577 N Chester Avenue Fabulous restored Craftsman home on a picturesque, tree-lined street near the highly sought-after Bungalow Heaven neighborhood. This architectural gem blends timeless Craftsman character with modern upgrades, offering a rare opportunity to own a piece of Pasadena history. Situated on beautifully landscaped grounds, the property features two homes on one lot. A spacious front porch welcomes you into the main residence with hardwood floors, classic wood moldings, and original built-in cabinetry showcasing true Craftsman detail. Originally configured as a triplex, the property retains three separate meters, offering flexibility for multi-generational living or potential income use (buyer to verify). The main house offers five bedrooms and three bathrooms. The living room features a distinctive clinker brick fireplace, rich wood detailing, and abundant natural light. A formal dining room is ideal for entertaining, and a private office with a closet can function as an additional bedroom. Three bedrooms are located on the main level, with two upper-level en-suite bedrooms, each with its own kitchen, bathroom, and separate meter. The kitchen offers generous storage and connects to a bright breakfast nook overlooking the backyard, plus a dedicated laundry room nearby. The property qualifies for the Mills Act for potential property tax benefits; application and approval required through the City of Pasadena (buyer to verify eligibility). The backyard provides a private outdoor retreat with a Hawaiian-style gazebo, hot tub, grassy area, and mature landscaping. A newly completed 669 Sq Ft ADU includes one bedroom, one bathroom, and a modern kitchen with a large island—ideal for guests, extended living, or rental income. Recent improvements include updated HVAC and ducting, two tankless water heaters, newer roof, and fully paid solar. Low-maintenance artificial turf enhances curb appeal. Conveniently located near shopping, local markets, restaurants, Metro Gold Line, and major freeways.