Perched in an exclusive cul-de-sac enclave above Glenoaks Boulevard, this contemporary Mediterranean hilltop home offers luxury living with expansive flat outdoor space, a 3-car garage, ample off-street parking, and views of the downtown Glendale skyline. Built in 2001 and thoughtfully enhanced over the years, the home features 4 bedrooms, 5 baths, and a dedicated office that can serve as a 5th bedroom, plus a permitted detached studio with a half bath adding approximately 500 square feet. A tiled entry rotunda opens to a dramatic 2-story living room with a sweeping circular staircase and formal dining room, leading to an updated kitchen and family room. Outside, the resort-style backyard is designed for entertainment, with a covered patio featuring a fireplace and TV, cocktail and barbecue bars, putting green, fire pit, saline pool, and spa with cascading waterfall. Mature landscaping creates exceptional privacy and ambiance. The layout includes a downstairs ensuite bedroom, with 3 additional bedrooms and an office upstairs. The spacious primary suite offers abundant light and flexibility, along with double sinks, a built-in vanity, dual closets, and separate tub and shower. Perhaps the most desired home in the community of 18 properties, 2741 Sleepy Hollow Place is a rare offering that will redefine your daily life.