Portola Valley CA Real Estate & Homes for Sale

Quiet & serene, park like setting tucked away from the street. Gated property is located in the heart of Portola Valley, a short stroll to Town center, Famers market, Summer concerts, Just a few minutes drive to 280 & Sand Hill Venture Row. 5 bedrooms/3.5 fully remodeled baths with a unique welcoming feeling. Primary suite with a freshly remodeled bathroom & walk-in closet. Located on a wooded yet sunny 1.3 acre's. The 3,600 s.f. Home has a gourmet Chef's kitchen, Calcutta marble, custom cabinets and commercial grade appliances. Two outdoor living rooms for entertaining, Antique stone hot tub built, Raised planters for a vegetable & herb garden, Space ideal for a chicken coop, Tons of usable lawn space, A playground for the young at heart. On cooler nights, there is a spacious theater that insures many hours of entertainment. Wonderfully high ceilings and high end custom finishes throughout. No detail was ignored This home speaks of quality Come home to style and comfortable elegance.

Mesmerizing western hill views await from this classic mid-century modern home on the market for the first time in a prime central neighborhood. The 1.49-acre setting is bordered by wooded grounds and oriented to capture the perfect vistas of sunlight on the mountains. Newly painted inside and out, the home maintains its mid-century aesthetic with many walls and ceilings still in natural wood, floors in hardwood and terrazzo tile, and two fireplaces outlined to the ceiling in square tiles of natural stone. The home is predominantly designed for living on one level with four bedrooms and two baths, plus the lower level has a large recreation room, possible fifth bedroom, and a full bath offering potential for an Accessory Dwelling Unit. All around, enjoy low-maintenance, drought-tolerant grounds, plus a partially covered wraparound deck for fresh-air living. Topping it all off is proximity to hiking and biking trails, shops and restaurants, plus excellent Portola Valley schools.

Best of California Living situated in premier Westridge area on over 4 acres, this expertly renovated contemporary turn key home exudes elegance & sophistication with breathtaking views from the expansive windows & relaxing outdoor decks throughout home. Grand 2-story living room showcases direct Windy Hill & Skyline Ridge sunset views & a dramatic fireplace feature wall made of exotic book-matched marble. An entertainer's dream, the home includes the modern bar in the living room, formal dining room, customized wine cellar, & the spectacular chef's kitchen with a live-edge walnut slab island counter, & wine tasting area. Personal accommodations comprise 4 spacious bedrooms, including a multi-room suite with flexible use & an exceptional primary suite with a sitting room with tree top views, fitness center, 5-star bath, & private deck with large saltwater spa. Outside entertaining opportunities abound on the tiled deck with bbq kitchen & built-in dining area, plus a secluded lounge.

Welcome to this exceptional retreat atop a private, secluded 2.18 ac property with signature views of Windy Hill. Completed in 2019, this custom, contemporary masterpiece blends seamlessly into the surrounding natural beauty w/ a wood exterior and standing seam metal roof. Attention to detail evident at every turn, beginning with the pivoting black oak front door and continuing inside where white oak defines the floors, cabinetry, doors & accents walls/ceilings. The result is a captivating organic feel embodying the essence of the Portola Valley lifestyle. Thoughtful floor plan arranged mostly on 1 level w/ 6 bds, including an upstairs 2 bd guest apartment w/ kitchen. Formal venues, a tremendous great room, plus an office offer flexibility of use. Outside, the grounds are equally enchanting w/ a sparkling pool, fire pit, bocce court, pergola, veg garden & chicken coop. Fleetwood doors open fully for indoor outdoor experience. Truly impressive.

