Custom built on the highest street within the prestigious guard-gated community of Bear Brand Ranch. This extraordinary double-gated property spans almost 80,000 square feet showcasing two magnificent homes that epitomize luxury living and offer an unparalleled lifestyle. The main residence provides an impressive 12,051 square feet and features seven elegantly appointed en-suite bedrooms. Upon entering, you are welcomed by soaring ceilings and large picture windows that showcase breathtaking views of the azure blue ocean. The Grand staircase gracefully ascends to an Ocean view balcony. A separate mother-in-law suite with its own kitchen provides an oasis of privacy and comfort for guests. Wine aficionados will revel in the beautifully curated wine cellar, a true testament to the art of wine collection, while the full chef’s kitchen, adorned with exquisite marble finishes, inspires culinary creativity and artistry. Two thoughtfully placed offices—one on the main floor and another on the second floor offer ample space for work and study. The ultra-large master suite serves as a serene retreat, seamlessly connected to a picturesque pool and an elegant lanai. Double 2 car garages and an expansive circular motor court further enhance the practicality and convenience of this estate. The second residence, affectionately known as "The Resort," encompasses 9544 square feet and is nestled on a sprawling 45,000 square foot lot, built in 2006. An entertainer’s paradise, it features a private tennis court and a chef’s kitchen equipped with dual appliances, making it ideal for hosting. For sports enthusiasts, an indoor full basketball court awaits, alongside a fully equipped gym and even a karaoke bar and a secondary wine cellar for connoisseurs. Also a dry sauna, and a dedicated laundry room for ultimate convenience. A third floor covered California, Ocean view room is 1182 sq ft and included in the total square footage. The enchanting grotto waterfall pool creates a sanctuary for relaxation and rejuvenation. Additionally, a subterranean garage accommodating 10 vehicles underscores the exclusivity and luxury of this extraordinary estate.