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Jeff Solliday
REALTOR®
(804) 715-2603
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21846 TRAPPE ROAD , Upperville, VA 20184

Sold: 19800000
Sold on: Feb 27th, 2026
$ Per Square Foot: $1,165
Sold: 19800000
Sold on: Feb 27th, 2026
$ Per Square Foot: $1,165
BEDS11 BATHS9 full 4 partial SQUARE FEET17,000 MLS#VALO2111024
STATUS PROPERTY TYPEResidential - Single Family SUBDIVISIONUPPERVILLE SCHOOLLOUDOUN COUNTY PUBLIC SCHOOLS


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 pe

Property Features

Basement: Partially Finished
Basement: Yes
Cooling: Central A/C
Days on Market: 98
Fireplaces: 9
Fuel Type: Natural Gas
Heating: Forced Air
Lot Size: 571.00 Acres
Taxes: $48,432
Year Built: 1912

Feature Descriptions

Accessibility: Above Grade, Below Grade
Lot Dimensions: 571.00 Acre(S)
Parking Notes: Circular Driveway, Paved Driveway
Sewer: Septic Exists
Water: Well

Local Schools

School District: LOUDOUN COUNTY PUBLIC SCHOOLS

Listed By / Sold By

Listed By

Agency Name: TTR Sotheby's International Realty
Agency Phone: 2022343344

Shown By

Agent Name: Jeff Solliday
Agent Phone: (804) 715-2603
Agency Title: Joyner Fine Properties

Sold By

Agency Name: TTR Sotheby's International Realty
Agent Name: Michael Rankin

©Joyner Fine Properties - Seller will consider paying buyer agent compensation based upon the terms and conditions of any offer made. Said compensation to be negotiated in the purchase agreement. Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 04/01/2026. The listing information on this page last changed on 04/01/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 04/01/2026 2:05:24 AM EST) or CAAR MLS (last updated Tue 03/31/2026 11:10:11 PM EST) or CVRMLS (last updated Wed 04/01/2026 1:08:35 AM EST) or Bright MLS (last updated Wed 04/01/2026 12:14:29 AM EST). Real estate listings held by brokerage firms other than Joyner Fine Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

©Joyner Fine Properties - Seller will consider paying buyer agent compensation based upon the terms and conditions of any offer made. Said compensation to be negotiated in the purchase agreement.

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Agency License Information: Joyner Fine Properties and its agents are licensed in the Commonwealth of Virginia.


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