luxury houses for sale Portola Valley, United States

Spectacular views stretch across Silicon Valley from this private gated retreat set on approximately 3.30 acres. Designed to capture the remarkable views from every major living space, the home combines breathtaking natural beauty with an exceptionally functional and versatile floor plan. Soaring ceilings, walls of glass, and seamless indoor/outdoor connections create an inviting atmosphere throughout, while an expansive deck spanning the rear of the home provides the perfect setting for entertaining while enjoying a front-row seat to one of Los Altos Hills' most remarkable views. The remodeled kitchen features abundant custom cabinetry, a large center island, premium appliances, and a sunny breakfast nook. The private primary suite is complemented by a sunny sitting room, remodeled bath, and well-positioned secondary bedrooms. Flexible living spaces include a lower-level family/recreation room with a wet bar and full bath, an upper-level bedroom or study, and a detached office with patio access. Majestic oak trees, a vineyard, level open spaces, and expansive entertaining terraces enhance the more than three-acre setting, creating a rare opportunity to enjoy privacy and extraordinary natural beauty in a desirable location served by acclaimed Los Altos schools.

Coming Soon! Just over two acres with sweeping San Francisco Bay and western hill views and about 300 Pinot Noir and Chardonnay vines. The Estate comprises a beautifully appointed four-bedroom main home, a separate one-bedroom cottage with a full kitchen, a converted barn and an underground wine cellar. The main home is a split-level design intended to capture views, ranging from Yerba Buena Island to Moffett Field, from almost every room. The cottage offers a private place ideal for guests or extended family. The converted barn currently has a winemaking/multipurpose room, a half-bath, and an upstairs studio or office. The underground cellar is naturally cooled. Interiors throughout all buildings are beautifully appointed while maintaining rustic European character. Outdoor spaces include a wraparound Bay view deck with hot tub, a deck connected to one of the lower bedrooms and expansive crushed stone patios beside the vineyard with olive and fruit trees, ideal for entertaining. Additional features include a detached five-car garage, minutes to hiking trails at Foothill Park and Byrne Reserve, and access to excellent Los Altos schools.

Tucked into the rolling hills of Los Altos Hills, this architecturally striking retreat offers a rare blend of modern design, artisanal craftsmanship, and an intimate connection to nature. Reimagined through an extensive down-to-the-studs renovation, every detail has been thoughtfully curated to create a home that feels both elevated and deeply personal. Walls of glass frame ever-changing views of the surrounding landscape, while soaring ceilings and clean architectural lines invite natural light to pour through the interiors. The main living spaces are grounded by quarter-sawn French oak floors and anchored by a dramatic, sculptural fireplace—hand-fabricated from cold-rolled steel, serving as both a design centerpiece and gathering place. The kitchen and dining areas flow seamlessly to expansive outdoor decks, creating effortless indoor-outdoor living. A cantilevered breakfast nook captures the morning light, offering a serene place to begin the day as the hills awaken beyond. The primary suite is a private sanctuary, oriented to the east to welcome soft sunrise views. Custom book-matched eucalyptus paneling, a spa-inspired bath, and a steam shower create a retreat-like experience, where nature becomes part of daily living. Designed for both quiet moments and elevated entertaining, the home reveals multiple spaces to gather and unwind—from sunlit terraces to intimate interiors enhanced by a whole-home sound system. Outdoors, mature oaks and curated landscaping surround the property, while a hilltop spa offers a peaceful escape beneath the stars. With all-new systems, advanced lighting controls, and bespoke finishes throughout, this is a home where design, comfort, and setting come together in perfect harmony—just minutes from downtown Los Altos and the heart of Silicon Valley. FEATURE HIGHLIGHTS Down-to-the-studs renovation with all-new systems Sculptural cold-rolled steel fireplace (custom fabricated) Quarter-sawn French oak flooring throughout Custom book-matched eucalyptus millwork Lutron lighting + whole-home Sonos sound system Cantilevered breakfast nook with sunrise orientation Spa-inspired primary suite with steam shower Expansive decks + seamless indoor-outdoor flow Hilltop spa with panoramic views EV charger + modern infrastructure throughout

Estate property on approximately 1.37 acres with Chardonnay vines producing about 100 cases per year. Beautifully appointed home with 5 bedrooms, an office, and 4.5 baths on two levels with classic architectural details that include beamed ceilings, layered moldings, wainscot paneling, and hardwood floors throughout much of the home. Formal living and dining rooms, spacious kitchen with casual dining area, plus open family room and separate media room. Outdoor living is designed for entertaining and relaxation with a pool and spa, fire pit, built-in barbecue center, rock waterfall and pond, plus multiple arbor-covered terraces overlooking the vineyard. Additional features include a privately located office, mudroom with half-bath, laundry room, attached 3-car garage with one bay currently designed as a gym, whole-home backup generator, radiant and forced-air heat, and new roof in 2025. Convenient access to Highway 280 while still enjoying complete solitude. Acclaimed Palo Alto schools.

