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Nestled in a welcoming neighborhood, this charming home offers timeless character, flexible living space, and a true sense of community. A front porch with a classic swing leads into the living room featuring engineered wood floors, a wood-burning fireplace with Calacatta Oro marble surround, and antique European stained-glass windows. The spacious dining room with built-in buffet is ideal for gatherings. The kitchen features stainless steel appliances, soapstone countertops, an island, and casual dining area. A covered deck off the kitchen offers year-round outdoor living with views of the Los Gatos hills. One bedroom and full bath with Crema Marfil marble are located on the main level. Downstairs is a spacious primary suite with fireplace and jetted tub, plus a third bedroom, additional bath, and laundry. In addtition, a former carriage house has been converted to a ~200 sq ft detached office. The 7,000 sq ft lot features gardens, abundant parking, a detached two-car garage with alley access, and a historic Sunnyvale lamppost relocated decades ago. Walk to downtown, Los Gatos High, library, concerts, and neighborhood traditions.