This extraordinary property captures the essence of the Maine coast, with its dramatic rocky shoreline, iconic lighthouse and island views, and sweeping vistas across the Atlantic—all set on a meticulously maintained, level two-acre parcel at the southern tip of Southport Island. The classic Cape-style home offers approximately 5,600 square feet and the separate guest cottage has 1,400 square feet, with a total of 7,000 square feet to enjoy. The thoughtfully designed living space of the home features five bedrooms and four and a half baths, including a spacious first-floor primary suite. Crafted with an emphasis on quality and function, the home includes a dedicated office, a light-filled art studio, and a variety of flexible spaces to gather, work, and relax. Positioned to maximize the stunning easterly exposure, nearly every room offers breathtaking views of the ocean, boating activity, and unforgettable sun and moon rises. The home radiates warmth and casual elegance, with open-concept living areas, rich wood flooring, and wood burning fireplaces. Expansive porches, decks, and an in-ground heated pool invites seamless outdoor living. The separate 1,400-square-foot guest cottage is designed for year-round comfort and privacy, making it ideal for hosting family and friends. With 386' of waterfront, the sounds of crashing surf, seabirds, and the gentle hum of passing boats provide a constant connection to the sea. Additional features include raised garden beds, a separate workshop, and a wide, open lot that offers both beauty and functionality. This is one of the most remarkable properties in the Boothbay Harbor Region—a rare opportunity to own a premier piece of Maine's storied shoreline.