With a country setting on just over one acre, this beautifully renovated property offers unparalleled distinction on one of Portola Valley's most coveted streets. The level grounds create the feeling of privacy and seclusion, yet the home is close to award-winning Portola Valley schools and the Woodside Priory. Professionally landscaped by renowned architect Thomas Klope, the grounds integrate a sparkling pool, the perfect pickleball court, plus eco-friendly lawn and a fully netted vegetable garden. Topping it all off is the homes premier location just minutes to acclaimed restaurants like Rossotti's Alpine Inn and Parkside Grill. The central Silicon Valley location is also convenient to two international airports, Stanford University, and Sand Hill Road venture capital centers. All this, plus world-class hiking, cycling, and equestrian trails are just outside the front door. A premier location, the perfect floor plan, and a magical setting. WELCOME HOME!

Rarely does a home this special become available. The privacy along with the panoramic views of this stunning estate and ADU are spectacular. Located in the highly sought after Westridge corridor in central Portola Valley, this estate features a main house and a newly built ADU. Highlights of the main home include a spacious living and dining room with high ceilings, large gourmet kitchen with center island, stainless steel appliances, spacious bedrooms, separate home office and large master suite with walk in closets and views. The resort like pool, hot tub, fire pit, gazebo, and greenhouse add to the appeal of this meticulously designed home and garden. There are plenty of vignettes for family and friends to gather situated throughout the exquisitely landscaped property. Ideal for entertainment, this estate offers expansive views of the Bay Area stretching from Stanford to Mount Diablo. Easy access to 280, Stanford University, Westridge hiking trails, shops and restaurants.

Stunning home in rarely available Blue Oaks neighborhood surrounded by 217 acres of open space. Best Windy Hill views from many rooms. Extra-spacious floor plan with bamboo floors, towering ceilings, entire walls of windows, and sleek maple cabinetry. Gently stepped levels on the first floor with grand living room, formal dining room, office/library, open kitchen and family room, plus separate wing with 5 bedrooms and 4 baths including luxe primary suite with private nook and outdoor spa, second suite, and 3 bedrooms served by 2 baths. Entire lower level for recreation, media, fitness, study, wine cellar, and amazing storage. 3 half-baths. Outdoor fireplace terrace and barbecue center, fully fenced vegetable garden. Attached approximately 800 square foot, 3-car garage. Community pool, spa, clubhouse, and miles of trails. Excellent Portola Valley schools.

Contemporary style home with traditional elements located in central Westridge, most sought-after area in all of Portola Valley, & on market for the first time in over 40 years with San Francisco Bay views. Spectacular glass solarium foyer with ample area. Kitchen & family room combination with walk-in pantry, & access to pool and tennis court. Primary suite with two separate walk-in wardrobe with access to adjoining study with garden atrium. Office/bedroom plus a spacious sunroom ideal for fitness and/or additional office space. Lower level offers a workshop/additional office, 4 car garage, storage room, & climate-controlled wine cellar and connected to the upper level by an elevator. Approx. 2.7 mostly level acres, private & resort-inspired with pool, spa, tennis court, built-in bbq, & cabana with kitchenette for outdoor entertaining. Vast synthetic lawn for recreation. Westridge Trail borders the property with access to Portola Valley trails for hiking, biking, and horseback riding.

Designed by the renowned architectural firm of Swatt | Miers & completed in 2023 with meticulous attention to every impeccable detail, 40 Firethorn Way resides in a class all its own. This distinctive estate is the ultimate setting for luxurious Silicon Valley living & entertaining. Defined by sweeping 360 degree hillside perspectives, this remarkable residence balances contemporary styling with the natural appeal of its idyllic surroundings. Masterfully constructed with the finest materials, custom finishes & fixtures throughout. Generously proportioned interior spaces with disappearing walls of glass. Private driveway & motor court. Stunning 2-story living & dining with glass curtain wall to broad terrace & infinity pool. Gourmet kitchen with supreme appliances & double islands. Luxurious primary suite with wraparound deck. Lower level rec room, bar, theater & guest suite. Separate ADU. Expansive rooftop deck with views of Windy Hill. Close to Stanford, Sand Hill Road & top schools.

