21515 Trappe Rd

Upperville, VA 20184

$25,000,000
Price
9
Beds
12,500 Sq. Ft.
— / Sq. Ft.
12,500
Sq. Ft.
—
per Sq. Ft.
Pending
Pending
a view of an ocean view
a view of swimming pool with an outdoor seating and large trees
a view of a swimming pool with an ocean view
a view of a city and an ocean view
a front view of a house with a yard
a view of a city with an ocean view
a view of yard in front of house with trees
a view of entryway
a view of entryway
a living room with furniture a chandelier and a fireplace
a living room with furniture a fireplace and a chandelier
a view of a livingroom with furniture window and wooden floor
a living room with fireplace furniture and a chandelier
a living room with furniture a fireplace and a large window
a bathroom with a toilet a sink and a mirror
a hallway with wooden floor windows and a chandelier
a bedroom with a bed and a fireplace
a view of a livingroom with a fireplace and window
a living room with furniture a fireplace and a chandelier
a bedroom with a bed and a couch
a bedroom with a bed and a fireplace
a living room with fireplace furniture and a wooden floor
a dining room with furniture a chandelier and a rug
a view of a dining room with furniture and a chandelier
a kitchen with lots of counter top space and wooden floor
a view of house with outdoor space and tall trees
a front view of a house with a yard
front view of a house with a yard
a view of a dining room with furniture a chandelier and wooden floor
a view of an empty room with white walls
an aerial view of a house having swimming pool
an aerial view of swimming pool with a table and chairs
a view of an ocean view
a view of an ocean from a balcony
a view of under construction room and staircase
a view of a swimming pool with an outdoor seating
a view of a lake with a big yard
a view of an ocean from a balcony
a view of a lake with a big yard
a view of a park with furniture
a view of a bunch of trees and bushes
a view of a park with large trees
a view of a grassy field with trees
a view of an ocean from a yard
a view of an ocean and beach
a view of an ocean and beach
a view of lake with lots of residential buildings and green space
a view of a house with a yard balcony and sitting area
a view of a lake with a mountain
a view of a lake view

Description

Landmark 1,100� acre estate in the heart of the Middleburg/Upperville hunt country. Steeped in history, Llangollen dates to 1795 and is anchored by a gorgeous 9-bedroom Colonial Revival house. Sited at the end of a mile long driveway, the house features sweeping 180-degree views over the property and surrounding landscape. Extensive improvements include 8 tenant cottages, numerous outbuildings, and 8 ponds, among others. Equestrian resources include a best-in-class polo facility, 7 barns, and expansive...Landmark 1,100� acre estate in the heart of the Middleburg/Upperville hunt country. Steeped in history, Llangollen dates to 1795 and is anchored by a gorgeous 9-bedroom Colonial Revival house. Sited at the end of a mile long driveway, the house features sweeping 180-degree views over the property and surrounding landscape. Extensive improvements include 8 tenant cottages, numerous outbuildings, and 8 ponds, among others. Equestrian resources include a best-in-class polo facility, 7 barns, and expansive turnout options. 700� acres of mostly level open ground, and 400� acres of forested land. Phenomenal scenery and privacy, yet only 1 hr to Washington, D. C. and 15 minutes to Middleburg. Under conservation easement, contact broker for details. Llangollen is a true generational asset in one of Virginia? s most iconic landscapes.
  1. Listed by ALEX WEBEL • HALL AND HALL PARTNERS, LLP
    P: (434)-989-1199 webel@hallandhall.com

Property Details for 21515 Trappe Road

Ownership
Other
Condo Coop Association
No
HOA
No
Style
Other
Levels/Stories
2.5
Garage
No
Subdivision
NONE AVAILABLE
Subdivision
NONE AVAILABLE (LOUDOUN VA)
LISTING UPDATED: 11/26/2025 12:28 AM

Property Details for 21515 Trappe Road

StatusPending
MLS #653359
Days on Market524
Taxes$42,784 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeFarm
MLS TypeFarm
Year Built1795
Lot Size1100.00 AC
CountyLoudoun County

