MLS Listings for Sale in St. Michaels, MD

MLS Listings for Sale in St. Michaels, MD

Exceptional custom waterfront home on Harris Creek offering an ideal setting for boating, kayaking, paddleboarding and relaxed days on the water. Perfectly suited for a discerning second-home buyer or full-time Eastern Shore living, this five-bedroom, three-and-a-half-bath residence blends thoughtful design with an effortless waterfront lifestyle. A dramatic two-story foyer welcomes you into light-filled living spaces designed for gathering and entertaining. Red oak hardwood floors complement custom built-ins, multiple fireplaces and expansive windows capture tranquil water views. The beautifully appointed kitchen features Kitchen- Aid appliances, granite countertops, butler’s pant

MLS Listings for Sale in St. Michaels, MD

Nice location, in small water front community, 15 min to St Michaels. Corner lot and drive way for parking, would make nice weekend get away or summer home. Check it out

MLS Listings for Sale in St. Michaels, MD

Experience exceptional waterfront living in this custom-built home set on a private, 3-acre lot. Designed to maximize comfort and connection to the outdoors. The spacious floor plan includes a dedicated office, a cozy den and a gourmet kitchen. The oversized garage and separate laundry room are an added bonus to this perfect property. This custom designed and built - one of a kind home is conveniently located between Easton and St. Michaels. Large primary bedroom with ensuite bath. Every bedroom features direct access to the expansive deck, creating a seamless indoor–outdoor lifestyle and offering the perfect place to enjoy quiet moments. Step outside to your own resort-like escape.

MLS Listings for Sale in St. Michaels, MD

Generational Waterfront Farm. Magnificent Building site on the Miles River on 50+ acres. Private tree-lined driveway passing through productive fields, mature evergreen and deciduous trees. There is a brick cape cod on the property and an outbuilding that should be considered a footprint for future development. Existing well, pier and bulkhead area on the cove (Newcomb Creek). Over 1500 of shoreline. 4 miles from St. Michaels and 5 miles from Easton. Incredible Sunrises and Sunsets, Remarkable true point of land with panoramic views, great waterfowl and deer hunting. Property includes large block of woods on other side of Rt 33 (approx. . 30+ acres). Owner has approval to be hooked up to pu

MLS Listings for Sale in St. Michaels, MD

Charming 5-Bedroom Cape Cod on 4 Private Acres with Pool, Sunroom & Endless Outdoor Beauty Welcome to your dream retreat! Tucked away on 4 private, park-like acres, this beautifully maintained 5-bedroom, 3.5-bath Cape Cod blends timeless charm with thoughtful modern updates. Relax or entertain with ease—whether you're enjoying summer afternoons by the in-ground pool (with a 20-year liner, only 5 years old), gathering on the expansive 800 sq. ft. poolside patio, or unwinding in the bright four-season sunroom. Inside, the inviting living room features a 3-year-old wood stove insert with triple-lined chimney pipe, creating a cozy atmosphere on cool evenings. The freshly renovated 2

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.