27 Wigwam Road

Tucked near one of Nantucket’s most beloved South Shore beaches, this 5-bedroom, 4.5-bath upside-down beach house is a true coastal gem. Designed for both comfort and style, the home features soaring wood-beamed ceilings, an intricately inlaid compass rose in the hardwood floors, and a classic widow’s walk offering panoramic ocean views. With three distinct living areas—one on each level—plus a loft, there’s room for everyone to spread out or come together. The well-appointed kitchen opens seamlessly to the dining area and sunny second-floor decks, perfect for entertaining. With room for a pool, stunning ocean-facing vistas, and exceptional character inside and out, this home offers the ultimate Nantucket lifestyle.