21846 Trappe Rd

Upperville, VA 20184

$19,800,000
Price
11
Beds
17,000 Sq. Ft.
$1,165 / Sq. Ft.
17,000
Sq. Ft.
$1,165
per Sq. Ft.
PendingVirtual Tour
PendingVirtual Tour
a view of lake with mountain
an aerial view of a house with a garden and lake view
a view of a house with a yard and mountain view
a sign that is sitting in front of a tree
a view of a swimming pool with a patio
a view of a house with a yard
a front view of a house with yard
a front view of a house with yard
a living room with furniture a fireplace and a chandelier
a view of hall way with furniture
a view of entryway
a dining room with wooden floor and a table
a view of a balcony with chair and potted plants
a view of a lake with houses in the background
front view of a building
a living room with large windows and a chandelier
a living room with furniture and a fireplace
a view of entryway
a bathroom with a shower
a living room with furniture and a fireplace
a view of a dining room with furniture window and outside view
a view of a patio with table and chairs and potted plants
a kitchen with lots of appliances and cabinets
a view of swimming pool with outdoor seating
a bed room with a bed and a chandelier
a living room with furniture and a fireplace
a view of a glass door with a tree
a view of a livingroom with furniture and window
a living room with furniture and wooden floor
a living room with furniture and a large window
a front view of a house with a garden
an aerial view of residential houses with outdoor space
a view of an ocean view
a front view of a house with garden
a view of entryway and hall
a view of a entryway front of a house
a view of a porch with a refrigerator
a view of yard with ocean view
a view of a street with an outdoor space
a house view with a backyard space
a view of a yard
a view of a lake in middle of the town
a view of a house with a garden
a view of a house with a big yard and large trees
a front view of a house with a yard street and seating space

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,...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.
  1. Listed by Daniel M Heider • TTR Sotheby's International Realty
    P: (202)-938-3685 daniel@danielheider.com
  2. Listed by Laura Farrell • TTR Sotheby's International Realty
    P: (540)-395-1680 lfarrell@ttrsir.com

Property Details for 21846 Trappe Road

Tax ID Number
671366734000
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Colonial, Federal, Manor
Levels/Stories
4
Waterfront
No
LISTING UPDATED: 12/26/2025 08:33 AM

Property Details for 21846 Trappe Road

StatusPending
MLS #VALO2111024
Days on Market9
Taxes$48,432 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1912
Lot Size571.00 AC / 24,872,760 SF
CountyLoudoun County

Location

Listing Courtesy of TTR Sotheby's International Realty
Add your commute

Virtual Tour

Building Information for 21846 Trappe Road

Stories4Year Built1912Building Size-Lot Size571.00 AC / 24,872,760 SF

Payment Calculator

$100,538 per month

30 year fixed, 6.15% Interest

Principal and Interest

$96,502

Property Taxes

$4,036

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 21846 Trappe Road

Location
Location
  • In City Limits: No
  • School District Name: LOUDOUN COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139189813
  • SchoolDistrictSource: Listing Agent
  • County: LOUDOUN
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $6,016,440
  • Year Assessed: 2025
  • County Tax: $48,432
  • Improvement Assessed Value: $5,121,950
  • City Town Tax: $0
  • Land Assessed Value: $9,485,800
  • Clean Green Assessed: No
  • Zoning: SEE ZONING WEBSITE
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Half Main Level: 3
All Upper Levels
  • # Bedrooms Count All Upper Levels: 11
  • # Bathrooms Count All Upper Levels: 10
  • # Bathrooms Full All Upper Levels: 9
  • # Bathrooms Half All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 8
  • # Bathrooms Count Upper Level: 7
  • # Bathrooms Full Upper Level: 6
  • # Bathrooms Half Upper Level: 1
Upper Level 2
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 3
  • # Bathrooms Full Upper Level: 3
Rooms
  • Stories: Main, Upper 1, Upper 2
Building Info
Building Info
  • Year Major Reno Remodel: 2001
  • Total Finished SQFT: 17,000.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 15,214.00
  • Total SQFT: 17,000.00
  • Total SQFT Source: Estimated
  • Construction Materials: Other
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8043/2439/4712/804324394712_512_384_WM_EtldGtX6jhM8fkr1.jpg
  • Basement Type: Partially Finished
  • Foundation Details: Concrete Perimeter
  • Room and Floor: Bathrooms Half-Main Level-1, Bathrooms Half-Main Level-2, Bathrooms Half-Main Level-3, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Upper Level 1-4, Bedrooms-Upper Level 1-5, Bedrooms-Upper Level 1-6, Bedrooms-Upper Level 1-7, Bedrooms-Upper Level 1-8, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Upper Level 1-3, Bathrooms Full-Upper Level 1-4, Bathrooms Full-Upper Level 1-5, Bathrooms Full-Upper Level 1-6, Bathrooms Half-Upper Level 1-1, Bedrooms-Upper Level 2-1, Bedrooms-Upper Level 2-2, Bedrooms-Upper Level 2-3, Bathrooms Full-Upper Level 2-1, Bathrooms Full-Upper Level 2-2, Bathrooms Full-Upper Level 2-3
  • # Bathrooms Full: 9
  • # Bathrooms Half: 4
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Parcel ID: 16524984
Parking
Parking
  • Type Of Parking: Driveway, Other
  • Parking Features: Circular Driveway, Paved Driveway
Interior Features
Interior Features
  • Fireplace: Yes
  • Fireplaces Count: 9
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Natural Gas
  • Hot Water: Natural Gas
  • Water Source: Well
  • Sewer Septic: Septic Exists
Confidential Data
Listing Office
  • List Agent AOR: Greater Capital Area Association of REALTORS
  • List Agent URL: danielheider.com

Property History for 21846 Trappe Road

DateEvent & SourcePriceAppreciation
Nov 22, 2025

Pending

BRIGHT #VALO2111024

—
Nov 22, 2025

Active Under Contract

BRIGHT #VALO2111024

—
Nov 21, 2025

Listed (Active)

BRIGHT #VALO2111024

$19,800,000—
DateEvent & SourcePrice
11/22/2025

Pending

BRIGHT #VALO2111024

—
11/22/2025

Active Under Contract

BRIGHT #VALO2111024

—
11/21/2025

Listed (Active)

BRIGHT #VALO2111024

$19,800,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 21846 Trappe Road

This home is within Loudoun County Public Schools.
Rating
School
Type
Grades
Distance
Banneker Elementary School
Public - PK to 5
Blue Ridge Middle School
Public - 6 to 8
Loudoun Valley High School
Public - 9 to 12
Middleburg Community Charter School
Charter - K to 5
Rating
School
Distance
Banneker Elementary School
PublicPK to 5

Blue Ridge Middle School
Public6 to 8

Loudoun Valley High School
Public9 to 12

Middleburg Community Charter School
CharterK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of TTR Sotheby's International Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 12/26/2025 08:33 AM