Set behind a gated entrance on 2.5 private acres in Livingston Woods, this exceptional Naples estate brings together two beautifully finished residences, expansive outdoor living, and climate-controlled garages accommodating 10-plus cars. Fully fenced and thoughtfully arranged for privacy, the property offers space for multigenerational living, extended guests, entertaining, and a prized automotive collection. The main residence offers 5,500 square feet of light-filled living with dramatic 16-foot ceilings accented by wood beams, wide-plank oak flooring, and a home office framed by floor-to-ceiling windows. The chef's kitchen includes Wolf appliances and gas cooking, while a glass-enclosed, climate-controlled wine room creates a striking focal point. The primary suite offers a soaking tub, oversized shower, designer walk-in closet, and private access to the pool and gardens. Additional guest accommodations provide comfort and privacy throughout. A poolside cabana suite features its own lounge area, morning bar, and spa-like shower. The separate guest house, just under 2,000 square feet, lives like a private home with two bedrooms, two bathrooms, a full kitchen, eat-in dining area, spacious living room, laundry, lofted flex room, and private balcony. Separate electric service adds flexibility for independent use. At the center of the estate, a 50-foot gas-heated saltwater pool with a sun shelf is surrounded by approximately 8,500 square feet of sandblasted marble decking. A new outdoor kitchen is currently under construction, complementing the tiki hut, multiple lounging areas, and lush tropical landscaping for outdoor entertaining. For car collectors, the air-conditioned garages feature soaring ceilings, polished floors, and a dedicated lounge overlooking the vehicles. The estate also includes a dedicated home gym with a sauna. The grounds offer room for horses, with an equestrian center just one block away. Designed with efficiency and self-sufficiency in mind, the estate features a private well with whole-house water treatment, foam attic insulation, irrigation throughout the property, and underground propane tanks supplying the gas cooking, pool heating, and whole-house generator. This private estate is conveniently located near Naples' beaches, dining, and shopping, with access to Southwest Florida International Airport.