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21515 Trappe Rd, 
Upperville, VA 20185

$25,000,000

9

Beds

11

Baths

12,500

Sq Ft

Farm

Pending

Listed by

Alex Webel

Hall And Hall Partners, Llp

Last updated:

December 23, 2025, 08:29 AM

MLS#

653359

Source:

BRIGHTMLS

About This Home

21515 Trappe Rd

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.

Home Facts

Farm

11 Baths

9 Bedrooms

Built in 1795

Price Summary

25,000,000

$2,000 per Sq. Ft.

MLS #:

653359

Last Updated:

December 23, 2025, 08:29 AM

Added:

1 year(s) ago

Rooms & Interior

Bedrooms

Total Bedrooms:

9

Bathrooms

Total Bathrooms:

11

Full Bathrooms:

8

Interior

Living Area:

12,500 Sq. Ft.

Structure

Structure

Building Area:

12,500 Sq. Ft.

Year Built:

1795

Lot

Lot Size (Sq. Ft):

47,916,000

Finances & Disclosures

Finances

Price:

$25,000,000

Price per Sq. Ft:

$2,000 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls 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. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2025 Bright Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.