Welcome to 720 Santa Barbara Street, a rare and charming multifamily offering nestled in the heart of Pasadena's desirable Olive Heights neighborhood. This unique property is comprised of four distinct residential structures spanning nearly a century of architectural history from the early 20th century through the post-war era offering a blend of classic Southern California charm and stable income potential. Two well-maintained 1950s four plexes, each consisting of four 1-bedroom, 1-bath units with thoughtful layouts and vintage appeal. A standalone 2-bedroom, 2-bathroom single-family home, built in 1938, exudes character with its original details and spacious floorplan perfect for an owner-user or premium rental. A duplex dating back to 1918, offering timeless craftsmanship and an opportunity for modernization or preservation. Set on a spacious lot with mature trees, ample parking, and excellent street frontage, this income-generating property presents significant upside through cosmetic updates or strategic redevelopment.