MLS Listings for Sale in St. Michaels, MD

MLS Listings for Sale in St. Michaels, MD

Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been completely renovated from top to bottom, showcasing impeccable finishes, custom millwork, and thoughtfully designed spaces throughout. Sunlight pours through large windows that frame panoramic views of the creek and surrounding landscape. The home features two luxurious primary suites, each offering a priv

MLS Listings for Sale in St. Michaels, MD

BEST KEPT SECRET OF THE EASTERN SHORE ! CHARMING WATERFRONT VILLAGE WITH COMMUNITY CENTER AND FABULOUS WATER ACCESS JUST 4 MILES FROM HISTORIC ST MICHAELS. THE HISTORIC STEAMBOAT LANDING IS THE VILLAGERS WATERFRONT HANG OUT. THERE IS ALSO A POPLUAR SANDY BEACH TO ENJOY THE BAY. THIS SPACIOUS SOLID HOME HAS BEEN UPDATED WITH REPLACMENT WINDOWS, NEW SIDING, HVAC. THE INTERIOR IS IN NEED OF SOME UPDATING . WOOD FLOORS ARE COVERED WITH LINEOLEUM. THERE IS A CHARMING STUDIO WITH WOOD FLOOR AND WINDOW UNIT, THE DETACHED 2 CAR GARAGE HAS ATTIC STORAGE AND AN ATTACHED WORKSHOP. THE BEAUTIFUL LARGE LOT BACKS UP TO FIELDS. THE HOME IS A SHORT STROLL TO THE WATERFRONT LANDING. SELLER TO GIVE A $ 1

MLS Listings for Sale in St. Michaels, MD

* * Discover Your Waterfront Oasis in Royal Oak * * Nestled in the charming town of Royal Oak, these exceptional waterfront properties present breathtaking views of Oak Creek, conveniently located near the Miles River and the renowned Chesapeake Bay. Positioned between the picturesque communities of Saint Michael’s and Easton, this rare gem boasts approximately 541 feet of pristine water frontage, enhanced by a newly installed bulkhead as of summer 2025. Comprising two distinct parcels, both properties offer expansive water vistas that are truly captivating. Imagine enjoying serene afternoons by one of the two existing pools, each perfectly situated to overlook the tranquil waters.

MLS Listings for Sale in St. Michaels, MD

Welcome to Deep Neck Farm Lane, a stately waterfront farm overlooking Broad Creek with sweeping west and southwest views that stretch over the Choptank River to the Western Shore. This extraordinary estate captures dramatic sunsets, summer breezes, and shelter from northern winds, all from an unrivaled vantage point. Built in 2006 by a builder for their family, the 8,500± square foot residence provides thoughtful design and enduring craftsmanship. The home was built for hosting and gathering. Seven ensuite bedrooms welcome family and friends, while soaring ceilings, three fireplaces, and a cozy morning room with a wood stove set the tone for gracious living. The turret, perched to ca

MLS Listings for Sale in St. Michaels, MD

This extraordinary 10.6± acre property on the Choptank River and Harris Creek has been fully renovated, offering 1,500± feet of waterfrontage, a private 172’ L-shaped pier with boat lift, and sweeping views from nearly every room. The home’s interiors balance craftsmanship with modern convenience. The first-floor kitchen features Kraft Maid cabinetry, granite countertops, and stainless steel appliances, while the second floor adds a Sanibel cabinetry wet bar with granite surfaces and a wine cooler—ideal for entertaining. Warm details include hand-crafted oak beams and ceiling on the main level, custom poplar beams upstairs, and brick fireplaces with artisan o

MLS Listings for Sale in St. Michaels, MD

Absolutely stunning mid-century contemporary estate offering a private , park-like setting, with heated swimming pool, pavilion, luxurious fully equipped outdoor- kitchen, outdoor shower, in -ground hot tub , tennis court, and maintenance -free Azek pier with new 30K lb. boat lift. Meticulously maintained inside and out! Professionally landscaped with WiFi controlled front/rear irrigation system. The superbly designed and crafted home offers an open floor-plan with 4 bedrooms and an office, 3.5 designer baths with heated floors, , a magnificent gourmet kitchen, upper and lower level living areas providing outstanding functionality. Breathtaking water- views and protected shoreline! Th