Set on three point four five private acres in the heart of Hollywood Hill, this extensively remodeled estate offers a rare blend of seclusion, scale and lifestyle. Positioned along the crest of “Heart Attack Hill,” a well-known local landmark, the property captures unmatched privacy while just minutes from Woodinville’s wine district. Expansive living spaces are designed for gathering, with a formal living room, oversized dining room with sunset exposure, open kitchen plus family room, and five fireplaces throughout. The lower level is built for entertaining with a wet bar, pool table, theater room, and temperature-controlled approximately four hundred bottle wine cellar, plus an oversized flex room with full bathroom and separate entry- ideal for guests, multi-generational or accessory dwelling unit potential. Upstairs features five generously sized bedrooms, a large loft/bonus space, and three more full bathrooms, including a primary suite with private balcony, fireplace, and spa-like bathroom. Outdoor living shines with professionally designed landscaping, covered patio, and multiple gathering areas. Oversized one thousand ten square feet three-car garage with electric vehicle charger, plus two garden sheds. Minutes to downtown Woodinville, wineries, dining, and within the highly sought-after Hollywood Hill Elementary School Districts Timbercrest Middle School Districts and Woodinville High School Districts service areas. Convenient access to major tech hubs- approximately six miles to Meta; eight miles to Microsoft; eleven miles to downtown Bellevue; eighteen miles to University of Washington/Seattle; and three miles to downtown Woodinville. One-of-a-kind privacy and lifestyle in one of Woodinville’s most desirable locations.