Coming Soon! Regally positioned in complete privacy on approximately three acres, this palatial residence conjures images of European grand manors. Masterfully crafted with unparalleled quality, the estate presents luxurious grandeur and sumptuous comfort in equal measures. From the magnificent entrance with multiple water features and impressive porte cochere to the lavishly appointed interiors, the ambiance is decidedly elegant and glamorous. Vast expanses of richly veined marble or Brazilian walnut finish the floors, crown moldings are uniquely appointed with unmatched detail, and lofty ceilings showcase dazzling German chandeliers. Grand formal rooms are complemented by a more relaxed family room adjoining a tremendous gourmet kitchen, a cherry paneled office is fit for any executive, a twelve-seat theatre, and wine cellar awaits your collection. Outside, the grounds are truly resort-inspired with an infinity edge pool and spa, amazing entertainment terrace lined with European statuary, barbecue center, and breathtaking grounds.

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!

Perched a top of Skyline Ridge, this gated custom estate offers spectacular views of the San Francisco South Bay, including Mt. Diablo, Stanford, and San Jose. Nestled on a private 5+ acre east-facing parcel near the 942-acre Wunderlich Park, the home features 5 bedrooms, 4.5 bathrooms, 4 large decks, and a 2-car garage. The gourmet kitchen with center island, dining room, and large pantry opens to the great room with vaulted ceiling, skylights, and 3 French doors. Upstairs showcases imported slate floors, a central family/activity room, a guest half bath, a library/office, and a spacious primary suite with a walk-in shower, a 2-person jetted spa, a private deck, double sinks, a bidet, and a walk-in closet. A nearby flexible room could serve as a bedroom, nursery, or den. The laundry area opens to a flat yard suitable for a future pool, tennis court, or stables. Downstairs includes 2 bedrooms, a large bath, a sitting room, and a fully self-contained ADU with private entry and a deck. In the coveted Portola Valley/Woodside School District, the estate feels private yet is minutes from Alice's Restaurant, Fogarty Winery, central Woodside, Stanford, and the Coast.

Above the gentle curve of the San Gregorio Creek with its own private beach, this rare and enchanting 3-acre property offers a peaceful retreat minutes from the center of La Honda. The home features country charm with its wrap-around porch, fireplace, and views of the surrounding nature. A flexible floor plan includes three sleeping areas and a bonus room. The attached two-car garage includes EV charging capability and a generous workshop with plenty of storage. Super opportunity to use as either a full-time residence or weekend escape. Rich in history, the home retains its timeless charm while benefiting from key updates including elevating the home on an upgraded foundation, electrical updates, septic, and a private well. Adjacent to the home an open, flat meadow, framed by mature trees, presents exceptional possibilities. How will you enjoy this? Garden, farm, keep animals, add outbuildings, the opportunities are amazing. Additional features include a private well, water rights, and charming bridge access to the property, creating a truly distinctive setting that feels worlds away while remaining within reach of modern conveniences.

Custom-built, Craftsman home by renowned builder on approximately 1.03 acres, offering exceptional privacy behind a gated driveway. Beautifully landscaped grounds, covered front porch, and resort-style backyard create a true indoor/outdoor lifestyle.The home features hand-hewn maple floors, custom moldings, and exqusite details throughout.Formal living room with fireplace, elegant dining room with butlers pantry, wine refrigerator, and walk-in pantry. Gourmet kitchen, granite countertops, high-end stainless appliances, and Sub-Zero refrigerator/freezer and opens to a spacious family room with built-ins, gas fireplace, and seamless access to the rear grounds. Main-level bedroom suite with exterior access ideal for guests or pool use.Upstairs includes a luxurious primary suite with sitting area, fireplace, balcony, office nook, oversized walk-in closet, and spa-like marble bath with heated floors.Additional three bedrooms, media/lounge room, and flexible spaces complete the home.Resort-style grounds include pool, spa, outdoor kitchen, fireplace lounge, expansive lawn, playground, and orchard. Additional features:50-panel solar system, smart lighting, sound, security, multi-zone HVAC, and private well for irrigation. Excellent schools close to hiking trails and HWY 280.

