Discover a masterfully crafted Florida Vernacular estate in the heart of Oakes Estates, Naples, FL, where expert craftsmanship meets timeless design. This stunning property offers a main house, guest house, and expansive outdoor spaces, all designed with quality and longevity in mind. The main home features 3 bedrooms plus a den. Soaring 10-ft ceilings and 8-ft doors throughout create an open and airy feel, while prairie-style windows enhance its architectural charm. The interior showcases custom, locally crafted solid rock maple cabinetry and unstained white oak flooring, adding warmth and character to the home. The primary suite boasts a one-piece marble shower and a custom walk-in closet. Functionality meets convenience with a whole-house reverse osmosis system, a new exterior and interior paint job, and masonry construction. The home is designed with no interior load-bearing walls, allowing for a flexible floor plan for potential future updates. Extra-deep garages provide ample storage, and the property includes an air-conditioned shed. Additional features include a central vacuum system with a new motor, copper plumbing, a newer water heater, and a 5-ton AC. The guest house, built in 2006, offers 1,100 sq. ft. under air with 2 bedrooms and 1.5 baths. It features polished concrete floors, impact-resistant PGT windows, and high-end finishes, including granite countertops and luxury German cabinetry. Stainless steel appliances complete the modern kitchen, making it a perfect retreat for guests or extended family. Outdoor living is a dream with a 3/4 wraparound porch that exudes Florida Vernacular charm. The property includes a gunite pool with a new filter recently installed. A tranquil canal in the backyard provides a perfect spot for fishing, with large-mouth bass, peacock bass, snook, and gar frequently found in the waters. Situated in Zone X, flood insurance is not required. The home sits 50 inches above the crown of the road, ensuring an elevated and secure foundation. This estate seamlessly blends luxury, durability, and thoughtful design, creating a home that is as functional as it is beautiful. Enjoy the serene, private setting of Oakes Estates while being just minutes from Naples' world-class dining, shopping, and beaches. Schedule a private showing today and experience this one-of-a-kind property for yourself!