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.
Pending
$25,000,000
21515 Trappe Rd, Upperville, VA 20184
9beds
12,500sqft
Est.:
Farm
Built in 1795
1,100 Acres Lot
$-- Zestimate®
$2,000/sqft
$-- HOA
What's special
Phenomenal scenery and privacy
- 563 days |
- 1,030 |
- 18 |
Zillow last checked: 8 hours ago
Listing updated: November 03, 2025 at 06:45am
Listed by:
ALEX WEBEL 434-989-1199,
HALL AND HALL PARTNERS, LLP
Source: CAAR,MLS#: 653359
Originating MLS: Charlottesville Area Association of Realtors
Originating MLS: Charlottesville Area Association of RealtorsFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 9
- Bathrooms: 11
- Full bathrooms: 8
- 1/2 bathrooms: 3
- Main level bathrooms: 2
Rooms
- Room types: Bathroom, Bedroom, Full Bath, Half Bath
Primary bedroom
- Level: Second
Bedroom
- Level: Second
Bedroom
- Level: Third
Primary bathroom
- Level: Second
Bathroom
- Level: Second
Half bath
- Level: First
Heating
- Central
Cooling
- Central Air
Features
- Basement: Finished,Heated,Interior Entry
Interior area
- Total structure area: 12,500
- Total interior livable area: 12,500 sqft
- Finished area above ground: 10,900
- Finished area below ground: 1,600
Property
Parking
- Total spaces: 3
- Parking features: Attached, Garage, Garage Door Opener
- Attached garage spaces: 3
Lot
- Size: 1,100 Acres
Details
- Parcel number: 680378224000
- Zoning description: AR-2 Agricultural
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Farm
Materials
- Stick Built
- Foundation: Poured, Stone
Condition
- New construction: No
- Year built: 1795
Utilities & green energy
- Sewer: Septic Tank
- Water: Private, Well
- Utilities for property: Cable Available
Community & HOA
Community
- Security: Surveillance System
- Subdivision: NONE
HOA
- Has HOA: No
Location
- Region: Upperville
Financial & listing details
- Price per square foot: $2,000/sqft
- Tax assessed value: $22,165,160
- Annual tax amount: $42,784
- Date on market: 5/28/2024
- Cumulative days on market: 563 days
Estimated market value
Not available
Estimated sales range
Not available
$2,930/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/3/2025 | Pending sale | $25,000,000$2,000/sqft |
Source:  CAAR #653359 Report a problem | ||
| 4/29/2025 | Price change | $25,000,000-5.7%$2,000/sqft |
Source: CAAR #653359 Report a problem | ||
| 5/28/2024 | Listed for sale | $26,500,000-3.6%$2,120/sqft |
Source: CAAR #653359 Report a problem | ||
| 6/2/2023 | Listing removed | $27,500,000$2,200/sqft |
Source:  Bright MLS #VALO2029102 Report a problem | ||
| 6/22/2022 | Listed for sale | $27,500,000$2,200/sqft |
Source: Bright MLS #VALO2029102 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $42,927 -13.2% | $22,165,160 +5.8% |
| 2024 | $49,447 +15.7% | $20,951,490 +11.8% |
| 2023 | $42,731 -6% | $18,733,580 +3.8% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$149,393/mo
Principal & interest
$122935
Property taxes
$17708
Home insurance
$8750
Climate risks
Neighborhood: 20184
Nearby schools
GreatSchools rating
- 5/10Banneker Elementary SchoolGrades: PK-5Distance: 5 mi
- 7/10Blue Ridge Middle SchoolGrades: 6-8Distance: 11.7 mi
- 8/10Loudoun Valley High SchoolGrades: 9-12Distance: 12.3 mi
Schools provided by the listing agent
- Elementary: Banneker
- Middle: Blue Ridge
- High: Loudoun Valley
Source: CAAR. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
- Loading