A rare opportunity to own a magnificent custom-built French Normandy estate on approximately 1.85 gated acres. The main residence offers over 7,800 square feet (including garage space) with 5 spacious bedrooms, 5 full bathrooms, and a powder room, thoughtfully designed for both grand-scale entertaining and comfortable everyday living. The park-like grounds feature mature 18-year-old Merlot vineyards with approximately 150 vines, flourishing vegetable gardens, orchards, a resort-style pool and spa, and majestic redwood groves that create an atmosphere of privacy and tranquility. Complementing the main residence is an approximately 1,000-square-foot guest house complete with a kitchen, family room, one bedroom, and one-and-a-half baths. Wine enthusiasts will appreciate the extraordinary approximately 1,500-square-foot wine complex, featuring a banquet room, wine cellar, gym, and office/storage space. Additional amenities include a detached three-car garage with covered access to the main home, as well as a two-car tandem garage adjoining the guest house. This exceptional vineyard estate combines timeless European-inspired architecture, resort-caliber amenities, and a premier wine-country lifestyle in an extraordinary private setting.

746 Santa Ynez Street is one of the most historically significant private residences in Stanford's San Juan Hill neighborhood — and one of the least known, sitting below street level behind a dense screen of mature trees, invisible to passersby on the street above. The house was designed in 1917 by Charles K. Sumner of San Francisco, the architect of record, whose original drawings are dated August 29, 1917, in a Mediterranean style with French influences. (The property appears in Stanford's Birge Clark architectural collection due to a 1941 kitchen remodel by Malcolm Clark, Birge's son; the confusion is understandable but the authorship is Sumner's.) It was commissioned by Albert Conser Whitaker, a Stanford professor of economics, who ran out of funds before completion. Herbert and Lou Henry Hoover purchased the unfinished house and upgraded it substantially while their own house on the crown of San Juan Hill was under construction. It was Lou Henry Hoover who lived in and completed this house while her husband served in Washington under Woodrow Wilson and attended the Versailles Peace Conference. Original cedar shelves in the basement still bear the Hoovers' name. The subsequent owners read like a roster of Stanford's 20th-century intellectual core: Ephraim Douglass Adams, the history professor who helped Hoover establish what became the Hoover Institution; Leonas Lancelot Burlingame, the botanist whose General Biology textbook shaped a generation of students; and Theodore W. Anderson, professor emeritus of statistics and economics, fellow of the American Academy of Arts and Sciences, and member of the National Academy of Sciences. The house offers 3,319 square feet across two main floors, plus a fully finished lower level of 614 square feet with a bedroom and full bath — six bedrooms and three and a half baths in total — on 1.15 acres. The curved driveway passes the full width of the house, and the rear garden is an oasis, including a pool, two large decks, a stunning California live oak, redwoods, liquidambar, Monterey pines, and mature fruit trees. The interior retains much of its original period details and hardware. Some houses have addresses. This one has a history. Stanford-eligible buyers only.

Welcome to this unparalleled estate, offering ultimate privacy and tranquility on 6 acres of lush grounds in highly sought-after Los Altos Hills. Behind private gates, this extraordinary home spans over 15,000 square feet and is designed for those who appreciate the finest in luxury living. Every detail has been meticulously crafted to provide a perfect balance of comfort, style, and sophistication. Enjoy resort-like amenities including a stunning pool and grotto with breathtaking views, a grand formal living and dining room, a custom library, and a private office. The chef's kitchen is complemented by a butlers pantry and a second kitchen downstairs, ideal for entertaining on any scale. The home also features a state-of-the-art theatre room for unforgettable movie nights. The 1,500 square foot bonus space with soaring ~fifteen-foot high ceilings is perfect for a variety of hobbies or could be transformed into a space to suit your personal needs. Whether you're hosting lavish gatherings or enjoying peaceful moments in this serene setting, this estate offers a lifestyle unlike any other. **Some property photos are virtually staged.**