Nestled in the picturesque Portola Valley Ranch, this beautifully remodeled home is an impeccable blend of modern elegance and rustic charm. An open floor plan that thoughtfully integrates the living, dining, and kitchen areas and gleams with honey-colored hardwood floors, and vaulted ceilings with exposed wooden beams. Featuring a gourmet chef's dream kitchen with stainless appliances, sleek countertops, and ample storage. A center island/large breakfast bar flows into a quaint family room with accordion doors leading out onto the expansive deck. The primary suite features solid oak floors, a grand bath, wall closets plus a sexy walk-in. Two more bedrooms, a shared bath, a laundry station, and a guest powder room complete the main floor. Entry level boasts an oversized guest room, a stunning full bath, plus a bonus room with a built-in sauna. Don't forget the very large media room/office space with a loft bed! It is fully soundproof! Come enjoy the peaceful community at the Ranch!

Exceptional luxury to own and live on this gorgeous flat 3.3 acre property with six car garages. The main home offers a huge chef's kitchen that flows into the beautiful open family room with a stone fireplace, spacious seating area and a built-in bar that overlooks the lush grounds, brick patio, pool and spa. Formal living and dining rooms. Four large bedrooms and four full bathrooms. The primary suite and it's sitting room is a retreat all on it's own. The bathroom was designed for two. Two private sink's, two showers, large soaking tub, two toilet rooms, a bidet room and two walk in closet's. A detached gorgeous library with its own entrances and views of the lush gardens and pool, includes an en-suite with a guest powder room, wet bar, fireplace and floor to ceiling bookcases. Perfectly appointed for the busy executive to work from home. A detached one bedroom guest house with a full size kitchen, a spacious living room with built-in cabinetry. Perfect for extended family or your guest's own private space. Lastly, a gym with a sauna and a spa like bathroom are ready for your everyday workouts just steps from your home. This privately gated property is luxurious living at it's best!

Nestled away from the street in premier central Portola Valley, this exquisite home boasts an elevated position that affords sweeping views of the San Francisco Bay and vistas across Silicon Valley. The Spanish hacienda architecture is evident from the moment you arrive, with decorative tile work, scrolled iron railings, and graceful arches creating an aura of elegance and charm. The front of the home is designed to maximize the views, with a vast terrace surrounding a sparkling pool and spa that beckons for outdoor entertainment. The grand living room, formal dining room, family room, and upstairs primary suite all offer access to the outdoor spaces with sweeping views. Surrounded in complete privacy on more than 1.6 acres, this architectural tour de force is a true masterpiece of design, with captivating gardens that create a romantic setting. Indulge in the beauty and luxury of this remarkable property and experience the ultimate in California living.

Exceptional opportunity for a developer or end user to build on this flat .77 acre lot, buildable envelope out of the flood zone (LOMA issued) with preliminary plans, contractor bids and more in a tranquil setting assigned to award-winning Palo Alto schools. Property is on a quiet lane off of Alpine Road so there is no traffic (punch in 4133 Alpine Road in GPS, property is next door). Plans are for a 5 bed, 4.5 bath modern two-story residence, designed by renowned M Design Architects. This property is right next to 4133 Alpine Road, not on main Alpine Road. Though it feels removed, this one of a kind property is moments away from the Alpine Hills Swim and Tennis Club, Ladera Country Shopper, Stanford University & Shopping Center and vibrant Menlo Park and Palo Alto, while children may attend top-ranked Palo Alto schools, including Nixon Elementary (#6 Elementary School in California), Fletcher Middle (#8 Middle School in California), and Gunn High (#1 High School in California).

