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Sold for $3,900,000
  • $3,900,000

    21384 Coopertown Rd, Tilghman, MD 21671

    20beds
    14,035sqft
    Single Family Residence
    Built in 1920
    5 Acres Lot
    $3,881,400 Zestimate®
    $278/sqft
    $-- Estimated rent

    Home value

    $3,881,400

    Estimated sales range

    Not available

    Not available

    Zestimate® history
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    What's special

    Set on five acresLush gardensExpansive outdoor dining terracesExpansive private docking
    *A Once-in-a-Lifetime Chesapeake Bay Waterfront Offering – The Iconic Tilghman Island Inn* NOTE: Has public sewer and well. Welcome to a rare opportunity to own one of the most beautiful, fully reimagined waterfront hospitality properties on Maryland’s Eastern Shore. Set on five acres with sweeping views of the Chesapeake Bay, the Tilghman Island Inn is that extraordinary blend of romance, lifestyle, and investment that rarely becomes available. Established more than 50 years ago, the Inn has been transformed from top to bottom through a meticulous, comprehensive renovation. Today, it lives as a boutique luxury retreat with 20 uniquely designed guest rooms (five with gas fireplaces), a full-service waterfront restaurant and bar, expansive outdoor dining terraces, a sparkling 20' x 40' pool, lush gardens, and expansive private docking with the relaxed charm and quiet sophistication that define the Chesapeake Bay. Guests return year after year for the Inn’s serenity, sunset views, on-site dining, and proximity to St. Michaels, Easton, and Annapolis. For buyers, the value is just as clear: major improvements are already complete, systems are up to date, and recent guest ratings average about 95% across major travel platforms. Whether you envision this as a turnkey boutique hotel, a private family compound, a luxury event destination, or a future waterfront condominium development, the property is positioned for success. The Inn is legally configured as 20 residential condominium units offering flexibility. Property Features: 5-acre waterfront property, 15,000+ sq. ft. hotel and restaurant, 345 ft. vinyl seawall, 20 x 30 ft. T-Dock, 175 ft. floating dock with 7 additional boat slips, 20 uniquely designed guest rooms, 20 x 40 ft. in-ground pool, 30 x 12 ft. fully functional greenhouse, and Lush ornamental and raised bed vegetable gardens For investors seeking a premier turnkey hospitality venture or a high-value waterfront development opportunity, the Tilghman Island Inn presents a rare chance to own an Eastern Shore gem with limitless potential. **NOTE: FOR BROCHURE & VIDEO CONTACT AGENT**

    Zillow last checked:

    Listing updated:

    Listed by:

    Angela Simonelli 410-200-0414,

    Compass,

    Co-Listing Agent: Stephen M Karbelk 571-481-1037,

    CENTURY 21 Commercial New Millennium

    Bought with:

    Cornelia C Heckenbach, 513948

    Long & Foster Real Estate, Inc.

    Source: Bright MLS,MLS#: MDTA2012516MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 20
    • Bathrooms: 24
    • Full bathrooms: 21
    • 1/2 bathrooms: 3
    • Main level bathrooms: 14
    • Main level bedrooms: 10
    Basement
    • Area: 0
    Heating
    • Heat Pump, Natural Gas
    Cooling
    • Central Air, Ductless, Electric
    Appliances
    • Included: Water Heater
    Features
    • Has basement: No
    • Has fireplace: No
    Interior area
    • Total structure area: 14,035
    • Total interior livable area: 14,035 sqft
    • Finished area above ground: 14,035
    • Finished area below ground: 0

    Property

    Parking
    • Parking features: Parking Lot
    Accessibility
    • Accessibility features: 2+ Access Exits
    Features
    • Levels: Two
    • Stories: 2
    • Has private pool: Yes
    • Pool features: Private
    • Has view: Yes
    • View description: Panoramic, Water
    • Has water view: Yes
    • Water view: Water
    Lot
    • Size: 5 Acres
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: MULTIPLE TAX RECORDS
    • Zoning: COMMERCIAL/RESIDENTIAL
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Other
    • Property subtype: Single Family Residence
    Materials
    • Frame
    Condition
    • New construction: No
    • Year built: 1920
    • Major remodel year: 2020

    Utilities & green energy

    • Sewer: Grinder Pump
    • Water: Well

    Community & HOA

    Community
    • Subdivision: None Available
    HOA
    • Has HOA: No
    Location
    • Region: Tilghman

    Financial & listing details

    • Price per square foot: $278/sqft
    • Date on market: 12/18/2025
    • Listing agreement: Exclusive Right To Sell
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    6/1/2026Sold$3,900,000-25%$278/sqft
    Source: Bright MLS #MDTA2012516 Report a problem
    5/29/2026Pending sale$5,200,000$371/sqft
    Source: Bright MLS #MDTA2012516 Report a problem
    3/3/2026Contingent$5,200,000$371/sqft
    Source: Bright MLS #MDTA2012516 Report a problem
    12/18/2025Listed for sale$5,200,000$371/sqft
    Source: Bright MLS #MDTA2012516 Report a problem

    Public tax history

    Tax history is unavailable.

    Neighborhood: 21671

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • District: Talbot County Public Schools

    Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $3,881,400
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $3,881,400