Portola Valley CA Real Estate & Homes for Sale

Prime location on a tranquil cul-de-sac in central Portola Valley. This beautifully updated ranch-style home offers a harmonious blend of modern elegance and warm charm. Inside, you'll find 4 bedrooms plus a dedicated office, all set within a thoughtfully designed interior featuring high vaulted ceilings, exposed wooden beams, and expansive floor-to-ceiling windows. The open-concept layout creates a light-filled, airy ambiance, ideal for both entertaining and relaxing. Step outside to a private backyard retreat, complete with a sparkling in-ground pool surrounded by lush, mature landscaping. Located just a short walk from Ormondale Elementary and the prestigious Priory School, this home combines convenience with serenity, making it a true gem in the heart of Portola Valley.

Discover unparalleled modern living in this ultra-modern Portola Valley home, where exceptional design harmonizes with the surrounding natural landscape. An island-stone waterfall welcomes you at the grand entry, flanked by a home office & flexible guest suite with a convenient kitchenette. Ascend the staircase to reach the heart of the home: a vaulted great room that opens to a chefs kitchen featuring custom walnut cabinetry, leathered Cote D'Azur countertops, a walk-in pantry & luxury integrated appliances. Expansive telescoping glass doors open to a spacious deck & beautifully landscaped yard, complete with a relaxing hot tub for the ultimate outdoor retreat. At days end, retreat to the primary suite, featuring a private balcony, spacious walk-in closet & a spa-like bathroom with a walk-in shower framed by a skylight and luxurious rain shower head. This property is the ultimate blend of exclusive luxury & functional family living, with amenities including a library, wine room, mudroom, office & spacious guest suite with kitchenette all set on nearly a third of an acre. Owned solar & EV charger. Ideally located just minutes from Alpine Rd, 280 & top-rated Portola Valley schools. Ideally located just minutes from Alpine Rd, 280 & top-rated Portola Valley schools.

BRAND NEW! Welcome home to an all-electric exquisitely designed contemporary home. This stunning luxury residence includes 4 bedrooms, 5 bathrooms and 4 decks with captivating bay views from the master bedroom and roof deck. Situated on top of a hill across the street from a serene lake and steps from Old Spanish Trail into the Windy Hill Preserve, this new home is perfect for those who love the woods. The roof deck sits at the oak canopy with impressive views of the Bay Area, Fogarty vineyards and Los Trancos Woods' majestic oaks. At night, enjoy the glittering city lights and star gazing. Features include oak hardwood floors throughout, a chef's kitchen with a Delmare leather quartzite island, Thermador appliances include a standing wine fridge, double oven, electric range and hood. Designed with Brizo fixtures, storage room wine cellar, Tesla Powerwall 3 Battery with new 8KW solar system, great room sound system, vaulted ceilings, skylights, master bedroom deck, master slab shower with Brizo fixtures, and an attached ADU that could be used as nanny quarters, home office, guest suite, or rental unit. The craftsmanship and sophisticated design in this residence are exemplary. Roberts Market, Alpine Inn and top-rated schools are minutes away. This modern home is a must-see!

Set on two acres of picturesque rolling hills dotted with California oaks, this country manor is architecturally designed to evoke the beauty & appeal of a French country estate. Inside & out, the home embodies elegance & charm with rustic sophistication. The exterior is a harmonious blend of natural stone & stucco siding, complemented by a high-pitched Vermont slate roof. Large arched windows & handcrafted oak timber doors enhance the sense of history & authenticity. The design features a masterfully constructed covered bridge, made from reclaimed barn wood & bluestone flooring, connecting the round turret of the main home to the upper-level guest quarters above one of two garages. Handcrafted wrought iron railings, skillfully forged by a blacksmith, adorn the bridge, the front porch, & stairways from the motor court, adding artistic detail at every corner. Home exudes rustic grandeur with lofty ceilings constructed from hand-hewn century-old beam timbers. Located just minutes from the heart of Silicon Valley, this country manor harmoniously blends architectural splendor, natural beauty, & modern conveniences. It stands as a testament to refined living, where the allure of the past meets the dynamism of the present, creating a sanctuary that is both timeless and contemporary.

Build your dream home on this approx. 4.2-acre undeveloped country parcel situated adjacent to Portola Valley on Santa Clara County land just up from the Ladera Shopping Center shops and restaurants. The lot is surrounded by open space, Stanford lands and the gently flowing Los Trancos Creek and is in the Palo Alto Unified School District.

Serene bay views welcome you to this single-level, 3 bedroom, office/bonus room, 2 bath private retreat in Portola Valley's best kept secret, Los Trancos Woods. Set among mature oaks, enjoy sweeping bay views of three bridges, San Francisco, Stanford University, and the East Bay. The secluded property is on a cul-de-sac just steps across the road from a small lake and acres of open space with walking trails. Live in a private world apart, yet minutes from Stanford, 280, Menlo Park, Palo Alto and all Silicon Valley has to offer. The open floor plan with smaller bedrooms was modeled after a Usonian design of Frank Lloyd Wright. The remodeled home now includes an updated kitchen with marble counters, a larger master bedroom / bathroom and another large room that can function as a dining room / living room next to a tranquil Zen garden outside. Vaulted ceilings, floor-to-ceiling windows, and multiple skylights capture abundant natural light. In the master bath, relax in the jetted tub while gazing at heritage oaks. Custom features integrate the stunning views into the living spaces. The expansive deck, spanning the length of the house, is ideal for entertaining or viewing nighttime city lights around the Bay.

