Woodside CA Real Estate & Homes for Sale

Welcome to Serenity Hill Haven, a once-in-a-lifetime opportunity to own a stunning estate in the coveted Woodside Hills. A 6,200 sq.ft., 5-bedroom, 6.5-bathroom estate, perched on 2.180 acres & engulfs breathtaking panoramic views. A sophisticated LR, highlighted by a fireplace & large windows that invite natural light, large walkout w/water feature & spectacular views. Separate DR & chef's eat-in kitchen, complete w/a center island & high-end Thermador appliances. The kitchen opens into a spacious FR w/another fireplace. The main level of Serenity Hill Haven boasts a luxurious Jr. suite, a convenient PR, & a separate office. The primary suite retreat features its own fireplace, walk-in closet, & a spa-like bath w/oversized tub & a separate shower. In addition there are 3 more spacious jr. suites & 5.5 bathrooms, ensuring ample space & privacy for all. The estate also includes a family/recreation room, a sauna, laundry room & lots of closet/storage space. The beautifully landscaped over 2-acre grounds include walking paths, a rear great lawn, & a large natural pond. The property features a wrap-around driveway leading to a 3-car garage w/cabinetry. Experience luxury living with stunning views & unparalleled amenities in this magnificent Woodside Hills estate.

Mountain Retreat with Valley Views, Ultimate Privacy, and Open-Concept Living! This 3-bedroom, 2-bath home offers the best of both worldsclose enough for a quick Silicon Valley commute, yet it feels like a secluded mountain escape. The open-concept design connects the kitchen, dining, and living spaces, creating an airy flow perfect for relaxing and entertaining. Enjoy stunning valley views from the kitchen, living room, upstairs bedroom, and spacious decks. The largest bedroom, with a private entrance, offers ADU potentialideal for a guest suite, rental, or a teens private space.The sun-drenched backyard features mature oaks, fruit trees, berry bushes, a greenhouse, and irrigated planting beds. The front yard, with a redwood ring and native plants, enhances the peaceful retreat feel. Inside, the home boasts updated bathrooms, wood floors upstairs, and heated tiles in the downstairs bedroom and bath. Skylights and double-pane windows fill the home with light, while fresh paint and newer decks make it move-in ready. Walking distance to Skywood Trading Post and Alices Restaurant, this home has a small-town vibe. With top-rated Portola Valley schools and nearby trails, and only 25 minutes from the beach, its a perfect blend of nature and convenience.

Ideal setting to build your dream home. Large 3000 sq. ft metal shop on site. Building sites for house, guest house, and barn. The most spectacular views in all directions and total privacy. Minutes to Skylonda center and Alices restaurant. Quiet setting off highway 84 on a quiet country lane. These sites rarely come available in this premium location with views and privacy.

Discover this rustic log cabin-style home nestled among the towering redwoods. Spread across two levels, this enchanting property features three bedrooms and 3.5 baths. Skylights flood the interior with natural light, while wood floors and a grand stone fireplace create a warm and inviting ambiance. Step out onto the beautiful deck with forest views, establishing a cozy and private retreat. The .85 acre lot, comprising 3 merged parcels(075-092-040, 075-092-050, 075-092-0600 slopes down to a tranquil creek. The great outdoors beckons with multiple usable areas, perfect for relaxation or entertaining. And with numerous open space trailheads accessible off Skyline Boulevard, you'll have plenty of opportunities to explore natures beauty. Conveniently located near Alices Restaurant, its just a 13-minute drive to Highway 280, 20 minutes to Stanford University or the San Mateo coast. Dont forget the excellent Portola Valley Schools!

Stunning Custom Built 3 Level Home with Guest Cottage and Pool on 4.37+/- Acres with Stables and Riding Ring on Private Cul-de-Sac in Central Woodside. 5 Bedrooms. 5.5 Bathrooms. Living Room Features Vaulted Ceilings, Wood Floors, and Floor-to-Ceiling Windows. Spacious Kitchen with Large Island, Peninsula and Views of the Pool and a Pond. Intimate Family Room with Sliding Glass Doors to Pool. Library with Fireplace. Wine Room, 3 Laundry Rooms, and Large Fitness Area with Sauna and Steam Room. Outdoor Cold Plunge. Three-Car Garage. Ipe Decking, Pool, Large Pool House, and Outdoor Kitchen. Guest Cottage. Sand Riding Arena and Horse Stables with 8 Stalls and Loft. Situated Hillside for Amazing Views.

