Tucked in one of South Hillsborough's most coveted enclaves, this private gated estate blends timeless design with fresh, modern updates across an expansive floor plan. A grand motor court and curated landscaping with mature trees and hundreds of new plantings set an impressive tone on arrival. Inside, the heart of the home features an architectural chef's kitchen and great room with soaring ceilings and walls of glass that open to the outdoors. Formal living and dining rooms create an elegant setting for entertaining, while a stunning office with floor-to-ceiling windows provides the perfect workspace. Five luxurious en-suite bedrooms and seven-and-a-half beautifully designed bathrooms with spa-like amenities like a soaking tub and a steam shower. Additional highlights include four fireplaces inside the home, dual laundry rooms, a versatile media room and gym, and modern upgrades such as new electrical systems, EV charging, and dual HVAC. Outside, the resort-style grounds offer a pool, jacuzzi and cabana, water features, an outdoor kitchen, and an outdoor patio fireplace. Located close to top schools, downtown Burlingame, and easy commuter routes, this exceptional property delivers both everyday comfort and extraordinary style.