Welcome to a truly rare opportunity in the highly sought after Oakes Estates, an area experiencing strong high end growth and redevelopment. Situated on an expansive 2.5 acre parcel, this unique estate offers two single family pool homes with no HOA fees and access to top rated school districtsa combination that is increasingly hard to find. The main residence offers a flexible layout and serves as a true blank canvas, providing an exceptional opportunity to personalize and transform the space into your ultimate dream home. Architectural highlights include soaring ceilings exceeding 20 feet in select areas, a working fireplace, custom wood cabinetry, wood cased windows, and quality Decora and KitchenAid appliances. Southern exposure fills the home with natural light, while the oversized garage, expansive lanai, pool, and dedicated pool bath make entertaining effortless. The second residence, offering over 1,300 square feet, is perfectly positioned at the rear of the property, providing excellent privacy and separation from the main home. Built in 2000 with solid CBS construction, this charming three bedroom, two bath home features an open kitchen, two car garage, and a private plunge pool. Currently tenant occupied, it presents an ideal opportunity for rental income, guest accommodations, or the flexibility to live in the second home while completing your dream estate. This exceptional property allows for multiple lifestyle and investment optionslive in one home and rent the other, accommodate multi generational living, or hold both as a strategic long term asset. Enjoy the freedom of estate style living while remaining just minutes from shopping, dining, and all that Naples has to offer. A rare opportunity to own two homes on one estate in Oakes Estatesproperties like this seldom come available.