Welcome to this charming Woodside home, cradled amongst a cathedral of Redwood trees, and loaded with character. Enjoy the relaxing ambiance of this home, featuring Pella windows, vaulted wood ceilings, skylights, and pine wainscoting. With the perfect balance of updated convenience and country charm, this lovely home boasts an open kitchen with an adjacent dining nook, a loft perfect for storage, guests, or office, and a living room with vaulted ceiling, perfect for curling up by the wood burning stove. Outdoor eating area, flagstone patio w/arbor, built-in benches, large shed, extra storage, detached garage

Nestled in a serene redwood grove in the hills above Woodside, this 4-bedroom, 2.5-bath home offers a tranquil retreat with modern convenience. Set on a spacious mostly level 1/2-acre, this property blends the beauty of nature with sophisticated living. The open concept living area features vaulted ceilings, large windows, & a cozy fireplace, filling the space with natural light and framing breathtaking views of the towering redwoods. The kitchen boasts stainless steel appliances with granite countertops. The primary suite offers a private sanctuary with two story cathedral windows looking out onto the private back yard. Adjacent to it is an enclosed downstairs porch with a built-in hot tub with 3 additional bedrooms providing ample space for guests, or a home office. Outside, the half-acre lot offers endless opportunities for relaxation & recreation, with pathways, fruit trees a garden area and plenty of space to create your vision. Located just a short drive from the city, this home provides the perfect balance of seclusion and convenience, offering a unique lifestyle for those who value nature and privacy without sacrificing proximity to urban amenities. A rare find in the Bay Area, this home invites you to experience the perfect blend of rustic charm and modern luxury.

Situated in a tranquil yet accessible location, this Woodside home seamlessly combines comfort with modern design. Gleaming hardwood floors and fully remodeled features add a contemporary flair, while expansive windows and glass doors capture breathtaking views of the surrounding landscape. The large deck is ideal for entertaining, enhanced by the calming sounds of a nearby seasonal creek, creating a serene escape. Located in a charming country setting, the property offers direct trail access to Woodside Village, just over a mile away, and falls within the highly regarded Woodside Elementary School district. Ideally positioned between San Francisco and Silicon Valley, this home provides a truly exceptional living experience.

Completed in 2023 on Woodside's most premier central corridor, a Cul De Sac off Mountain Home Road. This 3 - acre Tuscan inspired estate property is a masterpiece of design that blends the finest materials from around the globe. Breathtaking displays of quartzite evoke artful elegance, while floors of marble and French oak exude timeless sophistication. Every detail is crafted with precision- French oak cabinetry, ceilings, and trim, coupled with Venetian plastered walls in the grand public rooms, and softly illuminated by chandeliers from Spain. Designed to perfection for toady's lifestyle, the great room serves as the heart of the home, offering a magnificent kitchen and a seamless flow to the loggia and vast private grounds. Five bedroom suites, including for both main and upper level primary suites, provide ultimate flexibility and privacy. The guest house mirrors the main residence's impeccable standards, complete with a full kitchen, bedroom, two baths, and a sauna. the estate's grandeur extends outdoors with a wrap around loggia with fireplace, 60 foot pool and spa with canopy jets, fully fenced tennis court, and expansive lawns and meadows. Located in one of the country's most exclusive zip codes, nearby Venture capital hub Sandhill Road, Stanford Univ. & Silicon Valley.

