MLS Listings for Sale in Woodside, CA

MLS Listings for Sale in Woodside, CA

Set on a rare 3-parcel, 0.43-acre lot, this one-of-a-kind Woodside property blends timeless character with modern updates in one of the areas most coveted neighborhoods. Surrounded by mature oaks and breathtaking foothill views, it offers the perfect balance of privacy, nature, and conveniencejust minutes from scenic trails, open space preserves, major freeways, and vibrant downtown Woodside. Originally built in the 1920s, the home exudes classic charm while showcasing thoughtful renovations, including a beautifully updated kitchen, fresh interior paint, and a versatile lower-level guest or bonus suite. Vaulted wood-beamed ceilings add warmth and character to the main living areas, compleme

MLS Listings for Sale in Woodside, CA

Discover a private architectural gem at 320 Grandview Drive, offering bold design, walls of glass, and sweeping views toward Stanford and the Bay. Nestled on a quiet, private road, the home feels worlds away yet close to everything. The open layout is filled with light and ready for a creative renovation. Inside, a spacious indoor pool and sauna could become a modern wellness retreat, and a large artist studio or workshop provides endless flexibility for work or play. This is a rare chance to transform a striking, light-filled home into a modern estate surrounded by privacy and nature. Within the Portola Valley Elementary School District, this private property offers rare architecture, spac

MLS Listings for Sale in Woodside, CA

Sweeping views across the San Francisco Bay take center stage at this beautifully remodeled home on more than 3 acres of predominantly level land. Minute to downtown Woodside and Stanford. Designed for entertaining and recreation, the property features a large pool and separate spa framed in Connecticut bluestone, an expansive synthetic lawn for recreation and play, and broad decks with built-in seating and cable-strung railings. A brick-walled garden courtyard with Art Deco metal and glass front doors introduces the interiors highlighted by soaring ceilings and skylights. Wall-to-wall windows capture the panorama of the glorious views immediately upon entering. Multiple gathering spaces in

MLS Listings for Sale in Woodside, CA

Peaceful Woodside Retreat with Sweeping Bay Views Welcome to 168 Sunrise Drive, a serene retreat in the heart of Skywood Acres where you'll enjoy breathtaking panoramic views of the Bay, stretching from San Carlos to San Jose. Set on a spacious 53,577± sq. ft. lot, this home offers both privacy and connection to nature. A long driveway leads you to the inviting residence, surrounded by mature landscaping, lush foliage and the quiet beauty of Woodside's countryside. Inside, the home features 2 bedrooms, 2 baths, and a versatile bonus room perfect as an office, studio, or guest space. Vaulted ceilings and floor-to-ceiling windows fill the open living areas with sunlight, creatin