luxury houses for sale Portola Valley, United States

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

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.

Set on more than 2.7 acres at the end of a private lane, this classic traditional home offers exceptional space, privacy, and long-term potential. Cobblestone-clad accents and timeless architectural details lend enduring curb appeal, while the home’s generous scale provides a comfortable setting today for everyday living along with a meaningful opportunity to transform in the future. Formal living and dining rooms, an eat-in kitchen, and a spacious family room with cathedral ceiling precede a separate wing with five bedrooms, including the primary suite. The substantial acreage defines the property, with wide-open areas ideal for recreation, gardens, or future enhancements. Access to highly regarded Palo Alto schools further strengthens the appeal. Size, privacy, and exceptional land come together in a property that offers both immediate livability and lasting potential.

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.

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.

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!

Contemporary masterpiece with two-story guest house, pool pavilion, plus pool and spa on just over one acre of manicured gated grounds. Exotic woods of curly maple, pear, and Sapele mahogany complement maple and Halila limestone floors and counters in Brazilian granite and limestone. Graceful curves adorn walls, ceilings, windows, and cabinetry that maximizes storage. Five bedrooms and six and one half baths, library, lounge, full bar, nine-seat theatre, 2,000 bottle wine cellar, fitness center with steam & sauna, plus two offices one with secret Orient Express train car room with 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, whole-home backup generator, radiant heat & EV charging in the five car garage. Desirable cul-de-sac and close-in location. Excellent Los Altos schools.

An exceptional Woodside estate set on approximately 6.6 acres, this private 4-bed, 3-bath residence offers a rare opportunity to experience refined living surrounded by nature. Encompassing approximately 2,760 sq ft, the home is thoughtfully designed to capture captivating views of the surrounding mountains & clear across the Bay while providing a serene retreat just moments from local amenities. Soaring ceilings, expansive living spaces create a sense of volume & elegance, complemented by two fireplaces adding warmth & character throughout the home. Generously sized bedrooms offer comfort & privacy, while large windows invite an abundance of natural light. The kitchen serves as a central gathering space, featuring an island, pantry & seamless connection to the main living areas. Indoor-outdoor flow leads to a spacious deck & hot tub, perfect for relaxing & set against a backdrop of tranquil, open land. The grounds offer remarkable privacy & scale w/space to explore & unwind. Additional features include a recently installed Jackery generator, Tesla EV charger, attached 2-car garage & abundant on-site parking. This is a rare offering for the discerning buyer seeking an elegant refuge where peace, privacy & convenience coexist in one of the Peninsulas most prestigious settings.

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.**

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!

2161 Valparaiso Avenue is a custom-crafted green smart home in the heart of University Heights — West Menlo Park's most sought-after enclave — where soaring architecture, designer finishes, and seamless indoor-outdoor living converge in a way that is genuinely rare at any price. The schools, first. Las Lomitas Elementary ranks in the top 1% of all 9,500+ California public schools, with 87% of students proficient in math and reading — more than double the state average. La Entrada Middle School carries that standard through 8th grade. This is the school path families move to Menlo Park for, and this home sits squarely within it. The architecture. Step inside and the space announces itself immediately. Double-height ceilings rise above the great room, bathed in natural light from skylights overhead, while a dramatic floor-to-ceiling stacked stone fireplace anchors the room. Walls of glass slide open on both sides, dissolving the line between interior and exterior — drawing the eye out to a private deck and a serene bamboo garden that feels worlds away from Silicon Valley's pace. A sculptural floating staircase — open-tread wood treads, steel cable railings, warm walnut handrail — ascends through the double-height volume like a piece of art that also happens to take you upstairs. The kitchen. A professional Viking range with six burners and dual ovens, Sub-Zero refrigerator, integrated EuroCave wine cooler, quartz waterfall island, mosaic tile backsplash, and warm walnut cabinetry. This is a kitchen serious cooks and effortless entertainers will both claim as their own. The primary suite. Serene and private, with sliding glass doors opening directly to the garden. Dual vessel sinks, sage green subway tile, an oversized glass-enclosed shower, a skylight, and a private outdoor courtyard — a spa-caliber retreat that makes the morning ritual feel like a small luxury every day. The flex space. Upstairs, a skylit lounge with custom built-in walnut shelving and a private balcony is the ideal home office, creative studio, or reading room above the treetops — purpose-built for the way people work today. The green and smart home design. Built from the ground up with sustainability at its core: Control4 whole-home automation (audio, video, lighting, security, climate control), energy-efficient systems throughout, and bamboo floors chosen for their beauty and environmental credentials. This is not a retrofit — it's a home where green living and thoughtful design were the brief from day one. The setting. University Heights is the kind of neighborhood where people arrive and simply never leave. Walkable, quiet, and held together by a genuine sense of community. Stanford University, Sand Hill Road's venture capital corridor, Meta's headquarters, and the Sharon Heights shopping center are all within minutes. Highway 280 access makes the commute to San Francisco or San Jose straightforward. Rarely does a home this carefully conceived come to market in a neighborhood this deeply loved.

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.

Own a remarkable 1.4 acre parcel in Atherton, nestled at the end of a tranquil cul-de-sac. A perfect opportunity to build your dream home without compromise. The lot offers natural beauty and privacy in a park-like setting, creating a tranquil oasis that feels far from the hustle and bustle yet is close to the coveted Las Lomitas school district, prestigious private schools, Highway 280, and nearby shopping districts. Just minutes from Stanford University and Sand Hill Road, this property combines convenience and exclusivity.