Situated on a private one-acre homesite in the prestigious Rolling Hills Estates of Port Orange, this exceptional estate is surrounded by mature tropical palms and lush landscaping, offering a rare blend of luxury, space, and resort-style living. The main residence features five bedrooms and three bathrooms, beginning with a grand double glass-door entry that opens into an expansive open floor plan designed for both comfort and entertaining. The impressive great room boasts soaring 16-foot ceilings, elegant crown molding, plantation shutters, recessed lighting, decorative niches, and a custom built-in entertainment center with a gas fireplace. Triple sliding glass doors seamlessly connect the interior living space to the lanai and pool area, creating an ideal indoor-outdoor flow. Throughout the living areas and kitchen, 24-inch porcelain tile adds timeless elegance, while luxury vinyl plank flooring enhances the bedrooms. The gourmet kitchen is beautifully appointed with GE Monogram stainless steel appliances, rich wood cabinetry, granite countertops, and a movable center island, perfect for casual dining or hosting gatherings. The owner's suite serves as a private retreat, featuring accent lighting, a sitting area, and a spa-inspired bathroom complete with a walk-in shower, separate jetted tub, and a custom-designed walk-in closet. Complementing the main home is a remarkable two-story guest house offering approximately 2,474 square feet, featuring two bedrooms and two bathrooms. The expansive 25' x 40' living room with luxury vinyl plank flooring provides an open and inviting space, while the well-appointed kitchenette is ideal for meal preparation. The spacious upstairs bedrooms offer generous accommodations, making this guest house perfect for extended family, guests, or multi-generational living. Outdoor living is equally impressive, highlighted by an oversized inground pool with a built-in spa, summer kitchen, and a cozy fire pit, creating the ultimate setting for entertaining friends and family year-round. Additional features include a circular driveway, a three-car attached garage, and a massive detached, fully air-conditioned garage measuring 49' x 23', ideal for car collectors, hobbyists, or additional storage. Conveniently located near top-rated schools, shopping, golf courses, restaurants, and the area's pristine beaches, this extraordinary Port Orange estate is truly a rare offering. Schedule your private showing today.