Woodside CA Real Estate & Homes for Sale

Stunning view of the Bay from almost every room and decks, view covering from Mt Diablo to Stanford Hills! House is completely remodeled: new hardwood floors, custom cabinetry w Silestone countertops, vaulted ceilings, tiled bathrooms, etc...; 2 master suites, one w it's own private deck. Located in a tranquil Woodside setting; walk distance to town and acclaimed Woodside Elementary School; Lush landscaping, wrap around decks with views, provide a perfect place for relaxing and entertaining.

Complete privacy set way back from the street on 5.6 acres just one mile from famed Alice's Restaurant. Lodge style ambiance throughout with wood paneled wainscot and towering ceilings plus expansive windows and sliding glass doors. Spacious living room, formal dining room, large family room, and open design kitchen with high-end appliances. 2 offices plus 3 bedrooms and 3.5 baths. Private upstairs wing for primary suite with its own view deck plus second upstairs wing with 2 bedrooms. Numerous detached workshops for storage or hobbies. Professional greenhouse, pond, huge deck for outdoor living plus vast stretch of lawn for recreation. Miles of hiking, biking and equestrian trails nearby.

Exceptionally well built custom estate featuring complete privacy and stunning ocean and mountain views! Sited on almost 24 acres of forested land in the hills of Woodside, this spacious estate offers serene tranquility while still being in close reach to town and Silicon Valley. The generous floor plan offers approx. 9,800 square feet of living space w/ soaring ceilings in the formal entry way, a gourmet kitchen, 6 en-suite bedrooms, home office, & a fully equipped attached guest/caretaker's apartment above the 6 car garage. Breathtaking views from almost every room w/ expansive decks on every level to take in the surrounding beauty of this mountain retreat. This home was incredibly well engineered and built in 2004 using steel beam reinforced framing, pier and grade beam foundation, & 35 tons of slate roofing. 6 heating and air conditioning systems, air and water filtration systems, & a back up generator. An exceptionally private retreat property & yet it is still an easy commute!

Located in desirable Woodside, this 3BD,3BA, 2,370 sq ft 2 story home offers the best of both worlds. Escape to your own personal retreat situated on a quiet private road with no through traffic yet only minutes from 280 and downtown Woodside. Enjoy the sun filled deck with amazing views of majestic redwoods and a partial view of Silicon Valley. The home has a spacious gourmet kitchen with high end appliances, family room, living room, wood floors, 2 car garage, home office, 2 wood burning fireplaces all situated on close to 3/4 of an acre (lot is .73 acres). The primary suite has its own private deck, bathroom and walk-in closet. The 167 acre Thornewood preserve is just a short walk. Award winning Portola Valley Schools.

One of the best locations in Woodside. 2 beautiful land parcels on a L Shaped side by side lot. Approximately .68 of an acre or about 30,000 sq ft to be purchased together. Buyer to confirm all building possibilities with San Mateo County and the city of Woodside. Minutes to quaint small town shopping and dining at Village Pub and Buck's, Emerald Hills Golf Course and close proximity to Downtown Redwood City, Major Tech companies, Caltrain, highways 280 and 92. The lots have access from 2 sides on Jefferson Avenue and Southdale Way which makes this a unique investment.

The Perch",Neoclassical Estate with unobstructed views of the bay.set on 7.7 acre of landscaped park-like fairly flat grounds with pool, entertainment room, outdoor kitchens, lounge areas, tennis court, vineyard.Main house is over 6,700 sqft,Front double doors open to a large living rom with high ceilings and unobstructed views of the bay,2 suites with views and luxurious baths.A formal dining, complete chef's kitchen with 2 frig, a wine frig, center island,etc.Ground floor with1 bedroom room, 1 study and 1 full bath, a kitchenette, over-sized room for casual dining and lounging. laundry room, utility rooms, wine room, Lots of storage.A entertainment room by the pool with wine bar, a full bath and a half bath. Separate guest house features a 1bd suite with kitchenette, a large bonus gym room.2 car detached garage.Hiking, biking, jogging, swimming, Tennis, Sun bathing, deer watching, wine-making in your own backyard. 10 minutes to Robert's market and 280. Ambience of California Living!

