Discover the timeless elegance of 377 Stockbridge Avenue, a Mediterranean-inspired estate where a 5 Bed, 5.5 Bath main residence and separate 1 Bed, 1 Bath guest house are united by a floorplan tailored for both formal occasions and casual living. The first impression is made through a stunning two-story foyer. To the right, a formal living room with dual-sided fireplace leads to a spacious home office and a ground-floor bedroom suite. To the left, an expansive dining room sets the stage for memorable gatherings. Beyond, the kitchen and light-filled breakfast nook feature custom cabinetry, stone countertops, and professional-grade appliances. An informal living room plus a recreation lounge with an old-world-style wine room and wet bar complete the main level. Upstairs, the primary suite offers a fireplace, dual closets, and a spa-inspired bath, accompanied by three additional spacious en-suite bedrooms and a laundry room. Ideal for multi-generational living, guests, or staff, the guest house offers a kitchen, dining nook, and living room. Enjoy quintessential California outdoor living on the terrace with a built-in kitchen, fireplace, and multiple seating areas overlooking beautifully landscaped gardens. All just minutes from downtown Menlo Park and Palo Alto.