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.

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Property Details of 577 N Chester Avenue

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Listed by Pauline Cheng of Re/Max Premier Prop Arcadia (626-278-4587)

Based on information submitted to CRMLS as of May 15, 2026 5:50 AM EDT . All data is deemed reliable but is not guaranteed accurate by the MLS. All information should be independently reviewed and verified for accuracy. IDX information is provided exclusively for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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