Experience the ultimate in coastal living with this extraordinary waterfront compound, privately nestled in the sought-after Holiday Beach community. This rare offering features a spacious main residence, a fully renovated guest cottage, plus a 56 Foot Harbor Master Boat which can be used to generate an AirBnb income and has two bedrooms, two bathrooms a kitchen and so much more! The main house welcomes you with a flowing layout that includes a dramatic great room, formal living room, elegant dining area, and a bright eat-in kitchen. The expansive primary bedroom boasts its own private terrace with stunning water views, while two additional bedrooms, a dedicated home office with its own bathroom, 2.5 more baths, and a full laundry room complete the interior. Step outside onto multiple levels of decks that offer panoramic views and unforgettable sunrises over the water. The guest cottage is a retreat in itself, beautifully renovated with vaulted ceilings and sophisticated finishes. It features a large ensuite primary bedroom with a generously sized walk-in closet, a versatile second bedroom/loft, and an open-concept family room with a cozy fireplace and dining area. The high-end eat-in kitchen is a chef's dream, outfitted with sleek stone countertops, custom Ciuffo cabinetry, and premium stainless steel appliances. The cottage also includes its own laundry area and private garage. Outdoor living is just as impressive, with a stylish cabana with shower, a cold plunge pool or tub, and expansive decking that invites relaxation and entertaining. A deepwater dock extends 150 feet and includes water and electric, offering easy access to the inlet and bay for boating enthusiasts. Additional features include ductless air conditioning, central vacuum system, and deeded beach rights to Holiday Beach. Located just minutes from the Hamptons, this exceptional property provides easy access to world-class shopping, dining, and pristine beaches, all while offering the privacy and tranquility of a waterfront sanctuary. Call today for a private showing.