5400 The Toledo, 701

Perched atop the crown jewel of exclusive Naples Island, this extraordinary penthouse at the Portofino offers a rare opportunity to own a landmark residence in one of Southern California’s most coveted waterfront communities. Spanning approximately 4,000 square feet, this 3-bedroom, 4.5-bathroom masterpiece delivers commanding, unobstructed views of Alamitos Bay, the Pacific Ocean, city skyline, and distant mountains. Positioned at the end of Belmont Shore’s iconic 2nd Street, the penthouse is just steps from premier dining, boutique shopping, and vibrant coastal culture—yet feels worlds away in its elevated privacy and serenity. Designed with the entertainer in mind, this open-concept home seamlessly blends indoor and outdoor living. Expansive wraparound terraces provide the perfect setting for intimate dinners or large-scale gatherings, offering panoramic vistas that leave a lasting impression. Floor-to-ceiling windows flood the living spaces with natural light, showcasing the ever-changing scenery from every room. Inside, the residence boasts a thoughtfully designed layout with grand living and dining areas, a gourmet kitchen tailored for both culinary precision and casual elegance, a stylish bar area, and dedicated laundry and fitness rooms. Two of the 3 spacious bedrooms offers its own ensuite bath, the third bedroom also enjoys a full bath down the hall, while an additional guest powder room adds convenience and sophistication. Notably, this penthouse was once home to Hollywood royalty and is being offered for sale only for the second time since its original construction in 1962—underscoring its legacy and exclusivity. A defining feature of the Portofino lifestyle is the private marina just steps from your door, offering seamless access to the water and an exclusive coastal living experience. Included in the sale is one boat slip accommodating vessels up to 30 feet—ideal for spontaneous bay cruises or sunset sails. Residents also enjoy a refreshing waterfront pool, perfect for relaxing after a day on the water or simply soaking in the serene bayfront ambiance. And for one unforgettable night each year, the penthouse becomes the ultimate vantage point for the city’s dazzling July 4th fireworks, reflected across the bay in a breathtaking display. With timeless elegance, unmatched views, and a location that combines vibrant city living with tranquil coastal charm, this is more than a residence—it’s a rare piece of Southern California history.