SKY HOUSE: INNOVATIVE BAY-VIEW ESTATE! WOODSIDE ELEMENTARY! Once in a great while, a destination comes along that is not just a home or an address, but a meeting place: a harmony of nature and design: a meeting place that is at once timeless and forward thinking. Adjacent to Wunderlich Park on a gated private road, Sky House at 33 Bear Glen is one such unforgettable experience. Custom designed in 1991 by celebrated architect Paul Gilger, it's no wonder this home takes on cinematic qualities: around the same time Gilger was crafting this modern opus, he was masterminding the film studio of George Lucas, the legendary Industrial Light and Magic in San Rafael. * 3 bed/3 ba main house + ADU with bed area, office area, kitchen & full bath * Lower level of main home makes an inspiring Office, Art or Music Zone * Stunning Open Concept * Unobstructed water views * Extensive new landscaping * 2-Story Staircase nearly 30 feet high as work of art * Indoor/Outdoor w/ view dining decks & flat pad to rear * Immersive privacy beyond circular motor court * Detached ADU/Office overlooks new Fountain Courtyard * Architecturally significant bespoke caliber * Central Woodside lifestyle w/ Woodside Elem, just 20-30 min to Sand Hill, Stanford, & Silicon Valley*

NEW LOWER PRICE! Discover the charm and uniqueness of 76 Morse Lane, a home built with love and designed to stand out. This two-story 'round house' offers soaring open-beam wood ceilings and panoramic views of the stunning nature that envelops it. Built in 1978 and ready for you to renovate, or take advantage of the large 1.6 acre lot and build your own dream home. (Permit process would be SMC, not City of Woodside.) Here is just a sampling of the key features... Spacious Living: With 2400 sq ft of living space, this home has 4 bedrooms (3 per tax records) and 1 den/study, providing ample room for family and guests. Outdoor Oasis: Wrap-around decks that allow you to fully embrace the beauty of the surrounding landscape. This property also backs up to open space and Wunderlich Park, perfect for hiking enthusiasts. Expansive Lot: Nestled on a 1.6-acre lot adorned with a variety of beautiful trees, providing a harmonious balance of sun and shade. Prime Location: Located on a developed street with beautiful homes, you're just 5 minutes from the iconic Alice's Restaurant, local wineries and other attractions. Don't miss the opportunity to own this one-of-a-kind home in a desirable community! Take advantage of the recent price reduction and make this unique property yours today!

Contemporary Woodside. Designed by William A. Churchill and inspired by Frank Lloyd Wright - an extraordinary architectural masterpiece. One of the most sophisticated living and entertainment homes in Silicon Valley! Private, located on 3.38 gated acres, expansive entry is surrounded by a professionally managed vineyard of over an acre of Pinot Noir, Cabernet Sauvignon and Vermentino grape varietals. Open floor plan, 35-foot ceilings. The approximate 8,660 sq ft home has 5 bedrooms/ 6 full/2 half baths. Primary suite - stunning retreat w/fireplace, secluded outdoor terrace and dramatic ceiling.All bedrooms have unique features - ceilings of glass, views of the gardens and large adjoining bathrooms. Living room has views of the magnificent grounds and Santa Cruz Mountains. Five seat wet bar and game area. Library/office includes hand crafted bookcases and fireplace. Formal dining room. Openkitchen has granite counters and top of the line appliances.Family room.Outdoor entertainment area w/big western hill views, cascading pool and spa, verandas, barbecue and dining areas. Garden vegetable planters.Private spa/massage room, wet and dry saunas, gym room, and a private entry office w/kitchen and bath.Temperature-controlled wine cellar for 1,000 bottles, 4 car garage w/EV charger.

Chic & Luxurious Retreat with Ocean Views. offering an unparalleled living experience, high-end luxury throughout, just 20 minutes to Woodside Village. Set on more than 8.2 acres with vast level areas, the entire home was extensively remodeled just 12 years ago and features a grand entrance via a long cobblestone-lined driveway. The open and flowing interiors showcase oak hardwood floors and a blend of modern / rustic design elements, including vaulted wood-paneled ceilings, paneled walls in some rooms, and contemporary designer light fixtures. Every room overlooks the ocean, accessing decks on each level lined in clear glass for unobstructed views. The home includes 4 spacious bedrooms, with the primary suite on the upper level and a second primary suite plus two additional bedrooms on the lower level revolving around a central lounge. Outside offers expansive decks, an ocean-view spa plus a regulation sand volleyball court for added relaxation and recreation. Nearby are miles of hiking and biking trails at Open Space Preserves plus acclaimed restaurants, such as Alices and Mountain House with a Michelin-star chef, along with a convenience market, deli, and gas station, all enhancing the lifestyle at this luxurious coastal-view retreat.