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21384 Coopertown Road

TILGHMAN, MD 21671
  • $5,200,000
  • STATUS: Active
  • ON SITE: 54 Days
  • ID#: MDTA2012516
UPDATED: 35 min ago
$5,200,000
  • 20
    BEDS
  • 5
    ACRES
  • 21
    BATHS
  • 3
    1/2 BATHS
  • 14,035
    SQFT
  • $371
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1920
County:

School Ratings & Info

School District:

Description

*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**

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©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or ROSS | RESIDENTIAL | RE/MAX Realty Services. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-02-11T15:53:39.303.
www.rossrem.com/homes/171475978
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21384 Coopertown Road TILGHMAN, MD 21671

  • Price: $5,200,000
  • Status: Active
  • On Site: 54 Days
  • Updated: 35 min ago
  • ID#: MDTA2012516
20
Beds
21
Baths
3
½ Baths
5
Acres
14,035
SQFT
$371
$/SQFT
1920
Built
Neighborhood:
None Available
County:
Talbot
School District:
Talbot County Public Schools
Property Description
*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**
Exterior Features

Architectural Style Other Construction Materials Frame Garage YN No Parking Types Parking Lot Pool Yes - Personal View PanoramicWater Water Access YN No Water View YN Yes Waterfront YN No

Interior Features

Above Grade Fin SQFT 14035 Basement YN No Below Grade Finished Area 0 Below Grade Unfinished Area 0 Cooling Central A/CDuctless/Mini-Split Fireplace YN No Heating Heat Pump(s) Heating YN Yes Levels 2 Main Level Bedrooms 10 Upper Level1 Bedrooms 10

Property Features

Accessibility Features 2+ Access Exits Association YN No Central Air YN Yes Condo YN No Cooling Fuel Electric Heating Fuel Natural Gas Hot Water Multi-tank Navigable Water YN N New Construction YN No Original MLSNumber 804375543662 Ownership Interest Fee Simple Sale Type Standard Senior Community YN No Sewer Grinder Pump Structure Design Type Other Tax Annual Amount 0.00 Vacation Rental YN No Water Source Well Year Built Effective 2020 Zoning COMMERCIAL/RESIDENTIAL

Listing courtesy of Compass: .


©2026 Bright MLS, All Rights Reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or ROSS | RESIDENTIAL | RE/MAX Realty Services. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. Data last updated: 2026-02-11T15:53:39.303.
 
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