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21846 Trappe Rd, Upperville, VA 20184
21846 Trappe Rd, Upperville, VA 20184 3D Tour
21846 Trappe Rd, Upperville, VA 20184 Explore 3D Tour
21846 Trappe Rd, Upperville, VA 20184
21846 Trappe Rd, Upperville, VA 20184
21846 Trappe Rd, Upperville, VA 20184
21846 Trappe Rd, Upperville, VA 20184

21846 Trappe Rd Upperville, VA 20184

$19,800,000

PENDING
Beds
11
Baths
13
Sqft
17,000
Acres
571
Year
1912
Days on Site
6
Property Type
Residential
Sub Type
Per Square Foot
$1,165
Date Listed
Feb 13, 2026

Description of 21846 Trappe Rd, Upperville, VA 20184

Listing details for 21846 Trappe Rd, Upperville, VA 20184 : 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.
Listing Updated : 02-17-2026 at 08:54 AM EST

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Home Details
21846 Trappe Rd, Upperville, VA 20184
Status
Pending
MLS #ID
VALO2111024
Price
$19,800,000
Bedrooms
11
Bathrooms
13
Square Footage
17,000
Acres
571
Year
1912
Days on Site
6
Property Type
Residential
Property Sub Type
Price per Sq Ft
$1,165
Date Listed
Feb 13, 2026
Community Information for 21846 Trappe Rd, Upperville, VA 20184
Address
21846 Trappe Rd
State
Virginia
Zip Code 20184
County LOUDOUN
Subdivision Upperville
Schools
Utilities
Sewer
Septic Exists
Water Source
Well
Interior
Heating
Forced Air
Cooling
Central A/C
Fireplace
Yes
# of Fireplaces
9
Exterior
Roof
Foundation
Concrete Perimeter
HOA
Has HOA
None
Additional Information
Styles
Colonial, Federal and Manor
Price per Sq Ft
$1,165
Listing Provided By

Daniel M Heider, 2029383685, [email protected], TTR Sotheby's International Realty

Source

Bright MLS, MLS#: VALO2111024

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This beautiful 11 beds 13 baths home is located at 21846 Trappe Rd, Upperville, VA 20184 and is listed for sale at $19,800,000.00. This home was built in 1912, contains 17000 square feet of living space, and sits on a 571 acre lot. This residential home is priced at $1,164.71 per square foot.

If you'd like to request a tour or more information on 21846 Trappe Rd, Upperville, VA 20184, please call us at (202) 441-2348 so that we can assist you in your real estate search. To find homes like 21846 Trappe Rd, Upperville, VA 20184, you can search homes for sale in Upperville , or visit the neighborhood of Upperville , or by 20184 . We are here to help when you're ready to contact us!

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Home Details
21846 Trappe Rd, Upperville, VA 20184
Status
Pending
MLS #ID
VALO2111024
Price
$19,800,000
Bedrooms
11
Bathrooms
13
Square Footage
17,000
Acres
571
Year
1912
Days on Site
6
Property Type
Residential
Property Sub Type
Price per Sq Ft
$1,165
Date Listed
Feb 13, 2026
Community Information for 21846 Trappe Rd, Upperville, VA 20184
Address
21846 Trappe Rd
State
Virginia
Zip Code 20184
County LOUDOUN
Subdivision Upperville
Schools
Utilities
Sewer
Septic Exists
Water Source
Well
Interior
Heating
Forced Air
Cooling
Central A/C
Fireplace
Yes
# of Fireplaces
9
Exterior
Roof
Foundation
Concrete Perimeter
HOA
Has HOA
None
Additional Information
Styles
Colonial and Federal
Price per Sq Ft
$1,165
Listing Provided By

Daniel M Heider, 2029383685, [email protected], TTR Sotheby's International Realty

Source

Bright MLS, MLS#: VALO2111024

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non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties that appear for sale on this website may no longer be available because they are under contract, have Been Sold, or are no longer being offered for sale.  Some real estate firms do not participate in IDX, and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the seller's request.