INCREDIBLE OPPORTUNITY IN PRIME SANTA MONICA! Nestled on the very quiet, tree-lined Highland Avenue, within the highly sought-after Silicon Beach area, this gated estate blends classic, elegant beach house charm with calming nature and modern upgrades across two distinct structures, split by a fenced courtyard garden. The home is a short walk to the nearby attractions on Rose Avenue, Main Street, the ocean, Abbott Kinney, and more, with top-rated Santa Monica schools nearby. The front residence is a two-story, four-bedroom, two-bath home of approximately 1,750 square feet, capped by a private rooftop terrace with stunning views. Across the fenced courtyard garden stands a charming duplex built in 1989 featuring a separate entrance and rear parking, boasting two 900 sq. ft two-bedroom single-level apartments, crowned by a spacious 628 sq ft rooftop lounge that offers city, treetop, mountain, partial Pacific views, and a calming natural breeze. On the ground level, you'll find a studio apartment (the owner always kept for family), perfect as a guest suite or potential permitted project for further income. With only a wall between this and the existing four-car garage, there's another potential opportunity for an ADU expansion (Buyer to verify). All units are separately metered for