21384 Coopertown Road
Tilghman, MD, 21671 $ 5,200,000
Bedrooms20 Baths21.3 Sq 14,035 Monthly Estimate*
$ 32,441
for $5,200,000 with 20 bedrooms and 21 full baths, 3 half baths. This 14,035 square foot home was built in 1920 on a lot size of 5.
*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 Marylands 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 Inns 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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FeaturesGeneralLiving Area 14035
Sewer Grinder Pump
Heating Heat Pump(s)
Cooling Central A/C Ductless/Mini-Split
Possession 0-30 Days CD 120-180 Days 31-60 Days CD 61-90 Days CD 90-120 Days CD
Zoning COMMERCIAL/RESIDENTIAL
Architectural Style Other
Construction Materials Frame
School District TALBOT COUNTY PUBLIC SCHOOLS
Year Built 1920
View Panoramic Water
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility 2+ Access Exits
County TALBOT
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 21
Status ACTIVE
Directions Turn left onto the ramp toward US-50 E/US-301 N then take the exit toward US-50 E/Ocean City. Turn right onto Easton Bypass (MD-322) then right again onto St Michaels Road (MD-33). Keep left to stay
City TILGHMAN
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 217800.00
Tax Annual Amount 0.0
Structure Type Other
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 11
Bathrooms Count Main Level 14.00
Price Per Sq Ft Total AG 370.5
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
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InteriorHeating Fuel Natural Gas
Hot Water Multi-tank
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N N
Above Grade Finished Area 14035
Half Baths 3
Central Air Y/N Y
Total Bedrooms 20
Below Grade Finished Area 0
Main Level Bedrooms 10
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 24
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ExteriorPool Yes - Personal
Water Source Well
Type of Parking Parking Lot
Water View Y/N Y
Lot Size Acres 5.00
Lot Size Source Estimated
Waterfront Y/N N
Land Assessed Value 0.00
Navigable Water Y/N N
Water Oriented Y/N N
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* Excluded FeaturesList Byangela.simonelli@compass.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $32,441
- Monthly Property Taxes
- --
- Monthly Home Insurance
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Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Tilghman, MD
Average List Price $1,194,845
Percent of Sale Price 77%
About Tilghman, MD 721 Population
-11% Since 2002
$ 68,182 Median Income
57.08 Median Age
8% Households with Children
Trends Information provided by ATTOM Data Solutions.
3533924 Elementary School
3534231 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 12/18/2025 | $5,200,000 | | Listed Price |