Rare opportunity to secure a prime Winchester Orchard Estate Home on a private cul-de-sac. Offered as-is for $1.87M+, this home sits on a sprawling 13,477 sq. ft. lot, one of the areas largest with a clear path to upside equity. Add 500 to 600 sq. ft. now for a $2.5M+ valuation later. We are currently sourcing contractor bids for two paths if we do not sell as is: (1) A light remodel relisting at $1.99M, or (2) A major renovation relisting at $2.199M. The ultimate long term luxury vision would include a 2,000+ sq. ft. floorplan featuring a grand primary suite and a high-end designer kitchen with pro-grade appliances. Beyond the main home, the massive lot easily accommodates one, maybe two ADUs, perfect for a high-yield rental compound or multi-generational living. The location defines Silicon Valley best life: enjoy a 10-minute walk to Santana Row and Westfield Valley Fair for world-class dining and shopping, or a 15-minute drive to Apple Park and elite tech hubs. With easy access to 280, 880, and 17, you are perfectly connected to the entire Bay Area. Whether you purchase today at $1.87M+ to capture the estimated $600k+ equity upside yourself or wait for the finished masterpiece, this is a strategic opportunity to grow your lifestyle and your wealth in the heart of San Jose.