luxury houses for sale Portola Valley, United States

Located on nearly two acres beyond a gated entrance, this vineyard property is steeped in privacy and enjoys amazing views of multiple open space preserves. The open and flowing design is oriented to the views from every room. Designer appointments extend throughout, unified by stunning Cumaru hardwood floors on the expansive main level. Here, a spacious living room features two separate seating areas, while the large formal dining room and gourmet kitchen provide ample space for friends and family to join in. At the center of it, all is a dramatic three-sided fireplace crowned by a copper hood that rises to the second-story ceiling with a hand-patinaed finish. There are two bedrooms on the main level, an ideal guest suite and one currently used as a family room just off the kitchen with direct access to a dual-entry bath. The loft-style primary suite comprises the upper level complete with a private balcony, fireplace sitting area, and spa-inspired bathroom. Rounding out the accommodations is a flexible-use room ideal for a fitness center or possible 4th bedroom, plus a 3,000-bottle all-redwood wine cellar. Outdoor living awaits on the vast Ipe deck that spans the rear of the home overlooking the 423-vine Pinot Noir vineyard, the open space views, and the sweeping low-maintenance landscaping that surrounds the home. This home is just minutes to Highway 280 for Silicon Valley or San Francisco access, minutes to trailheads in Foothills Park, and has access to excellent Los Altos schools – a superb lifestyle option on the fast-paced Peninsula.

Nestled in the prestigious enclave of Los Altos Hills, this expansive 2.7-acre estate presents a rare opportunity to own a piece of paradise with magnificent views of the bay and rolling hills. This remarkable residence offers a tranquil retreat with its panoramic vistas that capture the essence of Northern California's beauty. The property's generous acreage affords privacy and serenity, set amidst a picturesque landscape of mature trees and natural greenery. The existing home, visible from an aerial perspective, is a testament to classic architecture, with the potential to become your custom dream home. The exceptional Los Altos Hills location combines the best of both worlds — a peaceful countryside setting and proximity to the vibrant communities of Silicon Valley. Residents can enjoy the quiet life within their expansive grounds while being just a short drive from world-class dining, shopping, and entertainment, as well as tech hubs and excellent schools. This is more than a home; it's a lifestyle offering — with ample space for a future guest house, private vineyard, or a garden oasis. Whether you seek to sculpt the existing structure into a modern marvel or to craft an entirely new vision, this property is a canvas for your aspirations. Experience the allure of the bay's shimmering waters and the tranquility of the hills. This Los Altos Hills jewel is a haven of potential, waiting for a discerning buyer to realize its full splendor. **Some photos of this property have been Virtually altered.**

Welcome to The Lake House! This beautiful, 6 bedroom, 8 bathroom house sits on 4.2± acres with valley views, a private lake along with a private redwood grove. Step into this amazing contemporary country home featuring abundant light, energy efficient metal roof with solar panels supporting tesla powerwalls. An outside gym - a Kenguru Pro Fitness Workout station, dog run, and custom-built tree house are all located on one side of the property. Upon entering the front door, the captivating views draw you immediately to the upper terraces. On the main level of the home, there are 3 en suite bedrooms and a separate office with full bath, along with the living/dining room, eat in kitchen and family room. The lower level has a secondary prime bedroom with large bath and closet area. Two bedrooms with a shared bath. A safe room, and a small theater room with a full bath, and a large family/playroom supported by a secondary kitchen area. There are over 4000± sq. ft. of floating deck designed terraces featuring slate squares. A built in fire pit with a level for comfortable seating allows one to enjoy the sunsets over the valley. The stucco walls are finished with Brazilian ipa wood accents and ceilings under the first floor decking. There is an attached 2-car garage and a detached 2-car garage. 2 EV outlets. Private 20,000 gallon water tank with dedicated hydrant. The private lake provides an ideal spot for swimming, fishing, or just relaxing in the sun. Walk the trail around the lake and relax in your own private redwood grove. Enjoy the privacy and tranquility of country living, with access to an extensive trail system, and still be able to quickly access the flats - only 3.9 miles from 280. Portola Valley schools.

One of the most stunning estates to hit the market in Los Altos Hills. Extensively remodeled with the highest quality finishes and fixtures imaginable, offering the ultimate in indoor-outdoor living. Extremely private: expansive 1.3+ acre lot & vineyard property which flows into the Pearson-Arastradero Preserve. Impeccable Japanese inspired landscaping with pool & spa. Includes 2 story au pair unit. Located within the highly sought-after Palo Alto Unified School District. Just minutes to the 280 Fwy/Page Mill Rd exit.

