Portola Valley CA Real Estate & Homes for Sale

Secluded on a lush 1.5-acre lot, this tranquil Portola Valley home features 4 bedrooms, 5.5 bathrooms, and over 4,200 square feet of welcoming living space. The moment you step inside, you'll feel connected to the natural beauty surrounding the home, thanks to abundant light from picture windows, skylights, and transom windows, which highlight the serene grounds. High ceilings create a fresh, airy atmosphere throughout. No expense was spared in this stunning remodeled contemporary home. Key features include three stunning fireplaces, a chef's kitchen, with top of the line Hestan appliances, that opens to a spacious family room, and a home office ideal for remote work. Enjoy the comfort of a large primary suite and the convenience of an additional bedroom suite for guests or family. The property boasts ample patio space and a peaceful deck shaded by majestic trees. This prime location is just moments from nature trails and preserves, a short trip to Roberts Market, and close to both public and private renowned schools.

A sanctuary of calm and tranquility awaits in Ladera. Beyond a lush garden entrance rests this sunlit home that has been thoughtfully designed to inspire a sense of peace and harmony, with an open, airy layout that seamlessly blends indoor and outdoor living. Well-appointed living areas flow effortlessly from one space to the next, anchored by a striking fireplace in the living room and a chef's kitchen with Miele appliances, while the spacious primary suite features a spa-like bathroom. Outside, the beautifully landscaped backyard beckons for gatherings and relaxation, featuring an outdoor kitchen and soothing fish pond. Plus, residents of this coveted enclave enjoy access to the Ladera Recreation District, offering amenities such as swimming and tennis. Conveniently located just minutes from Interstate 280, this home is also a short drive from downtown Palo Alto and Stanford University, and is served by the acclaimed Las Lomitas School District (buyer to verify eligibility).

Magnificent! You will not believe the spectacular views of the Western Hills from this stunning contemporary move-in-ready compound. Located in the sought after Westridge Corridor of Central Portola Valley at the end of an elevated cul-de-sac, this estate offers the perfect blend of privacy and entertainment options. The current owners completely rebuilt the main home, upgraded the guest house and built a new two story detached studio to create an indoor/outdoor experience beyond comparison. The main home has an enviable mostly one level floor plan which not only captures the dramatic views from nearly every room but was also designed to promote an easy entertaining flow from the connecting kitchen, dining and living rooms to the expansive outdoor Ipe-wood deck. On the lower level, an even larger entertaining patio of custom Buckskin stone with outdoor barbeque surrounds a 50 foot pool and one bedroom detached guesthouse with full kitchen, a perfect venue for private lounging, providing a stay to visiting guests or hosting a large event. A third detached building incorporates a large two-level studio providing the opportunity for a remote office, workout gym, additional living unit or hobby workshop. Come see this amazing estate!

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.

Vacation and work peacefully at home in this single-level, 3-bedroom, office/bonus room, 2 bath private retreat in Portola Valleys 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 serene lake and acres of open space with walking trails. Live in a private world apart, yet minutes from Stanford University, 280, Menlo Park, Palo Alto and all Silicon Valley has to offer. The extensively remodeled and updated open floor plan enhances the original Usonian design of renowned Frank Lloyd Wright Taliesin West architect, Aaron Green. Custom features integrate the stunning views into the living spaces. The expansive deck, spanning the length of the house and overlooking Foothill Park, is ideal for entertaining, relaxing, and watching fireworks around the Bay. High vaulted ceilings, floor-to-ceiling windows, and multiple skylights capture abundant natural light. A magnificent family room addition is bathed in sun from four skylights and looks out to the serene fire pit seating area and heritage oaks. Awaken in the enlarged master bedroom to view spectacular sunrises over the bay, heritage oaks, and Foothill Park. Fall asleep looking out over Silicon Valley's city lights. Look through skylights framing soaring hawks and glittering stars. Alpine Hills Swim and Tennis Club and Portola Vineyards are just down the hill. High-quality Portola Valley schools, Ormondale Elementary (K-3) and Corte Madera School (4-8), make a compelling reason to purchase in PV!

Nestled in serene Portola Valley, this property offers stunning western hill views and three separate parcels totaling almost half an acre of mostly level yard space. In addition to the main residence, a thoughtfully designed guest house awaits, complete with its own address and separate access, offering the perfect opportunity for rental income or accommodating guests in comfort and style. Both the main house and guest house have been recently renovated, ensuring modern amenities and tasteful finishes at every turn. With over 1,000 square feet of deck space, the outdoor areas offer an ideal setting for hosting gatherings while enjoying a California sunset over the Western Hills. The allure continues outside with a thriving garden including vegetables, fruit and citrus trees, providing a serene retreat for gardening enthusiasts or those seeking a connection to nature. Conveniently close to Highway 280, Stanford, and local amenities, this private oasis presents a rare opportunity for tranquil and private living in a wonderful neighborhood. Top rated Portola Valley schools.

