Chesapeake Mansion: Waterfront Elegance on 30 Acres

Chesapeake Mansion is an extraordinary 12,000-square-foot estate that sits on a sprawling 30-acre waterfront property, making it one of Maryland’s most premier destinations. Recognized as the #1 mansion in the state by “Trips to Discover,” this historic and luxurious estate has hosted the likes of Bravo’s Real Housewives and has been featured in Conde Nast Traveler as the Coolest Airbnb in Maryland. With meticulously updated interiors featuring bright colors and designer furnishings, the mansion blends elegance with modern comfort. The expansive property includes eight beautifully appointed bedrooms, each offering plush king and queen beds, and 11 luxurious bathrooms, providing the ultimate space for relaxation.

The mansion is designed for entertainment and enjoyment, featuring a private heated pool, billiards and ping pong tables, and a fitness room. Families will appreciate the kid-friendly amenities, including a mega outdoor playground and toys, while adventurers will love the brand-new 160-foot pier, perfect for cannonballing into the Chesapeake Bay. Whether hosting a gathering or simply unwinding in peace, Chesapeake Mansion offers the space and privacy to create lasting memories.

When you're ready to explore the area, nearby St. Michaels offers an array of activities. From strolling through historic streets lined with shops and restaurants to visiting the Chesapeake Bay Maritime Museum, there’s something for everyone. Take a scenic ride on the Oxford-Bellevue Ferry or visit nearby Tilghman Island for fresh seafood and stunning bay views. For nature lovers, Blackwater National Wildlife Refuge provides opportunities for birdwatching and quiet moments amidst the Eastern Shore’s natural beauty.

With every modern amenity thoughtfully included, Chesapeake Mansion is a true gem of the Eastern Shore, perfect for those seeking an exceptional retreat in a breathtaking waterfront setting.