Coming Soon! Located on 1.63 gated acres at the end of a cul-de-sac, this vineyard estate has been transformed into chic sophisticated and organic modern style. Also transformed for sustainable living, the property has solar-powered electricity, Two Tesla Powerwall backups, Electric vehicle charging, and a synthetic lawn. There are five bedrooms each with en suite bath, an office, and a half-bath. The living room doubles as a home theatre with a retractable screen and projection system. The sleek modern kitchen has high-end finishes and all Miele appliances. There is a large casual dining area, a sunroom with heated floors, and a sizeable family room opening to the pool terrace. Main-level guest suite, three mezzanine level suites, and top-floor primary suite with private office, steam shower, and hydrotherapy tub. Wonderful grounds with pool, spa, four-hole putting green, and terraced Merlot and Chardonnay vineyards with a view gazebo at the top. Excellent Palo Alto schools.

Coming Soon! Located in the sought-after Woodside neighborhood of Skywood Acres, this magnificent three-level home offers breathtaking panoramic views of the Bay and City Lights. With a compound-like setting, privacy and stunning vistas of The Peninsula and Bay are ensured. Spanning approximately 5,500 square feet, it accommodates large families and remote work with two offices. The well-designed layout includes a spacious kitchen, separate dining and family rooms, a library, and an office. The ground floor features four bedrooms, including two primary, one with a balcony, and five luxurious bathrooms. Remodeled baths and kitchen blend elegance and contemporary flair while preserving the Spanish architectural theme. The third-floor office provides inspiring views from San Fransico to San Jose. This Skywood Acres residence combines luxury, comfort, and mesmerizing views for a serene retreat. La Honda Winery manages the vineyard and produces quality wine! Make this your Home Sweet Home!

Nestled in peaceful rural beauty, this stunning home boasts resort-like grounds and luxurious living spaces designed for seamless indoor-outdoor living. In fact, every room opens to the expansive deck that wraps around three entire sides of the home offering breathtaking views of pristine nature and the perfect venue for outdoor entertainment. Fresh updates and an excellent flow elevate the experience, while the grand display of two-story stained and leaded glass exudes abundant elegance. Interiors are freshly painted in soft white complementing the solid oak hardwood floors, some in parquet or herringbone pattern, and new carpet. The public rooms are all generously proportioned and separated by stunning leaded or beveled edge glass pocket doors, creating an atmosphere of grandeur and sophistication. Cathedral ceilings and skylights accentuate the expansive dimensions, while numerous fireplaces create a warm and inviting ambiance. The large library/office, loft-style office or playroom, and spacious kitchen and family room combination add to the allure of this magnificent home. The home’s four bedrooms are located in one wing, including a lavish primary suite, a second suite, and two bedrooms with shared bath. The lower level of the home is designed for recreation or as an ideal Accessory Dwelling Unit with a full kitchen, bath, and private outside entrance. Outside, the pool and spa outlined in rocks complement the natural beauty of the surroundings, while the outdoor kitchen is perfect for al fresco enjoyment. This home also boasts access to excellent Los Altos schools and is just 2.5 miles from the Los Altos Village, making it an exceptional option for Silicon Valley living.

Coming Soon! Recognized as one of the most majestic estate homes in Los Altos Hills, this property exudes European grandeur with a focus on lavish entertaining both indoors and outdoors. The property's gated entrance and motor court create a commanding first impression with details that include carved balustrade railings, water features, and massive iron and glass front door. The homes architecturally distinct floor plan integrates the front entrance with the opulent interior living spaces, arranged around a central courtyard and leading to the beautifully landscaped grounds. An infinity-edge pool, spa, fireplace, and barbecue center set the stage for magnificent outdoor gatherings. Each room showcases meticulous craftsmanship, featuring ornate ceiling designs, plaster walls, sophisticated lighting, grand fireplaces, and custom cabinetry. The main residence has six bedroom suites, two offices, a lounge, and eight and a half baths, complemented by a one bedroom, one bath guest house. Adding to the estate's allure are the lower-level recreational room, fitness center, theater, and wine cellar, alongside an attached six car garage. A pinnacle of luxury and Old World sophistication, this unparalleled property offers close-in convenience and with access to excellent Los Altos schools.

