Arguably one of the most spectacular boating estates on Siesta Key, this iconic, majestic home enjoys unique deep sailboat water on two sides (103' each) with dockage on the bay and bayou. Poised on a stunning, 2/3-acre property, this rare offering is a boater's dream. Beautifully updated, this five-bedroom, office, three-and-a-half-bath residence additionally offers a waterfront one-bedroom, one-bath guesthouse. The circular drive leads to a covered portico and front entry. Through art glass doors you'll enter the large foyer featuring a custom spiral staircase leading to a light-filled yoga studio/reading room, offering wraparound windows and breathtaking 360-degree water views. This home is designed for entertaining; the music and dining rooms flank the front entry and lead to the large, open-air balcony overlooking the bay. The casual dining room boasts soaring ceilings, built-in cabinetry, fireplace and wine cooler, and flows easily to the spacious great room and contemporary chef's kitchen featuring custom cabinetry, granite countertops, high-quality appliances, large island and coffered ceiling. Gleaming hardwood floors are found throughout most of the main living areas. Relax in the oversized owner's suite featuring a generous, luxurious en-suite bath. An office, two en-suite guest bedrooms, media room, laundry and half bath complete the main floor. Ride the two-sided elevator from the ground-floor pool cabana and 2,500-square-foot, six-plus-car garage, with plenty of room for a car collection, boat storage with additional AC storage. On the west side of the home, a rear balcony, perfect for alfresco dining at sunset, overlooks the waterfront and heated saltwater pool and spa in the expansive screened, paver lanai with covered and open areas. Other outdoor areas include a covered dining and grilling pavilion, a private, tropical beach with swinging loungers, and rear deep-water dockage with a 14,000-pound lift and kayak launch. A new aluminum roof - installed 8/2022. For the ultimate in Florida living, an extension of the property is the rare, private, fenced bayfront yard with patio, multiple docks and two boat lifts for larger vessels. Boat with quick access to Sarasota Bay, Big Pass and the Gulf of Mexico. Fish, paddleboard or kayak from your own bayfront dock and marvel at the many dolphins and manatee that you'll see daily. Conveniently located in one of the key's most coveted enclaves, Shell Beach is a favorite nearby spot to savor blazing sunsets. The famous white quartz Siesta Key Beach sand and azure Gulf waters are minutes away. Hospitals and excellent schools, including nationally acclaimed Pine View School, are a short drive, and Sarasota's vibrant downtown, with restaurants, shopping, entertainment and cultural events, is a short 10 minutes by auto over the Siesta Drive Bridge.