Great location!!! Feast your eyes on this gem in the heart of the Portola Valley! This beautiful 4 bedroom 3.5 bathroom 4,160 sqft single family home sitting on 1 acre has luxury combined with the rural feel. Also an office or gym to fit your needs. Great private views on multiple decks throughout the home while enjoying the riches of Portola Valley. Bright living/dining room with double sided fireplace with a fantastic open kitchen layout. Hiking/biking trails nearby plus the famous Alpine Inn and Stanford shopping center. Easy access to 280 and Ladera shopping center which makes this a hot location in Portola Valley. Features have vaulted ceilings, swimming pool, hardwood floors, jacuzzi, wine cellar, master suite with a hot tub plus fireplace, and so much space to do more! Another benefit about Portola Valley is of course the excellent schools provided in the area. Perfection at its finest! View this home before its gone!

Stunning gem on a prized street in picturesque Portola Valley. Contemporary one-story stunner on over an acre opens to verdant green Western hills. Huge walls of windows, tall ceilings and hardwood floors maximize the abundance of natural light. Across 4 BD/3.5 BA plus an office, the home embodies the California living ideal. Meals cooked in the ultimate chefs kitchen on the Wolf range will be extra tasty. Formal living & dining rooms share a 2-sided gas fireplace set in a stylish accent wall. Entertaining patios dot the property, one with a full outdoor kitchen and another covered and luxuriously spacious. Near the studio guest house, the large pool with spa takes in the views. The central locale is just blocks from popular Alpine Hills Tennis Club and local hotspot Rossottis, and a quick drive from Stanford, Sand Hill Rd & downtown Palo Alto.

Outstanding opportunity in Westridge area on 2.5 acres with San Francisco Bay and East Bay hill views, vineyard potential, and absolute privacy. Vintage home ready to renovate or build new for your own dream vision. Of-the-era style includes towering beamed ceilings, floor-to-ceiling windows, and tile and lava rock finishes. Two levels with primary living spaces on the main level, including primary suite and 3 additional bedrooms plus lower-level recreation room, bar, wine cellar, and multi-room bedroom suite with outside entrance. Almost every room opens to a deck that spans the home or to a huge entertainment deck on lower level. Sun-swept open space and terraced hillsides dotted with mature trees. Excellent Portola Valley schools; just 2 miles from shops and restaurants.

STAGED! Available for the first time in nearly 60 years! Come see this 9,520sq ft flat, tree lined property. Mid-Century modern home with updated kitchen, 4 beds, 3 baths (4 bed is a studio apt above the garage and has been rented in the past) Remodel or build new the possibilities are endless. Location Location Location with easy access to Stanford, 280 and a short walk to Ladera Town Center. Access to Ladera Recreation Center. Las Lomitas schools (buyer to confirm)

Use this picturesque setting as a canvas to paint your own masterpiece or enjoy this unique property as is. 3.22 acres maximize 360-degree views of the Bay, Felt Lake, and the Santa Cruz Mountains. The current main residence is an airy, light-filled home that features natural materials and a main living area oriented to the movement of the sun and moon which rise over the lake and set over the western hills. Detached from the main house is a two-car garage with one-bedroom guest house and workshop. Eco-conscious amenities include multiple solar arrays and water conservation systems. Outdoors, find multiple decks, drought tolerant landscaping, and a pool and spa that capitalize on the stunning views. Further utilize the property by adding equestrian facilities. A golden opportunity to build or remodel in a quiet location that offers a peaceful escape, but provides convenient access to Interstate 280, Silicon Valleys high-tech employers, and the amenities of the Ladera Country Shopper.

Incredibly PRIVATE 3.7 acre lot in Portola Valley with mid-century, single story home constructed from adobe brick and locally milled redwood. Property surrounded on all sides by open space (VERY RARE). First time on the market in 53 years. Remodel existing home or build your dream home / family compound. Perfect for equestrian set-up, in-law unit, work shop etc. Located in highly sought after neighborhood. Close to local markets, hiking & biking trails, equestrian centers, tennis, golf and the popular Alpine Inn! Top Rated Palo Alto School District. Close to Stanford, Sand Hill Rd, Silicon Valley. 5 minute drive to Hwy 280 Alpine Rd on-ramp. Amazing property with tons of potential. Must See!

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. See disclosure pkg link for in-person visit rules.