Under contract-accepting backup offers. Timeless design meets everyday functionality at 744 Barrows Dairy Road, a thoughtfully appointed estate set on a private, shaded one-acre homesite in the heart of Port Orange. Offering 4 bedrooms, each with its own ensuite bathroom, plus an additional full pool bath, this residence delivers a rare combination of space, privacy, and versatility. Designed with both comfort and entertaining in mind, the home features a desirable tri-split floor plan, complemented by two dedicated flex spaces with doors, ideal for private offices, guest accommodations, or hobby rooms. Formal living and dining rooms provide classic gathering spaces, while the open-concept kitchen, dining, and family room create a seamless flow for everyday living. Soaring ceilings, abundant natural light, plantation shutters throughout, and hard flooring across the entire home, including tile and wood plank tile, enhance the home's bright yet refined interior. The primary suite is a true retreat, offering direct access to the pool lanai, dual walk-in closets with custom shelving, and a spacious ensuite bath complete with separate vanities, a soaking tub, a separate shower, and a private water closet. Outdoor living is elevated with a fully screened pool and expansive lanai designed for relaxation and entertaining. Enjoy the built-in wet bar, putting green, hot tub (which conveys), and generous covered and open-air spaces. The pool features a spacious shallow step ideal for lounging and play, along with an outdoor lanai shower for added convenience, all overlooking a peaceful, tree-lined backyard. The property also includes a full perimeter invisible dog fence. Additional highlights include fresh exterior paint (completed this week), a 2023 roof, brand new water heaters, newer A/C system, updated kitchen appliances including cooktop and ovens, a newer pool pump and saltwater system, whole-house audio, and extensive storage throughout. The 3-car garage and well-equipped interior laundry room with sink and cabinetry add to the home's practicality. Ideally located just off Williamson Boulevard, this property offers convenient access to shopping, dining, and entertainment at The Pavilion at Port Orange, as well as proximity to Spruce Creek Park and All Children's Park. Commuters will appreciate easy access to Interstate 95, while everyday essentials and local amenities are just minutes away. Enjoy being just a short drive to beach access along the Atlantic coastline and nearby boating opportunities on the Intracoastal Waterway, making it easy to take full advantage of Florida's coastal lifestyle. Expansive. Private. Effortlessly livable. Just under one million, this is the kind of home you grow into, settle into, and truly make your own.