Boasting exceptional San Francisco Bay views, this estate property offers unparalleled distinction on approximately 1.4 acres. Inspired by villas in the Mediterranean, the home is masterfully finished with an array of elaborate details – from hand-painted ceilings to dazzling chandeliers and five fireplaces each with magnificent mantelpiece. Luxurious amenities are plentiful with an extraordinary wine cellar, professionally equipped theatre, recreation room with full bar, plus fitness center with sauna. There are seven bedrooms, each with en suite bath, offering myriad options for family members, guests, and staff alike. From most every room, French doors open to a balcony or the grounds for a seamless connection to the outdoors and Bay views. Not to be missed are the numerous outdoor venues for entertaining highlighted by a resort-inspired pool and spa, three separate outdoor kitchens, including a fabulous cabaña with sports bar, a sports court, bocce ball court, putting green and even a zip line from the custom treehouse. Completing this rare offering is its location with easy access to all of Silicon Valley or to San Francisco plus access to excellent local schools. At a Glance: • Grand Mediterranean gated estate with exceptional Bay views • Complete privacy from the street beyond a screen of foliage and electric gates • Seven bedrooms, each with en suite bath, eight full baths, and three half-baths on three levels, plus outdoor full bath • Elevator access to all three levels • Approximately 11,093 square feet (buyer to verify) • Faux-finished walls, extraordinary hand-painted details, and elaborate millwork and moldings • Spacious living room, formal dining room, and tremendous kitchen and family room • Office, recreation room and bar, professionally equipped theatre, fitness center with sauna, and 2,000-bottle wine cellar with dining area • Main-level master suite plus upper- and lower-level guest/au pair suites • Incredible rear grounds with three separate barbecue kitchens including pizza oven, sports bar and lounge, infinity-edge pool and spa, playground, treehouse with zip line, sports court, bocce ball court, putting green and soccer-worthy lawn • Attached four-car garage • Lot size of approximately 1.4 acres • Top-rated Los Altos schools: Loyola Elementary, Blach Intermediate, and Mountain View High (buyer to confirm enrollment)

Perfectly placed at the end of a cul-de-sac affording abundant privacy, this spacious home has been expertly upgraded with numerous smart features for ease and efficiency. On the main level, a gallery and bar connects the bedroom wing, living room, dining room, family room, and kitchen. The living room enjoys Bay views, a stone fireplace, two walls of windows, soaring vaulted ceilings, and a door to a large entertaining deck. The family room sits at the back of the home with a striking two-way fireplace, and direct access to the kitchen for effortless entertaining and family living. Three bedrooms including the palatial primary suite sit on one end of the home for privacy. The incredibly spacious fourth bedroom has front yard views and a large closet or possible ensuite bath. Potential to finish the ~658 sq ft (buyer to verify) attic for creative use. Pathways lead around the entire home connecting mature gardens and patios. The privacy and tranquility of the hills, steps to downtown!

Nestled in a prestigious Los Altos community, this stunning 2015-built home offers the perfect blend of modern design and upscale living. Featuring 4 bedrooms, 3 baths, and 3,259 sqft of thoughtfully designed living space on an 8,188 sqft lot, this home provides both elegance and comfort. The exterior showcases a sophisticated mix of cedar and stacked stone, creating a bold first impression. Inside, luxurious finishes include exotic cabinetry, designer lighting, and expansive windows that frame breathtaking views of the hills and ridges. The gourmet kitchen boasts a high-end gas stove and top-tier appliances, seamlessly flowing into the spacious family roomideal for both relaxation and entertaining. Step outside to a private backyard oasis, perfect for outdoor living, while the elegant paver driveway adds to the homes curb appeal. With solar panels and two electric car charging stations, this home offers sustainable, eco-friendly living. The oversized 2-car garage provides additional convenience. This home is a true gem, combining luxury, modern amenities, and sustainability in one exquisite package. Dont miss the chance to make it yours!

Single-level living with a resort-style backyard. Nestled in one of Los Altos' most sought-after family-friendly neighborhoods, this beautifully maintained residence offers the perfect blend of comfort, functionality, and timeless appeal. Featuring four bedrooms, two and a half bathrooms, and 2,129± square feet of thoughtfully designed single-level living space, the home is situated on an expansive 10,670± square foot lot. The private backyard is a true highlight, offering a sparkling pool, generous patio areas, that creates an ideal setting for outdoor dining, gatherings with friends and family, or simply enjoying the California sunshine. Located within the highly regarded Los Altos School District and close to parks, shopping, dining, and major commute routes, this exceptional property presents a rare opportunity to enjoy the best of Los Altos living.