The expansive one-acre setting features renewed elegance and great flexibility for living quarters needed for extended family and/or guests. The four-bed main home includes a lower-level suite with an adjoining recreation room and private outside entrance plus a separate guest house/ADU with a full kitchen and bath. Fresh paint inside and out, refinished matte hardwood floors, detailed ceilings, and window shutters. Formal living and dining rooms plus spacious great room with gourmet kitchen and large customized wine cellar. Dedicated office, primary suite with sumptuous bath, and two beds with shared bath on the main level. Gorgeous grounds with pool, spa, built-in barbecue, and arbor-covered lounge. Attached 3-car garage with EV charging plus a separate four hundred and seventy square-foot garage/workshop with 220 power, without the benefit of a permit, on the lower level of the property. Acclaimed Palo Alto schools and just one and a half miles from the Los Altos Village.

New contemporary home with breathtaking views designed by award-winning M Designs Architects. Stacked stone and cedar define the sleek modern lines of the exterior. Spacious living/dining room combination spans the depth of the home overlooking the family room; retractable glass doors open to a front terrace with views out to the Bay. Short flight of steps down to the open kitchen and family room with exquisite wood-paneled ceiling and views on three sides. Kitchen with lacquered custom Porcelanosa cabinetry topped in quartz, large island with counter seating, top-of-the-line appliances and large walk-in pantry. Upstairs master bedroom suite with walls of windows and sliding doors to a beautiful terrace w/ unobstructed views. Lower-level home theatre, spacious recreation room w/ full bar and full bathroom. Beautifully landscaped grounds include a series of front decks and level lawn areas. Secluded pool in a resort-like setting. Just minutes to the Village. Excellent Los Altos Schools!

Inspired by Lake Tahoe's grand estates, this exceptional property on a gated acre blends organic stone and wood elements with modern livability, stunning western hill views, and a design for indoor and outdoor living. Built by Mehus Construction with architecture by William Maston Architect and Associates and interior design by Allison Whittaker. This two-story home with an elevator features a unique two-sided fireplace at the entrance, hardwood or limestone floors, and exterior stone used as accents inside. The layout includes a formal dining room plus a great room kitchen with retractable glass doors to the main terrace with one of two outdoor barbecue kitchens. There are four bedrooms, two offices, and six and a half baths including a main-level primary suite. The lower level has a recreation room with a full kitchen, media room, fitness center with sauna, and a 1,500-bottle wine cellar. The property features terraced fully landscaped grounds with a rock waterfall, pool, spa, and a path to an Accessory Dwelling Unit with a rooftop lounge and gardens. Highly desirable and rarely available location with high walkability to Los Altos Village, Los Altos Hills pathways, and access to excellent Los Altos schools.

Coming soon! Nestled in the illustrious Los Altos hills, this impeccable estate offers an unparalleled living experience. The luxurious oasis situated in one of the most coveted neighborhoods, boasts expansive grounds featuring a resort-style infinity edge pool and fire pit, meticulously manicured gardens, a private guest cottage, plush lawn and sports field, barbecue area with bocce, perfect for entertaining or relaxation. The residence itself, an architectural marvel, seamlessly blends modern luxury with timeless elegance. Large windows punctuate the home, flooding interiors with natural light and offering unrivaled vistas throughout. The state-of-the-art kitchen, exquisite living spaces, and opulent bedrooms ensure comfort and grandeur coexist; all while being minutes from vibrant downtown Los Altos with proximity to top-tier schools, shopping, and dining. The perfect fusion of prime location, mesmerizing views, and architectural splendor awaits its next discerning owner. Welcome to luxury redefined!

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.

Three-level contemporary home with elevator, two-story guest house, pool pavilion, plus pool and spa on just over one acre of gated rounds. Graceful curves adorn walls, ceilings, windows, and cabinetry that maximize storage. Exotic woods of curly maple, pear, and Sapele mahogany complement maple and Halila limestone floors and counters in Brazilian granite and limestone. Five bedrooms and Six and a half baths, a library, lounge, a full bar, a nine-seat theatre, 2,000 bottle wine cellar, a fitness center with steam sauna, plus two offices one with a secret Orient Express train car room with an overhead train track that runs through both rooms. The guest house is designed in a Japanese teahouse style and the pavilion has a full kitchen for poolside entertaining. Meticulously landscaped grounds have many water features including streams, ponds, and waterfalls. Behind the scenes is home automation, security, a whole-home backup generator, radiant heat & EV charging in the 5-car garage. Close-in location. Excellent Los Altos schools.

Undeveloped parcel in prime location in central Woodside set amongst estate properties. Currently used as vineyard and adjacent to 211 Winding Way that is being offered for sale. Endless possibilities to create your own compound and vision. Stately trees and gentle knoll with loads of sunshine.