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Loudoun
21846 TRAPPE ROAD
$19,800,000
● House - Off Market

21846 TRAPPE ROAD

UPPERVILLE, VA 20184
bedrooms
11 Beds
bathrooms
9 Baths, 4 Half Baths
square feet
17,000 Ft²
$101,258
Est. Monthly

About This Property

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, cafes, 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.
Unit Size
17,000 Ft²
Days on Market
-
Land Size
571.00 acres
Price per sqft
$1,165
Property Type
House
Property Taxes
$4,036
HOA Dues
-
Year Built
1910

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Last updated: 8 months ago (Bright MLS #VALO2111024)

Price History

Date / Event Date Event Price
Feb 27, 2026 Sold
Sold
Nov 29, 2025 In contract -
In contract
Nov 21, 2025 Listed by TTR Sotheby's International Realty $19,800,000
Listed by TTR Sotheby's International Realty

Property Highlights

Air Conditioning
Fireplace

Building Info

Overview

    General

  • Year Built: 1910
  • Effective Year Built: 1980
  • Building Count: 7
  • Total Rooms: 22
  • Bedroom Count: 0
  • Bathroom Count: 12
  • Full Bathrooms: 11
  • Partial Bathrooms: 12
  • Bathroom Plumbing Fixtures: 43
  • Building Condition: 6
  • Building Quality: 3
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 24
  • Interior Walls Type: 0
  • Roof Shape Type: 1
  • Roof Cover Type: 6
  • Floor Count: 200
  • Floor Cover: 0
  • Basement Type: 2
  • Basement Area: 7,037
  • Garage Type: 4
  • Garage Square Area: 1,008
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 24,897,589
  • Total Building Area: 15,214
  • Building Area: 15,214
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 6
  • Heating: 3
  • Heated Square Feet: 15,214
  • Heating Fuel Type: 6

    Utilities

  • Sewer System: 4
  • Water Service: 5

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: UPPERVILLE
  • Land Acres: 0000571570
  • Standard Land Use Code: 1001
  • County Land Use Code: 6
  • Legal Description 1: UPPERVILLE 1526--1476, 1449--1986 200412300139333 ESMT 200606130051843 POSE

Neighborhood

  • School District Name: Loudoun County Public Schools
  • School Tax School District: COUNTY DISTRICT
  • Census Tract: 610800

Zoning

  • Zoning: AR2

Geography

  • Assessors Map Reference: 69////////14A
  • Parcel: 671-36-6734-000
  • Municipality: LITTLE RIVER
  • Latitude: 39.0084
  • Longitude: -77.8707

    Address

  • Full Address: 21846 Trappe Rd
  • Address - House Number: 21846
  • Address - Street Name: Trappe
  • Address - Suffix Type: Rd
  • State: VA
  • City Name: Upperville
  • Carrier Code: R001
  • 4-Digit Zip Code: 3038
  • Zip Code: 20184

Valuation

    Tax

  • Tax Year: 2023
  • Tax Amount: $5,048,593

    Market Valuation

  • Market Total Value: $12,790,010
  • Market Land Value: $7,850,600
  • Market Improvement Value: $4,939,410

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $5,769,820
  • Assessed Land Value: $830,410
  • Assessed Improvements Value: $4,939,410
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Loudoun


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Frequently Asked Questions

When was property at 21846 Trappe Road built and last sold?
The property at 21846 Trappe Road was built in 1910 and last sold on Jan 1, 1970 for $0.
How much is this home worth?
The estimated value of the home located at 21846 Trappe Road is $0.
What are some comparable homes to 21846 Trappe Road?
There are currently no comparable homes to 21846 Trappe Road.