Woodside, CA homes for sale & real estate

Woodside, CA Homes for Sale

Discover this exceptional opportunity to own a generational estate spanning 7 acres across 3 separate parcels, each with its own APN. Through a private gate & down a long winding driveway, you are greeted by a circular motor court with incredible views of the Santa Cruz Mountains. The main residence offers 4,340 sqft featuring 6 beds & 5.5 baths, with exceptional upgrades throughout. On the east side of the property there is a large building pad; once the site of a horse stable, recently prepared for development. This pad is situated on the border of 2 of the 3 parcels & includes direct access from Moore Rd via a natural pathway. Nestled on the western edge of the property

Woodside, CA Homes for Sale

One-of-a-kind mountain retreat on a sun-drenched, fenced 1/3-acre lot surrounded by majestic redwoods. This charming 1930s log cabin has been thoughtfully expanded with a quality newer master suite addition. Features include vaulted ceilings, radiant heated hardwood and tile floors, dual-pane windows, and an open kitchen with granite counters and a new six-burner gas range. Enjoy serene views and all-day sunlight from the expansive south-facing deck. The detached garage includes an EV charger, attic storage, and parking for multiple vehicles. Landscaped with drought-tolerant native plants. Located within walking distance to Alices Restaurant, Skywood Trading Post, and miles of scenic hiking

Woodside, CA Homes for Sale

Tucked away at the end of a cul-de-sac, this refined home sits on more than an acre of gated grounds and offers over 4,900 square feet of light-filled living space. A circular driveway with a central fountain sets an elegant tone, leading into a residence defined by timeless style - rich hardwood floors, detailed millwork, soaring ceilings, and expansive formal rooms ideal for entertaining. The home also boasts a handsome study, an inviting eat-in kitchen, and multiple fireplaces throughout. Five spacious bedrooms include a private guest suite and a luxurious primary suite with its own fireplace, spa-like bath, and balcony overlooking the backyard, which offers excellent space to entertain

Woodside, CA Homes for Sale

Set on more than 3.6 gated acres of quintessential Woodside grounds, this contemporary masterpiece is surrounded by towering oaks and lush greenery, offering a serene, woodsy retreat. The interiors reflect the natural setting with soaring cherry wood cathedral ceilings, cherry wood floors, and expansive picture windows that flood the home with light and invite the outdoors in. Designed for both entertaining and everyday living, the residence features grand formal rooms, multiple fireplaces, a chefs kitchen with sunny breakfast nook, a walk-out family room, and a stylish executive office. Four bedrooms include a luxurious primary suite with its own fireplace, balcony, and spa-inspired bath.