21384 Coopertown Road
Tilghman, MD, 21671 $ 5,200,000
Bedrooms-- Baths-- Sq 15,000 Monthly Estimate*
$ 32,441
for $5,200,000. This 15,000 square foot building was built in 1920 on a lot size of 5.
*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 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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FeaturesInteriorHeating Fuel Natural Gas
Hot Water Multi-tank
Heating Y/N Y
Central Air Y/N Y
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GeneralSewer Grinder Pump
Heating Heat Pump(s)
Cooling Central A/C Ductless/Mini-Split
Possession Settlement
Zoning COMMERCIAL/RESIDENTIAL
Construction Materials Frame
Year Built 1920
View Panoramic Water
Property Subtype Other
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Business Type Hotel/Motel
Accessibility 2+ Access Exits
County TALBOT
New Construction N
Property Type Commercial Sale
Possible Use Bar/Tavern/Lounge Commercial Development Food & Beverage Hotel/Motel Investment Restaurant Spa Special Purpose
Water Access Y/N N
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
Number Of Units Total 1
Lot Size Units Square Feet
Lot Size Square Feet 217800.00
Tax Annual Amount 0.0
Price Per Sq Ft Total AG 370.5
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
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ExteriorWater Source Well
Type of Parking Parking Lot
Water View Y/N Y
Building Area Total 14035.00
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
- --
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 NearbyCommerical listings in Tilghman, MD
Average List Price $0
Percent of Sale Price 100%
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.
2136830 Elementary School
2137124 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 12/18/2025 | $5,200,000 | | Listed Price |