Spectacular! Private! One of a Kind!...are the best descriptions with its 270-degree unparalleled views of the Western Hills and enhanced by a host of thoughtful upgrades, this stunning contemporary masterpiece by Tobin Dougherty seamlessly blends bold architectural design with the natural landscaping of the knoll top site and is absolutely move-in-ready. Located in sought-after central Portola Valley on a quiet cul-de-sac, this architectural gem is not only perfectly set up for indoor/outdoor private entertaining, but is also surrounded by nature and trails, offering a lifestyle where outdoor activities, excellent schools, and local conveniences are all within easy reach, making it an epitome of sophisticated Silicon Valley living; features floor to ceiling windows, advanced iPad-based home automation, upgraded state-of-the-art digital theater, a gourmet chefs kitchen, outdoor patios off each bedroom, sauna, a recently added private office/4th bedroom. Plans previously drawn for additional 750 sf guest house. Come see this amazing home!

Portola Valleys Finest! On the top of the hill at the end of a quiet cul-de-sac, this very private home offers spectacular 300 degree views. Take in downtown San Francisco from the kitchen window and enjoy fabulous Western Hill sunsets from the living room. Completely new rebuild in 2008 by the SF Peninsulas premier custom home builder, the craftsmanship and natural materials are second to none. The Main Home with its mostly one-level floor plan, promotes a wonderful entertaining flow from the kitchen, dining and living room, to the expansive outdoor Ipe-wood deck, perfect for indoor / outdoor living. On the lower level, an even larger stone patio with outdoor BBQ leads you past the 50 ft swimming pool to a one-bedroom Guest House with full kitchen and bath, a perfect venue for visiting guests, pool enjoyment or hosting large events. A third 3,015 sq ft Studio building provides the opportunity for a remote office, home gym, kids creativity area or maker space for the hobbyist in the family! Come see this exquisite one-of-a-kind estate.

Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed in natural light from floor-to-ceiling windows, provides a stunning backdrop of the sweeping Bay views. The heart of the home is the gourmet kitchen, a culinary enthusiast's dream, that opens to a spacious family room, creating a true great room that is ideal for both everyday living and entertaining. Multiple adjacent terraces offer 360-degree views. Each of the 5 bedrooms is an en suite retreat. The primary suite offers a luxurious spa-like bath, walk-in closet, fireplace and picture windows that capture the serene vistas. In addition to an executive home office, the estate boasts a home gym, media/rec room, wine cellar, expansive swimming pool and 4-car garage. This estate in Blue Oaks is more than a home; it is a lifestyle. With its unmatched privacy, luxurious amenities and awe-inspiring views, it offers a unique opportunity to experience the pinnacle of Silicon Valley living.

Designed to embrace the sweeping views of the western hills, this sophisticated home exemplifies contemporary elegance with signature floor-to-ceiling corner walls of glass in many rooms, plus towering ceilings, some with solarium glass. The result is tremendous natural light and volume with views at every turn. The dramatic open floor plan is unified with a Versailles pattern of travertine, marble, and granite on the floors, plush carpet in some rooms, and a soft neutral palette throughout. Designed also with entertaining in mind, there is a full bar opening to the pool, a temperature-controlled wine cellar, and a tremendous chefs kitchen. Personal accommodations include a lavish primary suite with a customized office, sitting/fitness room, and sauna. Two additional suites are found on the main level, a suite on the lower level is wired for an optional media room, plus there is a project room/art studio. Every room in the home opens to the outdoors, where the 2.26-acre grounds feature a stunning pool and spa and a vast cantilevered deck that takes full advantage of the views. With a premier location in the heart of central Portola Valley, this home also has a private gate to renowned hiking trails and access to excellent local schools.

From the wall of windows that spans the entire width of the home to the multiple expansive and private front and back decks, 116 Foxwood Road captures and celebrates the inspiring sounds and views of nature that Portola Valley is so famous for. The grand open concept great room shares the glorious views with the generous kitchen featuring stainless steel Bosch and Wolf appliances making for amazing indoor relaxing and entertaining space. Just a few steps and you are on the first of 3 back decks, the uppermost of which offers views over the treetops of Foothills Nature Preserve and the possibility of spotting hawks or even eagles soaring in the vast open skies. A quick 7-minute drive (per Google Maps) and you are at Roberts Market and Jaliscos Grill, and 3 minutes more and you are at I-280. And of course Ormondale School serving TK-3rd grades and Corte Madera School serving 4-8th grades offer town kids excellent education opportunities.

New engineering & architectural masterpiece on 6.6 acres of complete privacy for those seeking absolute discretion. Architecture by award-winning Swatt Miers & top-end construction. 360-degee views of the Bay, East Bay hills, Windy Hill, and western mountains. Over 11,000sf of total space with 3 levels with elevator and seamless indoor/outdoor transitions with disappearing glass walls. 6 bedrooms, 2 lounges, office, family room/kitchen, recreation room with bar, theatre & wine cellar, plus detached ADU also ideal for fitness center or remote office. Detached 4-car garage and significant off-street parking. A world-class destination for luxurious living as well as corporate and/or professional events with vast level grounds, infinity edge pool, and amazing rooftop deck with breathtaking vistas. Midway between San Francisco and Silicon Valley. Minutes to shops, restaurants and Hwy 280. Excellent Portola Valley schools.

Completed in 2006, this magnificent vineyard estate is the perfect place to escape from the fast daily pace of Silicon Valley. The approximately 41 acres are as peaceful as they are beautiful, with spectacular top-of-the-world San Francisco Bay views. Arriving on the front terrace is as if stepping into the Italian countryside. The scale of the home is destined for grand entertaining spilling out to exceptional front and rear terraces. The kitchen is a culinary retreat with commercial-quality appliances, and the wine cellar awaits a sizable collection. Multiple rooms for everyday living, a theatre, plus a well-being center with spa, steam, and sauna add luxurious touches. Both 5660 Alpine Road and APN 080-040-120 are being offered for sale together.