Elegant Woodside living in an exceptionally spacious and versatile 5-bedroom, 3.5-bath residence bordering Atherton. A gracious formal entry opens to the inviting living room with a fireplace and adjoining formal dining room, creating an ideal setting for entertaining. The gourmet eat-in kitchen features a generous center island, breakfast bar, premium appliances, and abundant workspace, and opens to a spectacular family room with soaring vaulted ceilings and a second fireplace. Three bedrooms are located on the main level, including a luxurious primary suite with a private fireplace, a walk-in closet, and a beautifully appointed en-suite bath with dual vanities. The lower level offers two additional bedrooms, an office/den, a large recreation room, a wine cellar and tasting room, and a flexible exercise space. Beautifully landscaped grounds extend the living experience outdoors, with a sprawling lot, an inviting patio, and a BBQ area, perfect for relaxed gatherings and outdoor entertaining. This exceptional residence offers a rare combination of elegance, scale, versatility, and indoor-outdoor living. Bordering Atherton, a coveted location, close to shopping, parks, great schools, and near commute routes. Welcome Home!