Arguably one of the finest estates in Woodside. Situated on 5.78 acres with ultimate privacy and views of the western hills this magnificent 1928 home exudes the essence of Woodside. In addition to the main home, the property includes a guest house as well as separate quarters that can be used for a caretaker, fitness center, or office. Outdoor amenities include a pool, spa, tennis court, basketball court, golf putting area & custom playhouse. An amazing vegetable garden with fruit trees give the owner the ability for a farm to table kitchen. Beautiful rose gardens flank the primary bedroom suite patio and spa. This property is a perfect host for gala events, everyday living, or an escape from City life. Conveniently located just a little over a half mile to Woodside Village and up the street from acclaimed Woodside Elementary (K-8). Main: 8,425 SF | Guest House: 1,370 SF | Detached Studio:620 | Total Finished & Unfinished: 11,950 SF Well for Irrigation.

Country living meets entertainers delight! Situated on a 2.9 gated and fenced private acres with spectacular views. Whether you're looking to entertain, work, enjoy a self sustainable lifestyle, this private and secluded retreat has it all. 7 bedrooms, 5 bathrooms, wall to wall windows with high ceilings and a finished basement with a wine cellar (almost 5000 Bottles) is a perfect setting for entertaining. Mirrored fitness room, library, 2 wet bars, 3 wood burning stoves. Starlink satellite is included. The property also has a fenced area ready for farm animals, enough land to have a garden, and connected to miles of hiking trails. 45KW backup power generator that can sustain an off grid situation for months. 4 water reserve tanks holding almost 30K gallon of water is sufficient for many months. Since the property is located on high elevation of 2000 feet you can enjoy the novelty of snowfall as well. This gem of a property is ideal for live/work/entertain/casual comfort, a must see!

The opportunity to own almost 4 Acres of land and build your dream home starts here! Located in Woodside this large piece of land, offers a beautiful scenery of mature redwood trees, tranquility, seasonal water runs through the creek and mountains trails to explore. Don't wait, buy and start planning your dream life on this gorgeous piece of land. Paved road for private access. Near major tech companies within Silicon Valley, Stanford University, and 30 mins to San Francisco. Portola Valley Schools. Lot is buildable, buyer to verify details with Woodside. More photos of property and website coming soon!

Classic East Coast Colonial on 3 level acres of beautiful grounds with equestrian facilities and pool designed for fitness as well as leisure. Quintessential Woodside setting surrounded in natural beauty, vast stretches of lawn, specimen trees, and brick terraces for entertaining. 4-bedroom, 3.5-bath East Coast Colonial is traditional inside and out with hardwood floors, refined millwork, numerous updates, and fresh paint. Formal living room with fireplace, office with wet bar, formal dining room, all-white remodeled kitchen, stainless steel appliances + family room with fireplace. 5-stall barn with paddocks, tack room, hay loft. Separately fenced pool with 75-foot lap lane and elevated spa. Enjoy the classic elegance today or further transform at this superb location close to town centers in Woodside and Portola Valley with direct access to miles of trails for hiking, biking, and riding. Excellent Portola Valley schools.

East Coast meets Central Woodside. This exquisite +/- 3.00 AC estate with wonderful Western Hill views features a two-story 4 BR / 4.5 BA elegant +/- 5,642 SF (appraised), finished basement with movie theater & a gym, four fireplaces, a steam shower in the master bath, a 2 BR / 2 BA +/-, 1,184 SF (appraised) guest house, tennis court, a pool, and spa, which features an outdoor entertaining area with firepit sittings. Completely transformed in the past twelve months for today's lifestyle of working from home, distance learning, entertainment, fitness, and wellness, this property exhibits the finest selection of rich marble and floor finishes, top-of-the-line kitchen appliances & floor-ceiling windows. Perfectly situated in complete privacy in an extraordinary park-like setting, this is truly an exceptional home midway between San Francisco and Silicon Valley. Horse property. Buyers to satisfy themselves with the accuracy of sq. ft. listed.

Unusual opportunity to own two +- acres of California Coastal Redwoods West side of Skyline Blvd. Adjacent to hundreds of acres of protected Open Space. Hiking and biking trails abound. Extremely private. Ideal meditation spot. Visualize towering Redwood trees, flowing fog-banks and silence.

