Keywords: Wooded hillside estates, Trailhead proximity, Private, upscale ambience

Hillside sits high on Monte Sereno’s forested shoulder, where winding lanes climb into oak‐dotted terrain and custom homes perch on generous lots. Architecture skews toward expansive contemporaries and Mediterranean estates from the 1980s‐present, many taking full advantage of canyon or valley views ...See more

Keywords: Lakefront park access, Quiet, wide lots, Easy downtown connection

Set on gently rising terrain next to Vasona Lake County Park, Daves offers a leafy, low‐key pocket of Monte Sereno where ranch‐style homes from the 1950s‐70s mingle with recent luxury rebuilds on wide, well‐kept lots. Mature oaks and quiet cul‐de‐sacs keep traffic light and give most properties plen ...See more

Keywords: Estate‑size lots, Walk‑to‑downtown convenience, Mature tree canopy

Tucked just off Saratoga-Los Gatos Road, Rose‐Andrews is a petite enclave of Monte Sereno where wide front lawns, mature oaks, and deep setbacks showcase a mix of mid‐century ranches and newer custom estates. The gently sloping land gives some homes western hill vistas, and low traffic on the short ...See more

Keywords: Hillside serenity, Estate‑size lots, Quick town access

Set against Monte Sereno’s lower foothills, this quiet pocket rises gently from the valley floor, giving many homes leafy canyon or ridge vistas. Lots are large and irregular, so custom residences sit well back from the road, buffered by tall pines, heritage oaks, and canyon scrub for a comfortably ...See more