Located in central Westridge, the most sought-after area in all of Portola Valley, this property offers an exceptional setting with myriad possibilities & the opportunity to transform it into a dream vision. Home exudes an organic contemporary style with a Spanish flair, characterized by signature details like decorative tile stair rises & wrought-iron lighting. Home retains its original charm with all-wood cathedral ceilings, tiled floors in most public rooms, & in the primary suite, & naturally finished wood cabinetry topped with tile. Expansive windows & sliding glass doors open to spacious deck built around mature trees, offering views of the East Bay Hills & the surrounding natural beauty of Portola Valley. Main living area is open & especially spacious featuring a sunken conversation pit - a distinctive-of-the-era design element perfect for entertaining. There are 3 bedrooms & 3.5 baths plus a bonus room which possibly be a 4th bedroom. Set on approximately 3.2 acres, the grounds offer exceptional privacy & ample space for future pursuits. The nearby Westridge Trail provides access to miles of hiking, biking, & equestrian trails, renowned throughout Portola Valley. This property presents an unparalleled opportunity to create a personalized dream home in an idyllic setting.

Gorgeous Portola Valley Estate with Level Lot and Views in Prime Location. Formal entry, spacious living room with western hill views, separate dining room opens to terrace. Gourmet chef's kitchen with center island, built-in nook, Viking cooktop, double ovens and Thermador refrigerator. Expansive family room with threes sets of doors opens to stunning yard. Custom office, 5 spacious bedrooms, 4.5 remodeled custom baths, main level bedroom and bath with separate entrance. Indoor laundry room with ample storage, custom mud room, exquisite primary suite with views of western hills and walk in closet. Primary bath includes dual vanities, steam shower, and jetted tub. Ring doorbell, Nest thermostats, gated driveway. Outdoor area includes pool, spa, two fire pits, and heated cabana. Close to Alpine Swim and Tennis. Award winning Portola Valley Schools.

Experience the epitome of Portola Valley living in this 3-bedroom, 2-bathroom home at the end of a quiet cul-de-sac. Nestled on 2.52 acres of serenity with views of Windy Hill, this property offers 1913 sq. ft. - buyer to verify - of elegant living space. The foyer leads to a spacious living room with vaulted ceilings and a fireplace. Almost-approved plans from the town of Portola Valley will expand the livable square footage with an attached JADU. Additional building opportunities have been explored, and plans to build a new home are available for review with our architect. The beautifully landscaped yard boasts a pool, perfect for entertaining. Located in the top-rated Portola Valley school district, close to hiking trails, and a short drive to town, this home combines tranquility with convenience. Dont miss out on this exceptional opportunity to own in Portola Valley.

This property presents an unparalleled opportunity for renovation, expansion or new construction in the esteemed Westridge corridor of central Portola Valley with direct stunning views of the Windy Hill Preserve and the western hills. Situated on approximately 2.55 acres, the property boasts magnificent natural surroundings and views on one of the best streets in all of Portola Valley - truly a magical setting with the utmost in privacy. While feeling miles away from everything, world-class hiking, biking, and equestrian trails are just outside the front door. Shops, restaurants, and Portola Valley Town Center are just minutes away. The existing home has a unique radial design where three central core structural points anchor the open rafter ceilings that radiate like a starburst across the rooms. The home is in the acclaimed Portola Valley School District, walkable to the schools. Come see this beautiful property!

This home is exceptionally well located on a quiet cul-de-sac walking distance to highly acclaimed schools, local market, and Alpine Hills tennis/swim club. With direct access to hiking and biking routes, the quintessential Portola Valley experience awaits. Step onto the stunning decks to enjoy sunset views of the rolling hills, or starry nights by the fire pit, or year-round alfresco dining on the covered patio for the best of California outdoor living. The 3 car garage offers 770 square feet organized with walls of cabinets, abundant storage, and a "mud room" cubby area for all your athletic gear and toys, plus a secondary washer and dryer so the dirtiest of hobbies never leave the garage. The newly remodeled kitchen is a chefs delight with stunning tile and quartzite counters. Coved ceilings, transom windows, and panoramic doors are just a few of the distinct architectural elements. Striking an elegant balance between formal entertaining and cozy causal spaces, this home is more than a house; its a lifestyle.

SUBSTANTIAL PRICE IMPROVEMENT FOR THIS WONDERFUL SINGLE STORY HOME WITH WESTERN HILL VIEWS! Tucked away in privacy in sought after Portola Valley with direct views of Windy Hill. The classic traditional home features a colorful palette, fine hardwood floors, and traditional millwork, presenting a blend of timeless appeal and potential to infuse contemporary elegance into its classic structure. Spanning one level, each room flows easily from one to the other with formal living spaces, a tremendous eat-in kitchen, and a step-down family room opening to a spacious deck capturing exquisite Windy Hill views. Separate wing with 3 bedrooms, each with en suite bath, plus there is an additional full bath. The primary suite, kitchen, and dining room open to the level rear grounds with ample room for play and entertaining as well as a possible potential site for a pool. Excellent Portola Valley schools.

