Under contract-accepting backup offers. Distinctive Longboat Key Estate with Golf Course Views & Effortless Beach Access. One of just 31 private estates behind the guarded gates of the Longboat Key Club, this exceptional residence offers over 5,100 square feet of thoughtfully designed living space with a striking architectural presence rarely found in the area. The open layout includes five en-suite bedrooms, a dedicated office, and a versatile bonus room ideal as a second office, media room, or play space. At the heart of the home, a dramatic two-story living room with vaulted ceilings sets the tone for both grand entertaining and everyday comfort. A formal staircase greets guests near the entry, while a spiral stairwell connects the garage and mudroom to the kitchen and upper level. A three-stop elevator ensures easy access to all floors. The magazine-worthy sitting room is framed by oversized windows that invite natural light and lush views, creating the perfect space to start the day with coffee or unwind with a book. The adjacent kitchen boasts dual islands and high-end Kitchen Aid appliances, and the formal dining room accommodates larger gatherings with ease. Outdoors, the heated infinity-edge pool offers a front-row seat to the fairways of the Longboat Key Club golf course, providing a tranquil backdrop of lush greens and daily activity. The dedicated pool bathroom enhances the convenience, while a covered outdoor dining area and summer kitchen with grill invite year-round al fresco living. This home has been thoughtfully updated with a 5-year-old tile roof and ES hurricane impact windows and doors, ensuring peace of mind and long-term investment protection. Generous closet and storage spaces throughout, include large walk-ins and a “Florida Basement” adjacent to the three-car garage. Set just across the street from Regent Court, one of Longboat Key’s most exclusive Gulf-front streets and the site of the most expensive residential sale in the Sarasota region (over $30 million), this estate offers the rare opportunity to live among the highest echelon of Gulf Coast properties. The south end of Longboat Key offers unmatched convenience, placing you just minutes from fine dining, shopping, and cultural attractions. Membership to the Longboat Key Club is optional but available, unlocking 500+ acres of luxury amenities including 45 holes of championship golf, tennis and pickleball courts, five restaurants, a spa, private beach club, marina, and fitness center. And with public beach access just three homesites away, your toes can be in the sand within 3–4 minutes of leaving your front door.