Welcome to 1386 Hillside Circle, a timeless Burlingame residence built in 1936, offering approximately 2,340 square feet of living space on a rare 9,082 square foot street-to-street lot. Lovingly owned by the same family for 53 years, this exceptional home blends classic character with everyday comfort. A manicured garden entry opens to warm hardwood floors, an elegant formal dining room, gracious living room with a classic fireplace, inviting sunroom, powder room, and a spacious kitchen with abundant cabinetry, breakfast area, rear deck access, and an adjacent laundry room. Just a few steps up from the laundry area is a guest en-suite, while a finished garage below offers built-in storage and flexible space. Upstairs features a spacious primary en-suite, two additional bedrooms, a full bath, and an office overlooking the backyard. The landscaped grounds include mature trees, entertaining areas, two accessory buildings one of which has electricity and water, a gated rear access from Alvarado Avenue, and potential for future expansion or an ADU (buyer to verify). Ideally located near Burlingame schools, downtown, Broadway, parks, Caltrain, shopping, dining, and major commute routes.