Location

Listing Courtesy of HALL AND HALL PARTNERS, LLP
Add your commute

Building Information for 21515 Trappe Road

Building Size-Lot Size1100.00 AC

Payment Calculator

$125,411 per month

30 year fixed, 6.15% Interest

Principal and Interest

$121,846

Property Taxes

$3,565

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 21515 Trappe Road

Location
Location
  • School District Name: LOUDOUN COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139189813
  • SchoolDistrictSource: Listing Agent
  • Elementary School: BANNEKER (LOUDOUN VA)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: BLUE RIDGE (LOUDOUN VA)
  • MiddleSchoolSource: Listing Agent
  • High School: LOUDOUN VALLEY (LOUDOUN VA)
  • HighSchoolSource: Listing Agent
  • County: LOUDOUN
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Oriented: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2023
  • Zoning: AR-2
  • Zoning Dscrp: Agricultural
Rooms
Main
  • # Bedrooms Count Main Level: 0
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
All Upper Levels
  • # Bedrooms Count All Upper Levels: 9
All Lower Levels
  • # Bedrooms All Lower Levels: 0
Rooms
  • Room List: Full Bath, Half Bath, Additional Bedroom
  • Stories: Main
Rooms Information
Room 1
  • Room Type: Additional Bedroom
  • Room Level: Upper 1
  • Room Exists: Yes
Room 2
  • Room Type: Additional Bedroom
  • Room Level: Upper 1
  • Room Exists: Yes
Room 3
  • Room Type: Additional Bedroom
  • Room Level: Upper 1
  • Room Exists: Yes
Room 4
  • Room Type: Additional Bedroom
  • Room Level: Upper 1
  • Room Exists: Yes
Room 5
  • Room Type: Additional Bedroom
  • Room Level: Upper 2
  • Room Exists: Yes
Room 6
  • Room Type: Additional Bedroom
  • Room Level: Upper 2
  • Room Exists: Yes
Room 7
  • Room Type: Additional Bedroom
  • Room Level: Upper 1
  • Room Exists: Yes
Room 8
  • Room Type: Additional Bedroom
  • Room Level: Upper 1
  • Room Exists: Yes
Room 9
  • Room Type: Half Bath
  • Room Level: Main
  • Room Exists: Yes
Room 10
  • Room Type: Half Bath
  • Room Level: Main
  • Room Exists: Yes
Room 11
  • Room Type: Half Bath
  • Room Level: Main
  • Room Exists: Yes
Room 12
  • Room Type: Full Bath
  • Room Level: Upper 1
  • Room Exists: Yes
Room 13
  • Room Type: Full Bath
  • Room Level: Upper 1
  • Room Exists: Yes
Room 14
  • Room Type: Full Bath
  • Room Level: Upper 1
  • Room Exists: Yes
Room 15
  • Room Type: Full Bath
  • Room Level: Upper 1
  • Room Exists: Yes
Room 16
  • Room Type: Full Bath
  • Room Level: Upper 1
  • Room Exists: Yes
Room 17
  • Room Type: Full Bath
  • Room Level: Upper 1
  • Room Exists: Yes
Room 18
  • Room Type: Full Bath
  • Room Level: Upper 1
  • Room Exists: Yes
Building Info
Building Info
  • Building Total SQFT: 12500
  • Total Finished SQFT: 12,500.00
Interior Features
Interior Features
  • Fireplace: No
  • Accessibility Features: None
Utilities
Utilities
  • Utilities: CableAvailable
  • Heating: Yes
  • Cooling: No
  • Cooling Type: Central A/C
  • Heating Type: Central
  • Water Source: Well
  • Sewer Septic: Septic Exists
  • Internet Services: Cable
Confidential Data
Listing Office
  • List Agent AOR: Charlottesville Area Association of REALTORS (VA)

Property History for 21515 Trappe Road

DateEvent & SourcePriceAppreciation
Nov 3, 2025

Pending

BRIGHT #653359

—
Nov 2, 2025

Pending

CAAR #653359

—
Apr 29, 2025

Price Change

CAAR #653359

$25,000,000—
May 28, 2024

Listed (Active)

