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 gas and electricity and equipped with separate water heaters, simplifying cost allocation. Both units in the duplex are currently rented for $3,650 (2 bed 1 bath) and $3,750 (2 bed 2 bath) respectively, guaranteeing cash-flow from the onset. The front house residence is currently vacant and has previously rented at $8,000 (4 bed 2 bath). The property has recently undergone significant value-adding upgrades, including upgraded kitchens, baths, new windows, plumbing, new roofing on both buildings, and an entirely new weatherproof, spacious sundeck in the back! Over the previous month, further upgrades were made with new fencing, painting, landscaping, new garage doors for the four-car garage, refreshed common areas, and more. Amazing property and absolutely extraordinary deal.Note: the virtual tour is of the back two 2-bedroom apartments and the studio unit.