281 San Gabriel Court Welcome to this charming Spanish-style home in Sierra Madre. Originally built in 1926, this 2, 365 SF (approx.) Hacienda-style residence sits on a 7, 492-SF lot and is designed around a large, private central courtyard paved in antique brick and shaded by a mature, fruit-bearing avocado tree—setting the tone for the home’s indoor-outdoor lifestyle. The front portion of the home opens to a warm living room highlighted by a Batchelder-style tile fireplace and newer windows. A welcoming dining area flows seamlessly into the spacious eat-in kitchen, offering abundant custom cabinetry and ample counters. The kitchen connects effortlessly to the outdoor spaces, where a covered portico with built-in banquettes and hand-painted tile frescoes leads to a covered outdoor dining area ideal for al fresco entertaining. Hardwood floors enhance the front portion of the home, complemented by updated light fixtures and fresh int/ext paint that preserve its timeless character. This wing is equipped with central air and heat and includes 2-bedrooms and 1 full bath. The rear portion of the home, built more recently and accessed across the central courtyard, offers exceptional privacy and flexibility. It begins with a private primary suite featuring French doors opening to the courtyard, a corner kiva Southwest-style fireplace, and a walk-in closet leading directly into the primary bath. The suite also includes a built-in desk area with shelving and direct access to the rear yard. The laundry area is conveniently located within this wing. A generous family room features French doors to the courtyard, exposed hand-carved wood beams, and a cozy reading niche. An additional flexible room nearby may serve as a bedroom, guest room, studio, or office. The rear portion is also equipped with central air and heat and, given its separation and newer construction, may be well-suited for potential ADU conversion, subject to buyer investigation and city requirements. Additional highlights include an updated electrical panel, whole-house solar power, EV charging capacity, and modern systems throughout. The rear yard offers a small grove of fruit trees, an additional patio, tool storage, and peaceful mountain views. Ideally located close to the village, this special property blends historic Spanish charm with thoughtful modern updates in one of Sierra Madre’s most desirable neighborhoods.