Just blocks away from the Healdsburg Plaza, this Healdsburg home is a rare gem. Built in 1923 & fully restored in 2024, this legacy property was once owned by Coronel Roderick Matheson's family (for whom the broad, cherry tree-lined street in Healdsburg is named after). In 2024, the home & grounds underwent a complete structural and interior restoration, elevating it to current luxury and custom construction standards. Modern amenities and luxury appliances have been thoughtfully integrated throughout the property while preserving it's original character. Set on 0.68 acres, the property offers remarkable privacy, thanks to its deep and wide lot, expansive street frontage & commanding u-shaped driveway. Parcels of this size are rarely found within walking distance to the Healdsburg Plaza. Currently, the property features a large pool, a fruit orchard, olive orchard, raised garden beds, & various heritage trees, including redwoods and California oaks all complemented by its timeless & modern home that has endured the test of time for over a century. There's ample space for potential expansions such as a garage, ADU, gym or detached office. Come experience the splendor, the privacy & unparalleled quality of this remarkable downtown Historic Estate. (Fire Sprinklers on all floors)