Set on approximately three-quarters of an acre, this home includes two separate structures totaling 3,697 SF. The main house: 2,515 SF and second dwelling just under 1,200 SF, offering flexibility for multi-generational living or a dedicated home office or studio. Nestled beneath a canopy of oak trees at the end of a quiet Monte Sereno cul-de-sac, this rare two-parcel property offers exceptional privacy, character, and opportunity. Located within strolling distance to downtown Los Gatos via a path that connects directly from the cul-de-sac. The main residence is a 4-bed 2-bath home that features a light-filled open layout that flows easily to the outdoors. The second dwelling includes 2 bedrooms and 1 bath and family room. Recently refreshed with tasteful updates, the home offers a wonderful blend of livability and potential to customize to new owners' liking. With its ideal location, generous lot, and timeless Monte Sereno charm, this property represents a rare opportunity to enjoy the best of both worlds: peaceful seclusion amid nature, yet just minutes to vibrant downtown Los Gatos, top-rated schools, and all the amenities that make this community so coveted. Built on two APNs, with the possible choice between the Saratoga or Los Gatos schools buyer to verify.