luxury real estate for sale Portola Valley, United States

Tranquil land. Excellent opportunity to build on! This sun-drenched parcel has a gentle grade for development.3800 ft2 home plus 1000 ft2 ADU deemed possible by Lea and Braze engineers; price includes feasibility study, survey, and septic perc test results. This land could be a great location for your estate home or quiet get-away. Plenty of room for horses, animal,s and/or hobby farm, you'll find that you are conveniently located to access the hiking and riding trails that abound in the area's open space. Seller has 2 lots for sale (0-220 and 0-250 Heacox); the actual address is not yet determined. Electric pole on site. Old well on-site (plentiful water here), you add septic system. Invest in your future!

Rare opportunity to build on this oak-studded parcel. Large home deemed possible by Lea and Braze engineers; price includes feasibility study, survey, and septic perc test results. This land could be a great location for your estate home or quiet getaway. Approximately one mile from Thomas Fogarty Winery. Plenty of room for horses, animals and/or hobby farm, you'll find that you are perfectly situated to access the hiking and riding trails that abound in the open space near this property. Seller has two lots for sale (0-220 and 0-250 Heacox), and the actual address is not yet determined. Electric pole on site. Seasonal creek and temperate climate.

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.

Rare, serene, approximately five acre parcel perched on Page Mill Road with Bay Area glimpses, an ideal canvas for a custom estate. Enjoy privacy and open space while remaining a short drive to downtown Palo Alto, top Los Altos Schools, tech hubs and major commuter routes. Build your dream home in one of Silicon Valleys most private and coveted settings.

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

A rare canvas in Los Altos Hills with sweeping Bay vistas and the pedigree to match. Set on ~44,866 square feet ( ~ 1.03 acres), 27251 Julietta Lane offers a quiet, view-oriented site to realize an architectural statement. A gentle ~ 17% slope invites a dramatic design-think main-level living with a walk-out lower level, stepped gardens, and broad terraces oriented to the light. Preliminary worksheets by Lea & Braze Engineering indicate an MFA of ~5,000± Square Feet and an MDA of ~10,576± Square Feet (buyer to verify), providing meaningful latitude for a substantial residence and thoughtfully planned site improvements. RA zoning and the highly regarded Los Altos Elementary School District further underscore the long-term value here. Practical advantages are already in place: sewer, water, and utility easements at the street simplifies planning, while a pedestrian path along the lower edge of the parcel creates a natural buffer and enhance accessibility. With open skies above and the Bay beyond, this is a site where architecture, landscape, and light can work in concert.

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.**

Refined downtown Los Altos living with rare privacy. Located in one of the premier residential buildings, this sophisticated ground-floor residence offers ~1,714 sq ft with 2 bedrooms, a dedicated office/den and 2 baths. Privately positioned at the rear, the home enjoys a quiet, green outlook just moments from shops, dining, and local amenities. Tall ceilings, espresso-hued engineered wood floors, crisp millwork, and designer lighting define the interiors. The open-concept kitchen, dining, and living areas feature white cabinetry, soapstone countertops, Viking stainless appliances, and an island with seating. French doors open to a private patio framed by a lush living wall, creating seamless indoor-outdoor flow. The primary suite includes a dual-entry walk-in closet and spa-inspired marble bath, separate vanities, and frameless shower. Additional features include California Closets designed storage, custom window treatments (Conrad), central A/C, laundry room w/sink. Exclusive amenities include video security, concierge service, central lobby, fitness center, private club room, and rooftop terrace with grill. Secure underground parking includes two spaces with optional EV charging. Los Altos schools. Experience luxury, convenience, and community in this stunning downtown condo.

Refined downtown Los Altos living with rare privacy. Located in one of the premier residential buildings, this sophisticated ground-floor residence offers ~1,714 sq ft with 2 bedrooms, a dedicated office/den and 2 baths. Privately positioned at the rear, the home enjoys a quiet, green outlook just moments from shops, dining, and local amenities. Tall ceilings, espresso-hued engineered wood floors, crisp millwork, and designer lighting define the interiors. The open-concept kitchen, dining, and living areas feature white cabinetry, soapstone countertops, Viking stainless appliances, and an island with seating. French doors open to a private patio framed by a lush living wall, creating seamless indoor-outdoor flow. The primary suite includes a dual-entry walk-in closet and spa-inspired marble bath, separate vanities, and frameless shower. Additional features include California Closets designed storage, custom window treatments (Conrad), central A/C, laundry room w/sink. Exclusive amenities include video security, concierge service, central lobby, fitness center, private club room, and rooftop terrace with grill. Secure underground parking includes two spaces with optional EV charging. Los Altos schools. Experience luxury, convenience, and community in this stunning downtown condo.

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)

Nestled within an exclusive 4-level boutique building of just 27 homes, The Privelle on 1st offers an unmatched level of privacy, luxury, and community crowned by a spectacular rooftop lounge. This east-facing residence offers one of the most versatile floor plans in the building, with a generous primary en-suite and a spacious Den perfect for a home office or guest space, plus 2.5 luxurious bathrooms finished in Bianco Carrara marble. The gourmet kitchen features custom cabinetry in a rich wood grain finish, stainless steel appliances, wine refrigerator, luxury pendant lighting, and a grand marble waterfall island. Enjoy gentle morning light and step out to your private patio surrounded by lush tree-lined views. Includes secured parking and in-unit laundry. Located in the heart of vibrant downtown Los Altos, just blocks from restaurants, charming parks, boutique shopping, and minutes to major tech campuses. Award winning Los Altos School District!

Brand New Luxury Condos! An exclusive 4-level boutique building with just 27 sophisticated residences. Unit 202 is a beautifully appointed 2-bedroom, 2.5-bath home featuring en-suite bedrooms, a powder room, SS appliances, wine refrigerator, custom cabinetry, Bianco Carrara waterfall island, high-end plumbing fixtures, and European oak engineered wood flooring. Enjoy the convenience of two secure parking spaces in a two-level underground garage with standard parking spaces, mechanical car stackers and EV-ready infrastructure. Residents also have access to a stunning rooftop terrace with lounge seating, firepit, and BBQ---perfect for entertaining! Located in the heart of vibrant downtown Los Altos, just blocks from restaurants, charming parks, boutique shopping, and minutes to major tech campuses. Award-winning Los Altos School District! A true pied a terre in Silicon Valley! Don't miss this exceptional opportunity!