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$5,200,000
2 Days On Site

21384 COOPERTOWN ROAD
TILGHMAN, MD 21671

For Sale|Commercial Sale|Active
0
Beds
0
Total Baths
14,035
SqFt
$371
/SqFt
1920
Built
County:
TALBOT
Listing courtesy of Compass
Call Now: (443) 274-1100
Is this the listing for you? We can help make it yours.
(443) 274-1100
21384 COOPERTOWN ROAD21384 COOPERTOWN ROAD21384 COOPERTOWN ROAD21384 COOPERTOWN ROAD
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Monthly Payment (Est.)

$23,725
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

*A Once-in-a-Lifetime Chesapeake Bay Waterfront Offering – The Iconic Tilghman Island Inn* 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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Listing Snapshot
Price 
$5,200,000
Days On Site 
2 Days
Bedrooms 
N/A
Inside Area (SqFt) 
14,035 sqft
Total Baths 
N/A
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
5 Acres
Year Built 
1920
MLS® Number 
MDTA2012440
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
yesterdayListing updated with changes from the MLS®
3 days agoListing first seen on site
General Features
Acres 
5
Additional Property Use 
CommercialDevelopmentInvestment
Parking 
Parking Lot
Parking Spaces 
45
Special Circumstances 
Standard
SqFt Total 
14035
Water Source 
Well
Zoning 
COMMERCIAL/RESIDENTIAL
Interior Features
Cooling 
Central AirDuctlessElectric
Heating 
Natural GasHeat Pump
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Exterior Features
Construction Details 
Frame
View 
WaterPanoramic
Waterview 
WaterPanoramic
Community Features
School District 
TALBOT COUNTY PUBLIC SCHOOLS
Schools
School District
TALBOT COUNTY PUBLIC SCHOOLS
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing courtesy of Compass



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Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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