One or more photo(s) has been virtually staged. Welcome to your own private Florida retreat in highly sought-after Oakley - where majestic oak trees, oversized homesites, and timeless custom details create a setting that feels worlds away while remaining close to everything. With a freshly painted exterior, this stunning courtyard-style pool home immediately captivates with its resort-style saltwater pool, flexible detached guest suite ideal for a mother-in-law retreat or future income opportunity, and the kind of warmth and craftsmanship rarely found at this price point. With NO CDD fees, an incredibly low HOA of just $425/year, and a layout designed for both entertaining and everyday living, this is the type of unique property buyers wait for - and rarely find. Designed to embrace indoor-outdoor living, the home wraps around a truly showstopping saltwater pool complete with upgraded Pebble Tec finish, tranquil waterfall features, and an atmosphere that feels more like a private resort than a backyard. The newly fenced yard, framed by mature landscaping, enhances the sense of privacy while creating the perfect setting for entertaining, pets, family gatherings, or peaceful evenings under the trees. One of the property's standout features is the detached guest suite - an incredible bonus space ideal for a mother-in-law suite, private guest retreat, home office, creative studio, gym, or even a future income-producing opportunity. With space and potential for a future kitchenette addition, the possibilities are endless for multigenerational living or added flexibility. Inside, the home showcases timeless finishes and elevated details rarely found at this price point, including rich solid oak flooring, custom-crafted cherry wood cabinetry, luxurious stone countertops, and an open-concept layout designed for both everyday living and entertaining. The beautiful custom chef's kitchen overlooks the spacious great room and features newer appliances, including a double-oven configuration with a convection microwave oven serving as the second oven - a dream setup for anyone who loves to cook, host, or gather with family and friends. The thoughtfully designed floorplan offers 3 bedrooms, 2.5 baths, and an oversized 2-car garage with ample storage and attic access. The primary suite is privately positioned within the main residence for a peaceful retreat feel and boasts dual closets and a spacious, luxurious en-suite bath. Additional updates include a newer roof installed in 2020, providing added peace of mind. Perfectly positioned on a quiet cul-de-sac homesite with mature landscaping, Oakley is known for its oversized lots, charming tree-lined streets, and unbeatable convenience to the Ellenton Premium Outlets, ice and sports complex, restaurants, schools, Gulf beaches, and easy access to Sarasota, Bradenton, St. Petersburg, and I-75. Homes with this combination of privacy, flexibility, upgrades, and character rarely become available in Oakley. Schedule your private showing today and experience firsthand why this exceptional property stands apart from the rest.