Portola Valley CA Real Estate & Homes for Sale

Imagine a private and peaceful setting with sweeping views of the hills framed by acres of open space and you will know you are in the Portola Valley Ranch. The homes are thoughtfully integrated into the bucolic setting while reserving 75% of the land for open space. There are lovely common areas including a community ranch house, 2 swimming pools, 3 tennis courts, a wine producing vineyard, a vegetable garden and miles of hiking trails. This community was completed with an emphasis on light and open spaces, high ceilings, and a soothing color palette. Situated on over a half-acre, this warm and welcoming home offers two levels of comfortable living space including a private primary suite on the main level, two additional bedrooms on the lower level along with a dedicated office. The airy ambiance invites a wonderful connection to the outdoors from every vantage point. Feeling miles away from it all yet located just minutes from local commute routes and Stanford University.

An exceptional retreat built in 2021~ nestled in the heart of Portola Valley! Peaceful, private, and serene yet convenient to Silicon Valley and HWY 280. Soaring pitched ceilings and expansive windows offer ample natural light, and glorious garden views. The gourmet kitchen features high-end appliances, island seating, and natural stone countertops. The kitchen seamlessly transitions into the living room and formal dining room. The separate family room boasts a fireplace, wet bar, and garden access. The bedroom wing includes 3 ensuite bedrooms. Primary bedroom w/spacious walk in closet, luxurious bathroom w/soaking tub, large shower, and garden access.4th bedroom in opposite wing w/adjacent full bath. Additional unit above garage w/ full bath~perfect for office/exercise studio. MANY enhancements since original build!

Surrounded by majestic oaks in sought-after Portola Valley Ranch, this home, fully renovated in 2021, takes full advantage of its scenic setting filling the interiors with natural light from every vantage point. Positioned at the end of a cul-de-sac & elevated above the street for added privacy, the home begins with an illuminated pathway to the front entrance. Beautiful hardwood floors & fine carpet, & recessed lights illuminate every room. Formal living room & elevated formal dining room share a soaring vaulted ceiling. Kitchen & family room combination has a designated area for casual dining with easy access to the deck & connecting grounds. An elevated wing accommodates the home's four spacious bedrooms, including a large primary suite plus one bedroom customized for a home office. Charming reading area that offers delightful views of Windy Hill. Recreational amenities of the Ranch - pools, tennis courts, vineyard, & playground.Located midway between San Francisco & Silicon Valley.

Welcome to this stunning California contemporary home in desirable Central Portola Valley. Fully renovated in 2022, this property is a testament to superior craftsmanship and modern elegance; it boasts a spacious layout with skylights that grace the interior, infusing the home with natural light and a sense of openness, offering ample space for relaxation and entertainment, indoors and out. Step inside and be absorbed by the soaring vaulted ceilings, a chef's kitchen with top-of-the-line appliances, custom cabinetry, and two expansive islands for culinary creativity. Each bedroom boasts an en-suite and exquisitely tasteful powder room. Additionally, the home offers an ADU with a full bathroom and kitchen that provides endless possibilities. The property backs to open space, providing a tranquil backdrop and is in close proximity to the award-winning Portola Valley School district, beautiful outdoor activities, and conveniently minutes from shopping, schools, and commute routes.

Welcome to Woodside Highlands, just a stone's throw to Village Square, library, Farmer's Market, top schools, Larry Lane Trail, and much more. This charming 2 bedroom home with 2 full bathrooms offers the very best of California living. A bright kitchen with center island, stainless steel appliances including gas range, and generous breakfast nook. Adorned by a free-standing, wood-burning stove, the spacious living room's french doors open to a large refinished deck that overlooks the beautiful backyard with mature landscaping, rope swing, gathering area, and views. Oversized laundry room lends itself perfectly for a bathroom/laundry conversion (rendering available). This meticulously maintained home has refinished hardwood, new carpet, and fresh paint inside. Large, accessible basement for additional storage. Parking is a plentiful in the wide, flat driveway. A Silicon Valley oasis: all the benefits of a tranquil, country setting while also conveniently located mere minutes from 280.

Welcome to Portola Valley. Nestled on the top of Golden Oak drive lies a 4bd, 3bth 2820sqft house for rent. It has recently been updated with a new A/C Unit, floors as well as freshly updated paint. Perfect for a small family being that it is close to Portola Valley schools and Stanford University. There is also a less than 5-minute drive to Highway 280.