Spectacular!...is the best description 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!

Rare 3.3 level acres-perfect for a family compound with multiple structures for the ultimate in flexibility of use and all in a fabulous close-in-location. Comprised of several buildings with the opportunity to create a family compound, conference center, or both, the entire estate blends Spanish Revival architecture, with signature red-tiled roofs, and sleek modern interiors. Espresso-hued hardwood floors, towering sky-lit ceilings, and entire walls of glass imbue the home with sophisticated style and brilliant natural light and all on an exceptional setting. Main home with 4 bedrooms and 5.5 baths, including a 2-bath primary suite. Impressive open concept kitchen with vaulted ceiling opening seamlessly to the family room with multiple doors to the impressive grounds. Detached office/conference center/recreation structure with 1 bedroom and 1.5 baths. Attached fitness center/recreation room with 1 bath and sauna. Detached guest house,1-bedroom, 1-bath with full kitchen. Two three car garages for a total of 6 garage spaces. All inclusive approximately 10,066 square feet-buyer to verify. Incredible value and opportunity with excellent Portola Valley Schools, perimeter trees, sparkling pool, gated estate-a must see.

Stunning Hacienda Compound with Separate Guest House, Pool House, and Greenhouse Amidst Beautifully Landscaped Courtyards. Formal Entry Elegant Living Room. Separate Office with Built-ins. Formal Dining Room. Chef's Kitchen with Center Island, Wolf Appliances, and Breakfast Room Opens to Spacious Family Room with Fireplace and Built-ins. Primary Suite Retreat Features Double Sinks, Stall Shower, Stone Soaking Tub, and Two Walk-in Closets. 4 Spacious Bedrooms. 4.5 Bathrooms. Upper Level Features Spacious Loft and Full Bathroom. Lower Level Features Expansive Wine Cellar. Interior Features Include High Ceilings, Multi-Zone Heating and Airconditioning, Laundry Room, and Vaulted Ceilings. Separate Guest House Includes Kitchen, Fireplace, and Full Bathroom. Separate Pool House Includes Full Bathroom. Lovely Landscaped 2.86 +/- Acre Lot with Sparkling Pool, Enclosed Courtyards, Mature Cactus Gardens and Landscaping, and Hand Laid Stonework. Award Winning Portola Valley Schools.

This meticulously designed property offers luxurious living spaces and breathtaking views, featuring sleek lines, large windows, and natural gardens for an inviting atmosphere. Step inside to discover a spacious interior flooded with natural light, seamlessly connecting the living, dining, and professional kitchen areas. Additional living spaces include a 500+ sq ft basement with two external doors and windows, a 120 sq ft finished office, and a 900+ sq ft patio adjoining the living room, featuring Folding Glass WallsSuperior Design & Performance, expanding the total living area beyond 3500 sq ft. The kitchen boasts top-of-the-line appliances, ample counter space, and custom cabinetry for gourmet meals and gatherings. Bedrooms are tranquil retreats, while bathrooms offer spa-like amenities. Enjoy outdoor living with multiple patios, landscaped gardens, and stunning views. Don't miss the chance to make this extraordinary residence your own! Welcome to the extraordinary lifestyle of Portola Valley w/this COMPLETELY REBUILT in 2021 and ready for your enjoyment

Step in to your own private wooded wonderland, located in the idyllic Santa Maria/Russell area... Enter the light filled living room with fireplace, high ceilings and built in bookcase; then flow to the open air kitchen, with large island & adjacent dining area. The front yard has an expansive lawn and majestic oak with rope swing, and includes a decked in area for cozy outdoor dining with built in overhead gas heater. The side yard is perfect for BBQ's or sipping sunset wine, with plenty of room for a steaming hot tub. Very nice indoor/outdoor house with French doors or sliders to the exterior on both levels. Open space on two sides, and with front door access to the extensive trail network including a path to the skyline & Alice's Restaurant....113 Tynan Way situated in the heart of Portola Valley but still close-in to freeway access...come live in magical Portola Valley and close to shopping, dining and freeway access.

Price Improvement! Estate home situated in a quiet & serene park like setting tucked away from the street. This 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, commercial grade appliances, gas range/oven, Liebherr refrigerator, breakfast bar, and bench seat storage. Large formal living room with high ceilings and slider to outdoor entertaining area. Separate family room/library with high ceilings. hardwood floors throughout. Double pane windows throughout. Inside laundry and abundance of storage cabinets. Two outdoor living rooms for entertaining. Raised planters for a vegetable & herb garden, Space ideal for a chicken coop, Tons of usable lawn space, On cooler nights, there is a spacious theater that insures many hours of entertainment. Wonderfully high ceilings & high end custom finishes throughout. No detail was ignored This home speaks of quality Come home to style and comfortable elegance.

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.

Exceptional opportunity for a developer or end user to build on this flat .77 acre lot, out of the flood zone (LOMA issued) with preliminary plans, land survey, geotechnical report, contractor bids and etc 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. 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).

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.