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  • $21,350,000

    21515 Trappe Rd, Upperville, VA 20184

    9beds
    12,500sqft
    Farm
    Built in 1795
    1,100 Acres Lot
    $-- Zestimate®
    $1,708/sqft
    $3,166 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $3,166/mo

    Zestimate® history
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    $126,848/mo

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    What's special

    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.

    Zillow last checked: 9 hours ago

    Listing updated: 16 hours ago

    Listed by:

    ALEX WEBEL 434-989-1199,

    HALL AND HALL PARTNERS, LLP

    Bought with:

    Unrepresented Buyer

    UnrepresentedBuyer

    Source: CAAR,MLS#: 653359MLS LogoOriginating MLS: Charlottesville Area Association of Realtors

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 9
    • Bathrooms: 11
    • Full bathrooms: 8
    • 1/2 bathrooms: 3
    • Main level bathrooms: 2
    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 & neighborhood

    Security
    • Security features: Surveillance System
    Location
    • Region: Upperville
    • Subdivision: NONE

    Price history

    DateEventPrice
    1/29/2026Sold$21,350,000-14.6%$1,708/sqft
    Source: CAAR #653359 Report a problem
    11/3/2025Pending sale$25,000,000$2,000/sqft
    Source: CAAR #653359 Report a problem
    4/29/2025Price change$25,000,000-5.7%$2,000/sqft
    Source: CAAR #653359 Report a problem
    5/28/2024Listed for sale$26,500,000-3.6%$2,120/sqft
    Source: CAAR #653359 Report a problem
    6/2/2023Listing removed$27,500,000$2,200/sqft
    Source: Bright MLS #VALO2029102 Report a problem

    Public tax history

    YearProperty taxesTax 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

    Neighborhood: 20184

    Nearby schools

    GreatSchools rating
    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.