Exceptional 5.25 acre multi-generational estate now available just off of Lake Pickett Rd in Orange County, Florida. Designed with versatility in mind, this one-of-a-kind property offers 6,032 square feet of living space and features two complete residences under one roof—perfect for extended families, in-laws, or dual living arrangements. Each side of the home has its own private front entrance, full kitchen, primary suite, and living areas, creating symmetrical spaces ideal for privacy and independence. In the center of the home, a nine-seat theater room and full-size game room with a built-in bar provide the ultimate space for entertaining. The home boasts 12-foot ceilings, crown molding, two fireplaces, spacious walk-in closets, and a mix of custom finishes. One kitchen features custom cabinetry, granite countertops, and stainless steel appliances, while the second is equipped with 42-inch maple cabinets, a center island, and matching appliances. A new roof will be installed in 2025 at the seller's expense. New windows, exterior doors, and luxury waterproof vinyl plank flooring was installed in 2018. New HVAC units were added in 2023, and a new water heater was installed in 2022. Equipped with solar panels, the home supports true off-grid living without sacrificing comfort or convenience. Outside, you will enjoy a resort-style setting, highlighted by the custom-designed 50,000-gallon commercial-grade pool built in 2021. A fire pit and covered patios add to this massive outdoor entertainment space. The land is fully equipped for animal lovers and equestrian use, featuring a six-stall barn with tack room, two additional mini barns with stalls, and three feeding houses. For kennel operations or hobby breeders, there are eight outdoor dog kennels with water and electric service. The property is fully fenced and cross-fenced for multiple pastures with a new perimeter fence added in 2024. Three separate water wells supply plenty of water for the home, barn, kennels, and the irrigation system. The spring-fed pond, complete with an aerator, is a standout feature of the property. Additional highlights include a 2.5-car detached garage and workshop, an RV hookup with both 30- and 50-amp service, and no HOA restrictions! This property combines peaceful country living with the modern comforts of a thoughtfully updated estate—all within close proximity to shopping, dining, and major roadways. Rarely does a property check every box—land, location, upgrades, and space. Do not miss this opportunity!