Rare opportunity to own TWO HOMES on 2.27 fully fenced acres in the highly desirable Golden Gate Estates! Behind a secure aluminum electronic entry gate, this exceptional estate offers privacy, versatility, and multi-generational living with two beautifully maintained residences. The main residence, a highly sought-after Gulfstream Homes Cayman Model, was built in 2006 and thoughtfully updated throughout. This spacious home features 4 bedrooms plus a den, 3 full bathrooms, elegant tile flooring throughout the main living areas, and rich wood flooring in the den. The gourmet chef’s kitchen is a showstopper with dual islands, GE Café appliances, custom cabinetry, Cambria quartz countertops, and abundant storage. The luxurious primary suite offers a true retreat with a spa-inspired bath, oversized walk-in closets, and premium finishes. Additional upgrades include a newer metal roof, plantation shutters throughout, and a whole-property reverse osmosis water system serving both homes. Built in 2019, the guest home is ideal for extended family, guests, rental income, or a home-based business. This private residence offers 2 bedrooms, 2 full bathrooms, tile flooring throughout, a modern kitchen with center island, stainless steel appliances, a spacious concrete patio, oversized garage, and additional storage space. Step outside and enjoy the peaceful Florida lifestyle with beautifully landscaped grounds, a charming wood gazebo, and a chicken coop for farm-fresh eggs. The expansive acreage provides endless possibilities for RVs, boats, trailers, recreational vehicles, gardening, pets, horses, or future expansion. Located in the heart of Golden Gate Estates, this unique compound combines luxury living, acreage, privacy, and income-producing potential while remaining just minutes from Naples shopping, dining, schools, golf courses, and Gulf beaches. A truly one-of-a-kind Southwest Florida estate offering the perfect blend of country living and modern convenience. Professional photos to follow!