Nestled along the southwestern border of Stanfords Jasper Ridge Biological Preserve, this secluded, 2.86 acre Westridge enclave evokes a serene, hacienda compound that provides an intimate, alluring refuge. Situated on a quiet cul-de-sac amidst rolling oak woodlands and meadows, the main residence and two complementary guest houses form an integrated hillside hamlet whose gently-sloping seasonal creeks feed Searsville Lake. The compounds buildings, courtyard and drought-tolerant landscaping are all designed to complement and enhance the open space splendor of Jasper Ridge's undisturbed wildlands. The main residence (6,580 sf of living space) overlooks an exquisitely landscaped adobe-walled courtyard encompassing a 795 sf guest house, a 425 sf pool house, a 45 'swimming pool, stone terraces, terracotta patios, and extensive stone pathways. Careful integration of architectural elements minimizes the area of developed land and maximizes the open, untouched spaces for animal habitat.

Desirable Location! This large 2-story 4-bedroom Ladera home is located on a prime cul-de-sac and features a flexible floor plan with 2 bedrooms and 2 bathrooms upstairs and 2 bedrooms, a family room, bonus room, and bathroom downstairs. The kitchen (with stainless steel appliances), large living room and dining area have views of the stunning Stanford Hills. The bonus room has built-in bookshelves and there is a wet bar off of the family room. Both the upstairs and downstairs have decks overlooking the Stanford Hills. The laundry room is downstairs and has spacious storage. There is a 2-car carport, an uncovered parking area and additional storage. This home is in the prime section of Ladera close to shops, rec centers, dining, hiking/biking trails, bus stops, Stanford and 280. Acclaimed Los Lomitas schools! No cats, please. One year minimum lease. Available???????????????????????? now.

Nestled on 2.5 acres in the coveted Blue Oaks neighborhood, this awe-inspiring 4 bedroom, 4.5 bath residence boasts a timeless interior & sweeping Western Hills views. Step into the sun-drenched foyer, making way for towering ceilings, a stunning living room & custom-colored, white oak hardwood that flows from room to room. Style & functionality combine as a butlers pantry guides you from the formal dining room to a spacious gourmet kitchen. Off the kitchen you will find a large family room, with vaulted ceiling, a stone fireplace & incredible views. In addition this home has 2 dedicated offices, one on each level which provides flexibility for everyday living. Impress guests w/ a 10,000-bottle wine cellar, a media room and gym area. A 3-car garage w/ EV charging adds endless convenience. A sprawling yard provides beauty, multiple entertaining areas & privacy. Fill your weekends by exploring community amenities while being minutes from highly regarded schools, shopping, & dining.

Majestic oak trees, striking views of the San Francisco Bay and the opportunity to build a dream home await on this expansive approximately 2.64 acre parcel located in the desirable Westridge neighborhood of Portola Valley. The secluded cul-de-sac location presents a tranquil oasis around the original 3-bedroom, 2.5-bath home with in-ground pool and pool house. Seamless connections between the home and yard create the perfect scenario for everyday living and entertaining. Enjoy peaceful days and experience quiet nights filled with sparkling lights from the bay view - a perfect place to escape the hustle and bustle of the peninsula. A world of exciting possibilities awaits for this prime property conveniently located near local shopping and restaurants, hiking trails, commute routes, Stanford University and excellent Portola Valley Schools.

Desirably located in the heart of vibrant Portola Valley, you'll find this delightful Cottage-style 2 BD/1 BA residence. Perfect for individuals, couples, and families in search of a charming and cozy space. This hidden treasure offers a serene environment while being conveniently situated near the Village Square and Portola Valley Town Center. Whether you seek a tranquil escape or a launching pad for exploring the area's natural wonders, this is your haven. Plus, you'll be in proximity to the renowned Alice Restaurant, abundant hiking trails, picturesque picnic spots, and local schools. Don't let this opportunity slip through your fingers!

Jelich Ranch is a remarkable nearly 14-acre estate on the most scenic corridor in the center of town with direct Windy Hill views and certified organic orchards. Owned by just 2 families, this legacy property was meticulously restored and expanded in 2007 preserving original 1920 character with authentic details while introducing absolute modern 5-star luxury living. In addition to the main residence, there is a beautifully appointed ADU restored in 2021 with private driveway, a wellness center with infrared sauna, a spacious art studio or office center, car collectors dream garage, plus large barn for agricultural pursuits. This lasting legacy offers endless possibilities in an unparalleled setting. Excellent Portola Valley schools. Just down the street from restaurants, shops, hiking trails and 4 miles to Hwy 280 to all of Silicon Valley and San Francisco.

