Nestled behind the prestigious double gates of The Estates at The Oaks in Calabasas, this exquisite Mediterranean estate is gracefully sited on just under an acre of meticulously landscaped grounds. Spanning over 9,143 square feet, the residence is designed for grand-scale entertaining and luxurious everyday living. At the heart of the home lies a chef's dream eat-in kitchen, appointed with rich walnut cabinetry, dual dishwashers, a Thermador side-by-side refrigerator and freezer, wine refrigerator, built-in coffee maker, microwave, and dual sinks. Adjacent is a cozy living room featuring a sophisticated designer bar with seating, a convenient wine dispenser, and a dedicated wine storage room. Additional highlights of the main residence include a refined library/study (or a private office), a state-of-the-art home theater, a billiard room with indoor outdoor living, a indoor outdoor family room area, and a spacious upstairs bonus room. The master suite, occupying its own private wing, boasts a fireplace, expansive walk-in closets, and designer bath area with its own outdoor deck. The resort-style grounds evoke a private oasis, complete with a sparkling pool and spa, outdoor kitchen, and lush manicured lawns. A separate guest house offers ultimate flexibility for visitors, with a generous living room, dining area, full kitchen, two bedrooms, two bathrooms, and laundry facilities—perfect for extended family or guests. Approached via a stately circular driveway centered by mature olive trees, the property is further enhanced by two two-car garages, a full basketball court with dual hoops, and a dedicated pickleball court alongside an approximately 1,500 sqft under roof entertainment area with fireplace, TV, and outdoor bar—ideal for active lifestyles and effortless entertaining.