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Nestled on a sprawling, park-like 0.57-acre double lot in one of San Marino's most coveted neighborhoods, this Georgian Colonial estate offers a rare blend of timeless character and modern luxury. Designed by architect Cyril Bennett, known for his design of the Pasadena Playhouse and the Raymond Theater, this property features a meticulously updated 1941 home plus a detached, oversized luxury 4-car garage, complete with a kitchenette, built-in appliances, and gorgeous 3/4 bathroom. This is an excellent bonus space for a home gym, catering prep, or game room with every amenity imaginable - air-conditioning, built-in cabinets, walk-in closet, finished floor, and 2 pull-down staircases to the huge plywood-decked attic storage area. From the moment you enter the home, you will recognize its sophistication. The grand foyer features a sweeping staircase and a high domed ceiling. The formal living room, accented by crown molding, oak hardwood floors, large bay windows, and a gas fireplace, flows seamlessly through 2 sets of French doors to a stunning patio area. A beautiful library/family room provides a serene retreat, with cozy wood paneling and a built-in TV/entertainment center, offering picturesque views of the property's lush landscaping and towering redwoods. The gourmet kitchen is mise en place made manifest, equipped with Viking stainless steel appliances, farmhouse porcelain sink, quartz countertops, a breakfast nook and access to the elegant dining room. Beyond the main residence, the estate excels in versatility. Descend the storybook stone stairs to a private outdoor oasis showcasing a waterfall, fireplace and plenty of seating for al fresco dining. A temperature-controlled secluded summer cottage, featuring French doors and a paver stone patio, provides an ideal spot for home office or studio. There is no shortage of entertaining spaces. The private rear yard features a built-in firepit, an outdoor kitchen with high-end built-in appliances, including a barbecue, sink, cooktop and refrigerator. With an abundance of amenities, upgrades, and entertainment space, this property is a rare find. The system updates include a new 400-amp electrical panel, updated wiring and plumbing, dual 5-ton HVAC units, 2 water heaters, an automatic driveway gate and plenty of on-site parking. Conveniently situated near the Huntington Library and San Marino High School, this exceptional property seamlessly integrates classic elegance with contemporary functionality.