Great location in desirable Ladera! This 2770 sq ft Eichler is available for the first time in 50+ years. The 4 bed/3 bath homes original floorplan has been expanded to include an open and bright living room/library/ dining with vaulted ceilings and a wall of windows. A separate great room with updated kitchen opens to the yard. 2 car garage. Sitting on a desirable culdesac, this 17k+ lot sits centrally and near the Ladera Recreation District Pool & Tennis. Highly rated Las Lomitas Schools. Easy access to 280 and Stanford.

RARE OFFERING of a beautiful guest home in central Portola Valley. This unit consists of one bedroom with one bathroom. It has been used as a crash pad for commuters, workshop, or office space for someone who needs a private work area. It has its own private entrance with air conditioning and heat. There is a small garden outdoors that can be used by the tenant as long as it doesn't interfere with the current plants growing. PLEASE NOTE there is no kitchen included in the unit. It does share one wall with an office space.

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).

Exceptional opportunity to build on this flat .77 acre lot out of the flood zone in the heart of Portola Valley with award-winning Palo Alto schools. Prelim and structural plans, Topographic Survey conducted by Lea & Braze Engineering, Geotechnical Report completed by Murray Engineers, Letter of Map Amendment (removing property from floodplain) along w/ contractor bids are available. Property is on a quiet lane off of Alpine Road (enter 4133 Alpine Road in GPS, listing is next door). Plans are for a 5 bed, 4.5 bath modern two-story residence, designed by renowned M Design Architects. 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).

Lovely 1 acre lot nestle in the Los Trancos area of Portola Valley. One of the few remaining lots in the Los Trancos area. Sellers have plans from renowned architect Daniel Piechota (recently featured in the Wall Street Journal (July 27th edition) to build a beautiful, sleek, contemporary modular home with walls of glass that take advantage of the wonderful greenbelt, canyon, valley and, on a clear day, San Francisco views from where one would build a house on this lot. Sellers plans have many similarities to the $9 million home Mr. Piechota designed in Carmel. Plans for the modular home have been approved by the State of California and foundation/site plans are complete and ready to be submitted to the city. Buyers could potentially build the site out using these plans or built their own vision of their dream house. Great lot in a great location!

A fabulous opportunity to rent a spacious, updated 3 bedroom, 2 bath home in the Ranch neighborhood of Portola Valley. High ceilings, just refinished hardwood floors throughout, large bedrooms with built-ins which can be used for office space, lots of windows which allow for natural light, beautiful views, great indoor outdoor flow, dining area, living room and family room off kitchen. Large detached enclosed two car garage with extra storage. The Ranch offers a welcoming community which includes a pool, tennis courts, playground, vineyard, gym and entertaining area. Pets welcomed with additional deposit.

Fully Furnished // Available for short [or long] term stays on per diem basis // Located on cul-de-sac near Stanford and 280 Freeway / Walking distance to Ladera shopping center // Single level mid-century modern [Eichler built] with high ceilings, floor to ceiling windows [natural light], cork floors [soft], radiant heat [soothing], Luan mahogany walls [warm].

This private, quiet, flat, and picturesque 3.2+ acre parcel offers an extraordinary opportunity to build your brand-new dream home in Portola Valley's most sought-after neighborhood. Surrounded by mature trees, a park-like setting, & panoramic views this is an opportunity not to be missed. Save time & start with architectural plans from award-winning architects. The plans are for a single-story residence plus an ADU ~8,039 total maximum sq ft building area with an endless spa & infinity pool. This square footage would also include an ADU of 1,200 maximum sq ft. The thoughtful design for a one-of-a-kind estate takes in the breathtaking Hill views from almost every room in the residence as well as indoor-outdoor lifestyle ideal for everyday living & grand entertaining. A convenient location & an easy 3-minute drive to grocery shopping, restaurants, shops & Highway 280. Neighboring Palo Alto & Menlo Park are a convenient 10-minute drive away. Access to top-rated Portola Valley Schools.

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.

Rare opportunity to buy a vacant lot with approved plans for a stunning new home. Buy and build your dream home in tranquil Portola Valley. This property has plans for a 2,154 sqft, 3 bed, 2.5 bath house with detached garage. The Seller is in the process of getting the final building permit prior to Close of Escrow. Buyer to pay final permit "pick up" fees. Call listing office to learn more!

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.

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.