A rare opportunity to own a beloved piece of Anacortes history. This meticulously maintained Victorian home offers exceptional multi-generational living in the heart of Cap Sante. Bordering city parkland on a 0.28acre lot that lives far larger, this 6-bed, 4-bath, 5,961 sqft property captures commanding San Juan Island views to the west and peekaboo glimpses of Padilla Bay to the east. The main home welcomes you with a covered front porch, original decorative gable trim, and a parlor with brick fireplace, built-in shelving, and a built in window seat. The kitchen opens to a vaulted, skylit living room, an expansion completed in the 1970s, ideal for entertaining with seamless flow out to the deck. Upstairs are two bedrooms and a generous primary bedroom, plus an oversized bathroom with a double vanity, clawfoot tub and walk-in shower. The finished basement adds a rec room, office, bedroom, and updated bathroom. A hidden entrance on the second level connects to the 1,077sqft apartment, added in the 1990s and designed for aging in place, offering true independence with its own entrance, three-story elevator, spacious primary suite with a marble en-suite bathroom, full kitchen with a walk in pantry, an office, a rooftop deck on the northeast side of the house, and a glass-enclosed sunroom to soak in the views comfortably, 365 days a year. Recent updates to the home: roof (2022), septic (2022), boiler system (2023), and GFCI Protected electrical panel (2023).