 1912 and constructed from fieldstone quarried directly from the land, the manor at 21846 Trappe Rd reflects a level of craftsmanship seldom replicated in modern construction. Its four-foot-thick walls, steel-reinforced framework, original cypress windows, and intricate masonry were cutting-edge for their time. Today, these historic details have been meticulously preserved through a comprehensive restoration that includes modernized electrical systems, three-phase power, central air, and enhanced communication infrastructure.
The home spans 17,000 square feet with eleven bedrooms, thirteen baths, twelve restored fireplaces, and bespoke cabinetry crafted by local artisans. An English conservatory designed by Glass Houses of England adds a luminous connection between the home and its pastoral surroundings. The balance between restoration and innovation is one of the defining qualities of Ayrshire Farm. As co-listing agent Daniel Heider shared with Luxury Houses Magazine, “Every improvement was done with reverence for the original architecture. The seller wanted comfort, but never at the expense of authenticity.”
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A Leader in Ethical and Organic Land Stewardship
Beyond its architectural provenance, Ayrshire Farm is nationally recognized for its leadership in sustainable agriculture. It was the first property in Virginia to achieve both Certified Humane and USDA Organic distinctions, solidifying its place in the history of Virginia Real Estate as a trailblazer in ethical farming. Its pastures continue to support heritage breeds, while its orchards, fields, and wildlife-friendly habitats demonstrate a holistic approach to regenerative land management.
Listing agent Laura Farrell emphasized this philosophy to Luxury Houses: “The farm is not a branding exercise — it’s a living, breathing ecosystem. Stewardship has defined every decision the owners have made, from soil cultivation to wildlife protection.”
This agricultural legacy positions the estate not only as a remarkable residence, but also as a significant contributor to regional conservation and sustainable farming standards.
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A Cultural and Cinematic Landscape
The address 21846 Trappe Rd is firmly rooted in Upperville’s cultural and equestrian narrative. As one of the anchors of Upperville Real Estate, the estate sits near the historic Upperville Colt & Horse Show grounds and the preserved heart of Hunt Country. Middleburg’s refined boutiques and cafés are within easy reach, while the Blue Ridge Mountains and Shenandoah National Park frame the western horizon with dramatic natural beauty.
Artists, writers, and filmmakers have long been drawn to this landscape. Portions of Alfred Hitchcock’s film Topaz were shot on the property, adding a cinematic layer to its rich history. The sense of permanence, privacy, and pastoral charm contributes to the estate’s singular identity within the region.
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A Refuge With Modern Connectivity
Though enveloped in serenity, the estate remains highly accessible. Washington, D.C. lies only about 65 miles away, and Dulles International Airport is roughly 35 miles to the east, giving the property an advantageous blend of privacy and practicality — a combination that continues to motivate discerning buyers exploring Upperville Real Estate.
As Heider noted in a second interview with Luxury Houses Magazine, “What truly sets 21846 Trappe Rd apart is its dual nature. It’s a grand estate rooted in history, yet it’s fully equipped for contemporary life. Very few properties strike that balance.”
His words capture why Ayrshire Farm continues to stand as one of the most compelling listings in modern country-estate living.
A Singular Opportunity in Upperville
With its storied past, architectural significance, agricultural credibility, and unmatched setting, 21846 Trappe Rd represents a rare convergence of history, purpose, and place. In the world of luxury country estates, Ayrshire Farm is not simply a residence — it is a legacy.
As Farrell added in a final reflection to Luxury Houses: “Homes like this don’t come to market often. Ayrshire is a generational holding — the kind buyers speak about decades later.”
The property is showcased on Zillow, while TTR Sotheby’s International Realty is proudly representing the listing through its distinguished luxury brokerage network.
* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*
More Homes in Virginia here:
- Ayrshire Farm: A Timeless and Stately Virginia Masterpiece Asking $19.8 Million
- Historic Elegance at Limestone Farm: 67 Acres with a Federal-Style Manor House in Virginia Asking $6,695,000
- Stunning Smith Mountain Lake Waterfront Estate by Antonio Veloso Listed for $3,799,000 in Virginia
- Exclusive $6.5 Million Estate Combines Classic Southern Design with Contemporary Living