Frog Creek, built in 2006, a 12.63 acre parcel that is virtually flat encompassing a combination of wide-open spaces bordered by natural surrounds. A bespoke estate carefully considered & thoughtfully designed. This modern estate is abundant w/amenities rarely found, no expense was spared in its creation or lifestyle amenity bypassed. The living spaces feel intrinsically European, yet every room evidences intention & integrity w/a warm California ambiance. Wall-to-wall windows along the back of the main residence (12,039) reveal a perfect view of the oak tree allee, swimming pool (26' x 60') adjacent to the pool house (1498SF), tennis court, & a competition size equestrian arena & barn (2494 SF). A fully equipped 2-bedroom, 2-bath guest house w/fireplace (1,500SF), 4+car garage,11 seat movie theater, & wine cellar. Sequestered among oaks near a burbling creek, it's easy to forget that Frog Creek is situated in the heart of Silicon Valley, & just a short drive from San Francisco.

Seven exceptional Acres! An Expansive Bay View Retreat! Surrounded by nature & abundant in privacy, this exceptional Woodside residence offers premier living on over 7 acres. Stunning panoramic views envelope the property highlighted by sunrise views each day and city lights by night. The floor plan is open & flowing with approximately 3,095 square feet over three levels taking complete advantage of the breathtaking view. There are 4 bedrooms & 3 baths in total, the expansive primary suite retreat offers an oversized bath & walk in closet. The rest of the spacious bedrooms are equally ideal, one w/ loft, one w/ oversized walk-in closet and one with its own access to the outdoors - a perfect bedroom or office. Fine California indoor & outdoor living is highlighted with vast decking around, sprawling level lawn, mature trees & gorgeous views. Rounding out the property is the 2-car garage, huge laundry room, ample storage & abundant light. A perfect scenic escape yet close to everything.

One of the most extraordinary properties on the SF Peninsula on almost 18 acres. The property has endless potential (including zoning for commercial use) and has been used to raise horses, to showcase a car aficionados collection, and to host philanthropic and social events easily up to 200 guests, all the while serving as a comfortable venue for everyday living. 5-floor main residence from the 10+ car garage to a viewing room at the top of one of the turrets. Personal quarters include multiple apartments plus tremendous, dedicated office space. The barn is a matching masterpiece with both buildings hand-crafted by local and international artisans with individual details taking up to a year to complete. Magnificent grounds include a 4-tee golf practice area, RC car track, resort-inspired pool and spa, and direct access to miles and miles of hiking and equestrian trails in bordering Wunderlich Park. Woodside or PV schools. 17 minutes to Woodside town center.

Extraordinary, contemporary home privately tucked away on a magnificent compound of almost 12 acres with unbelievable Bay views. The home's design boasts soaring ceilings, walls of glass and myriad decks which create an indoor-outdoor living environment. The floorplan supports casual everyday living and recreation, but with multiple office spaces, it allows for a perfect life-work balance. Large, primary bedroom with sitting area and attached office/nursery. Gourmet chef and caterer's kitchen. The home is rich in detail, but its natural environment is the soul of the property. Resort like landscaping and outdoor entertainment spots. There are an abundance of amenities: guest house, gym, infinity pool, fire pit, retractable awning, spa, vineyard spot, orchard, two level lawns, 6 car garage with workshop, generator, two wells for irrigation, access to Wunderlich Park. After a long day out, you'll breathe a sigh of relief when you return home to your private retreat. 16379skylineblvd.com

This amazing 30 acre ranch in beautiful rural Woodside with breathtaking views of the coastal hills can be your own personal getaway. There are so many options for this rare piece of property: Horse Ranch with riding arena, cattle, vineyard, family retreat or personal residence, the possibilities are endless. Sitting at the end of a small country road behind a private gate is this 3 bedroom, 2 bath 2200 sq ft ranch style home. Fix up or build your dream home!!! The property has 2 ponds, creek, natural spring, pasture land and partial ocean views from the property!!!! A beautiful 30 min. drive through towering redwoods and rolling hills takes you from the congestion on Silicon Valley/280 to your own private retreat.