Experience coastal living at its finest in this stunning fully furnished 5-bedroom, 4-bath waterfront retreat on the shores of Little Assawoman Bay within the manicured community of The Overlook. Perfectly positioned to capture panoramic bay views and unforgettable sunrises, this spacious home offers the ideal blend of luxury and comfort on an end lot facing the bay with a large side yard and long driveway. Designed for both entertaining and everyday enjoyment with whole house in ceiling sound system, the open-concept floor plan features expansive living spaces filled with natural light from the larger added windows when built, a well-appointed kitchen with large center island, and multiple gathering areas that seamlessly connect to outdoor decks overlooking the water. The generous primary suite provides a private waterfront sanctuary, while four additional bedrooms with a second primary offer ample space for family and guests. Both primaries offer recently added custom built in closets to stay organized. Step outside through one of four sliders to enjoy multiple levels of outdoor living, where sweeping bay vistas create a spectacular backdrop for morning coffee, evening cocktails, and waterfront entertaining. Dip your toes in the bay at the community beach or expansive pool at the waterfront community clubhouse with fully equipped gym, great room, and tiki bar by the pool. Be prepared for water activities with kayak racks, kayak launch and boat slips available for rent. Located just 4 miles from the beaches of Ocean City and Fenwick Island, this exceptional property combines tranquil waterfront living with easy access to Freeman Arts Pavilion, dining, shopping, golf, and coastal attractions. Whether you're seeking a year-round residence, or vacation getaway, this rare bayfront offering delivers the best of coastal living on Little Assawoman Bay.