645 S Orleans Road ''Topside'' is a rare offering in an iconic waterfront setting, showcasing unparalleled 270-degree vistas of Pleasant Bay. Designed with distinctive charm, the upper-level bunk room opens to a deck reminiscent of a ship, granting sweeping views across the water to Eastward Ho, Chatham Yacht Club, and the Atlantic beyond. This enchanting home features 5 bedrooms, 4.5 baths, and thoughtfully designed spaces, both indoors and out, perfect for entertaining or quiet reflection by the water. With private access to a dock, mooring, and stairs leading to the bay, this property invites a lifestyle of coastal serenity. A proposed condominium plan, currently in progress, envisions shared parking, common spaces, and dock access between Topside and the neighboring boathouse. Whether embraced as a peaceful retreat or an investment opportunity, Topside offers a once-in-a-lifetime chance to experience the essence of Cape Cod living, blending timeless charm with boundless potential for the discerning buyer.