Where centuries-old live oaks frame tranquil bay views, 11 Bennett offers a rare expression of timeless coastal architecture within the gated waterfront community of Churchill Oaks. Positioned on a private corner homesite, this bespoke residence was thoughtfully designed to maximize natural light, privacy, and effortless indoor-outdoor living, creating a home that feels both grand and remarkably serene. Spanning 4,144 square feet, the four-bedroom, five-and-a-half-bath residence welcomes you with soaring ceilings, rich wood flooring, and walls of mahogany French doors that invite the outdoors in. At the heart of the home, the great room is anchored by a striking Venetian plaster fireplace, while the chef's kitchen is a true work of craftsmanship, featuring custom cabinetry, a hand-finished metal range hood, dual-fuel range, handset tile, and cypress tongue-and-groove ceilings that continue the home's exceptional level of detail. The primary suite serves as a private sanctuary, offering a spa-inspired bath adorned with marble finishes, a freestanding soaking tub, and a beautifully appointed walk-in shower designed for everyday indulgence. An elevator provides seamless access to the upper level, where an expansive second living retreat serves as the heart of the space, thoughtfully designed as a bunk lounge and gathering area that offers exceptional flexibility for hosting family and guests. Perfect as a media room, game room, additional lounge, or overflow sleeping space, this inviting retreat creates the feel and function of an additional living area while enhancing the home's ability to comfortably accommodate larger gatherings. Three spacious guest suites, each thoughtfully appointed with en suite baths, complete the upper level. More than 1,000 square feet of covered porches and patios extend the living experience outdoors, creating inviting spaces for alfresco dining, evenings beside the outdoor fireplace, or simply enjoying the peaceful surroundings beneath the canopy of mature oaks. The upstairs porch shown is a conceptual rendering, thoughtfully presented to illustrate the intended design vision. Residents of Churchill Oaks enjoy an exceptional waterfront lifestyle with a private deep-water marina, bayfront clubhouse, resort-style pools, fitness center, and picturesque walking trails, all just minutes from the white-sand beaches, acclaimed dining, and boutique shopping along 30A. Designed to stand apart and built to endure for generations, 11 Bennett presents a rare opportunity to own a truly one-of-a-kind residence where craftsmanship, privacy, and the natural beauty of South Walton come together in perfect harmony.