Under contract-accepting backup offers. Welcome to the Sanderling Club, one of Siesta Key's exclusive and sought-after neighborhoods, offering luxury living in the heart of paradise. As the island's only gated single-family home community with 24-hour staffed security, Sanderling Club is renowned for its breathtaking beachfront properties, lush landscapes and outstanding amenities. This unique property offers two separate residences, with new roofs and exterior paint, and includes a combined four bedrooms, four bathrooms and 3,766 square feet of refined living space, including additional non-conforming living areas. Among grand live oaks and overlooking the waters of the Heron Lagoon with a combined nearly 50 acres of tranquil waters -- a kayak enthusiast's dream -- the home is designed to embrace natural beauty that surrounds it. The main residence was originally built in 1960 and completely remodeled in 2010, featuring beautiful, polished travertine floors, soaring vaulted ceilings with skylights that illuminate the main living areas, and custom built-ins throughout. A modern chef's kitchen showcases rich-toned cabinetry, stone countertops, a five-burner gas cooktop, built-in stainless steel ovens and refrigerator, a spacious pantry, and a large laundry room with built-in desk and ample storage. This home also features an open-concept den with built-ins. The dining room, wrapped in a wall of impact glass windows with lanai access, creates an ideal space for casual living and elegant entertaining. The private owner's/primary suite occupies the entire upper level, offering an en-suite bath, private viewing deck, custom built-in bamboo cabinetry and convenient access to the guest house/in-law suite. The ground level includes a bedroom, bath, flex room with kitchenette, and an air-conditioned one-car garage with new epoxy-coated floors and 13-by-21-foot loft storage space. The guest house, with elevator access, was built in 2008 and features a combined living room and kitchen space, two bedrooms, a full bath, laundry facilities, two-car garage with additional storage and expansive decks overlooking the tropical landscaped backyard and Heron Lagoon waters -- the ideal retreat for guests or extended family. The expansive backyard offers space to create your tropical oasis, with room for a pool and spa. Sanderling Club's premier amenities include new Har-Tru tennis courts, pickleball, playground and a newly remodeled clubhouse (coming soon). Boat slips, when available, offer direct access to Sarasota Bay, the Intracoastal Waterway and the Gulf. All of this is just minutes from Siesta Key's world-famous crystal quartz sand beaches and the charming shops and restaurants of Siesta Village. Plus, downtown Sarasota's vibrant arts and culture scene -- with its theaters, ballet, opera, museums, galleries and shopping -- is just a short drive away. Don't miss this rare opportunity to experience the best of coastal luxury living on Siesta Key.