Coming Soon! Built in 2010 by Komo Construction, this exceptional contemporary reflects precision craftsmanship and refined modern design. Soaring ceilings, abundant natural light, and a palette of wood, glass, plaster, and steel create a sophisticated aesthetic centered around a dramatic two-story core with sculptural steel chimney and floating staircase. The main level features a stunning kitchen and family room combination plus a formal dining room. The bedroom wing includes a luxurious primary suite and three bedrooms, each with its own bath. The lower level features the main living room in the open central core plus an office, library, recreation room with full bar, and a large fitness or multipurpose room. There is also a flexible-use finished room on the upper level of the home above the three-car garage. The expansive grounds of more than one acre showcase vast terraces, a pool and spa, dual gas fireplaces, built-in barbecue, outdoor media screen, Corten steel garden beds, and fruit trees. This private modern sanctuary enjoys a premier close-in location with access to excellent Los Altos schools.

Discover a remarkable opportunity on this expansive 20,000 square foot lot with a stunning park-like setting. This charming traditional style home includes three bedrooms and two bathrooms, complemented by a spacious living room with a fireplace, an informal dining area, and a lovely family room adorned with vaulted ceilings and walls of glass to take in the beautiful yard. The property is graced with an abundance of redwood and fruit trees, providing both delicious fruit and privacy. With an expansive and tranquil atmosphere, this home presents limitless potential, whether you choose to renovate or build new. It is conveniently located just minutes from Downtown Los Altos, top-rated schools, Los Altos Country Club, and offers easy access to HWY 280.

Tucked away just moments from the Village of Los Altos & highly regarded schools, this move-in ready home offers an inviting retreat with contemporary elegance & elevated comfort. The grand entry welcomes you with rich hardwood floors, graceful curved staircase, statement chandelier & skylights creating an airy sunlit ambiance. The open-concept kitchen features a custom copper hood above a spacious quartz island, abundant cabinetry, large cooktop, wall ovens and generous sink overlooking the lush, emerald-green backyard framed by mature trees, all opening to a bright & spacious family room. The main floor offers flexibility with a bedroom & full bath ideal for guests or home office. Formal living & dining areas with soaring ceilings and dramatic fireplace add scale & comfort, while interconnected patios extend the living experience outdoors. Upstairs, the primary suite is a private retreat with high ceilings, cozy gas fireplace & private balcony. The suite includes a walk-in closet, remodeled bath with designer finishes & soaking tub. Two additional bedrooms & full bath with double vanity complete the upper level. Thoughtful updates & effortless living in highly sought-after North Los Altos offer an exceptional opportunity in one of the areas most desirable neighborhoods.

Designed by renowned Palo Alto architect Steve Borlik, this stylish home is situated at the end of a premier cul-de-sac just steps from downtown Los Altos and acclaimed Santa Rita Elementary. Perfectly turn-key from top to bottom, this single-level home offers an incredible great room, spacious formal dining room, inviting family room, private bedroom wing, and a large, well-designed backyard. Enjoy high-end construction and materials, custom built-ins, expansive picture windows, a built-in sound system, and solar powered energy. Having both a formal dining room and an open-concept kitchen and family room provides the perfect venue for entertaining and relaxing with family. And in the backyard, a gorgeous travertine patio surrounds the resort-style pool and spa, a fire pit patio sits within an area of level lawn, and a garden has two large raised beds and easy access to a storage shed or potential ADU site. Move-in ready, with a highly coveted location!

Open-concept design in the sought-after Country Club neighborhood! Brightened by floor-to-ceiling windows the living and dining area features vaulted ceilings, elevated wood-burning fireplace and glass doors to the entertainment deck. Remodeled gourmet kitchen with maple cabinetry topped in granite slab, stainless steel appliances, and counter seating separating the adjoining casual dining/living area. Main-level master suite with mirrored closets and remodeled en-suite bath. Additional master suite on lower level with wood floors, walk-in closet and glass door to the pool area. Separate office/fitness center/recreation room with poolside entrance and maple wood floors. Attached 2-car garage currently used for a recreation/family room. Wonderful deck for outdoor living and solar-heated pool in a very private setting. Just over one mile to Rancho Shopping Center and minutes to major commute routes. Excellent Los Altos schools!