CAAR #653359

$26,500,000—
May 28, 2024

Listed (Active)

BRIGHT #653359

$26,500,000—
Jun 1, 2023

Expired

BRIGHT #VALO2029102

—
Jun 22, 2022

Listed (Active)

BRIGHT #VALO2029102

$27,500,000—
Dec 31, 2021

Expired

BRIGHT #VALO393148

—
Dec 31, 2021

Expired

BRIGHT #VALO391446

—
Sep 13, 2021

Price Change

BRIGHT #VALO393148

$27,500,000—
Sep 13, 2021

Price Change

BRIGHT #VALO391446

$27,500,000—
Jul 1, 2021

Listed (Active)

BRIGHT #VALO393148

—
Jul 1, 2021

Listed (Active)

BRIGHT #VALO391446

—
Jun 30, 2021

Expired

BRIGHT #VALO393148

—
Jun 30, 2021

Expired

BRIGHT #VALO391446

—
Jul 1, 2020

Listed (Active)

BRIGHT #VALO393148

—
Jul 1, 2020

Price Change

BRIGHT #VALO393148

$29,000,000—
Jul 1, 2020

Listed (Active)

BRIGHT #VALO391446

—
Jul 1, 2020

Price Change

BRIGHT #VALO391446

$29,000,000—
Dec 31, 2019

Expired

BRIGHT #VALO393148

$34,000,000—
Dec 31, 2019

Expired

BRIGHT #VALO391446

$34,000,000—
Aug 22, 2019

Listed (Active)

BRIGHT #VALO393148

$34,000,000—
Aug 22, 2019

Listed (Active)

BRIGHT #VALO391446

$34,000,000—
Jan 5, 2007

Closed

BRIGHT #VALO127530

$22,000,000—
Sep 14, 2006

Pending

BRIGHT #VALO127530

—
Aug 25, 2006

Listed (Active)

BRIGHT #VALO127530

$22,000,000—
DateEvent & SourcePrice
11/03/2025

Pending

BRIGHT #653359

—
11/02/2025

Pending

CAAR #653359

—
04/29/2025

Price Change

CAAR #653359

$25,000,000
05/28/2024

Listed (Active)

CAAR #653359

$26,500,000
05/28/2024

Listed (Active)

BRIGHT #653359

$26,500,000
06/01/2023

Expired

BRIGHT #VALO2029102

—
06/22/2022

Listed (Active)

BRIGHT #VALO2029102

$27,500,000
12/31/2021

Expired

BRIGHT #VALO393148

—
12/31/2021

Expired

BRIGHT #VALO391446

—
09/13/2021

Price Change

BRIGHT #VALO393148

$27,500,000
09/13/2021

Price Change

BRIGHT #VALO391446

$27,500,000
07/01/2021

Listed (Active)

BRIGHT #VALO393148

—
07/01/2021

Listed (Active)

BRIGHT #VALO391446

—
06/30/2021

Expired

BRIGHT #VALO393148

—
06/30/2021

Expired

BRIGHT #VALO391446

—
07/01/2020

Listed (Active)

BRIGHT #VALO393148

—
07/01/2020

Price Change

BRIGHT #VALO393148

$29,000,000
07/01/2020

Listed (Active)

BRIGHT #VALO391446

—
07/01/2020

Price Change

BRIGHT #VALO391446

$29,000,000
12/31/2019

Expired

BRIGHT #VALO393148

$34,000,000
12/31/2019

Expired

BRIGHT #VALO391446

$34,000,000
08/22/2019

Listed (Active)

BRIGHT #VALO393148

$34,000,000
08/22/2019

Listed (Active)

BRIGHT #VALO391446

$34,000,000
01/05/2007

Closed

BRIGHT #VALO127530

$22,000,000
09/14/2006

Pending

BRIGHT #VALO127530

—
08/25/2006

Listed (Active)

BRIGHT #VALO127530

$22,000,000

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

Schools near 21515 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.

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Listing Courtesy of HALL AND HALL PARTNERS, LLP

© 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 11/26/2025 12:28 AM