Portola Valley, CA Homes for Sale

Tucked away on nearly 2 acres at the end of a quiet cul-de-sac in lush Portola Valley, this updated contemporary home offers the perfect blend of privacy and natural beauty. Bright, airy interiors feature high ceilings and a mix of travertine and oak floors, creating a warm and inviting atmosphere. The spacious living areas, including a large great room and chef's kitchen with top-tier

Michael Repka Deleon Realty

Nestled on more than 1.5 acres, this exquisite home has been thoughtfully transformed to deliver an unparalleled living experience. With more than 4,200 sf, the home exudes luxury, from its soaring ceilings and impeccable finishes to the dramatic use of glass. Expansive living areas, multiple fireplaces, a gourmet kitchen, and an executive office offer both comfort and style. Four bedrooms are

Michael Repka Deleon Realty

This rare offering truly has it all 2.5 acres in the prestigious Westridge area with complete privacy set back from the street, San Francisco and foothill views, a regulation-size tennis court, resort-style pool with elevated spa and waterfall, and a poolside sauna with an outdoor shower. The well-appointed classic ranch home features bright and light interiors with fine hardwood floors

Dean Asborno Compass

Set against the stunning backdrop of Portola Valleys rolling hills, 369 La Cuesta Drive offers a rare blend of natural beauty and modern convenience. This coveted location is known for its peaceful atmosphere, scenic trails, highly regarded schools, and proximity to the tech and business hubs of Silicon Valleyideal for those seeking both tranquility and connectivity. This brand-new Aro Home is a

Josh Rubin Compass

Nearly every room of this ±1-acre property captures sweeping views of nature, gardens, a sparkling pool, and the iconic Windy Hill backdrop. Completely and thoughtfully remodeled, the home blends modern comfort with exceptional attention to detail. The single -level floor plan features 4 bedrooms (one currently used as an office) and 3.5 beautifully updated baths. The layout includes both a

Peter Cowperthwaite Golden Gate Sotheby's International Realty

Located in the desirable WESTRIDGE Neighborhood, this impressive 2.62+/- ac. property offers views, room for expansion, a vineyard, separate ADU, and a freshly updated home with 4 bedrooms & 3 remodeled baths. The kitchen has new appliances, & flows into a family living space. The large dining area sets the stage for entertaining. The Primary Suite has tall beamed ceiling, 3 closets, & deck that

Peter Cowperthwaite Golden Gate Sotheby's International Realty

Surrounded by a sea of oak trees and level open spaces, this wonderfully bright home is located on a corner lot of nearly one-half acre in sought-after Portola Valley Ranch. Soaring ceilings with exposed beams, numerous sliding glass doors, and multiple skylights fill the interiors with natural light. Recently completed updates include fresh exterior paint, refinished Brazilian teak floors, and a

Michael Warren Compass

Mid-century modern diamond in the rough. Unlock the full potential of this 4-bedroom, 2-bath mid-century modern gem nestled in the desirable Ladera neighborhood. Set on a private and spacious corner lot with mature landscaping, this home is brimming with opportunity for the savvy buyer to renovate and restore its original charm or build your dream home from the ground up. Convenient to the Ladera

Rebecca Johnson Intero Real Estate Services

Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat priced at $3,599,000. Spanning 3,470 square feet on a 25,966 SF lot, this 1988-built residence blends timeless elegance with modern sophistication. The light-filled interior boasts soaring ceilings, large windows, new paint, and lighting throughout, creating an inviting open-concept layout ideal for both grand entertaining

Nathan Nahouraii Intero Real Estate Services

Prominently perched on the Portola Valley hillside, this contemporary home has been upgraded with the finest materials and craftsmanship providing glorious panoramic views of rolling hills with Silicon Valley and the Bay in the distance. This home is elegant, sophisticated and secluded and just a short drive to Silicon Valley with easy freeway access. The flexible floor plan includes six bedroom

Omar M. Kinaan Golden Gate Sotheby's International Realty

Rarely available estate, located in the highly sought-after Westridge neighborhood of Portola Valley. This lovely home is set on 3.86 serene acres w/ majestic oaks and offers a panoramic view of the SF Bay from Stanford to Mount Diablo. Enjoy living/ dining with a picturesque vista from the main home and newly built, stunning ADU. A gated driveway escorts you to a light-filled home highlighted

Stephanie Elkins Coldwell Banker Realty

You wake up one morning on the deck of 415 Golden Oak Drive, coffee in hand, gazing at a view that makes time stand still. From this elevated perch in central Portola Valley, the South Bay unfolds rolling hills, morning mist, and the quiet promise of a perfect day. This beautifully updated 4-bedroom, 3.5-bath home offers ~3,700 sq. ft. of refined living space, blending clean architectural lines,

Scott Hayes Compass

Tucked away on approximately 2.77 acres in the Vista Verde community with easy access to the amenities of Portola Valley, this remarkable property offers a peaceful retreat from the fast-paced life of Silicon Valley. A sweeping tiled stairway descends through lushly planted gardens to the main entrance, where the home opens to grand yet understated interiors that echo the serenity and refinement

Ginny Kavanaugh Coldwell Banker Realty

Welcome to this beautiful home located in central Portola Valley. This spacious 4-bedroom, 3-bathroom residence offers comfortable living with generous amenities. A secluded fourth bedroom and full bath provide a comfortable solution for guests or extended family. The kitchen is well-positioned with an electric cooktop, double oven, refrigerator, and opens to the rear patio. The living room

Denise Welsh Compass

This lovely home, resting on over .53 acres, is surrounded by beautiful gardens and trees on a quiet street, the perfect place to relax or entertain. The main floor is full of light, with two bedrooms, one bathroom, and an oversized kitchen that opens out onto a large, sunny deck. A spacious primary bedroom or playroom/nursery is tucked downstairs with an additional bathroom and an outside

Jean Isaacson Golden Gate Sotheby's International Realty

Commanding, panoramic views that must be seen in person photos cant do them justice! This is a rare opportunity to build new or reimagine the existing home with a full makeover, bringing natural views into every corner of your living space. Nearly every window frames the stunning beauty of the outdoors. Experience the very best of California living, with an expansive, ever-changing

Angie Wolff Intero Real Estate Services

This Custom House was built in 2005/06 and was originally designed as a 5br/4.5ba/3car-garage/FR/DR/LR/ and with the option to have an attached (with separate entrance) in-law unit (ADU) of approximately 4,500sqft. on over one acre. Seller has also furnished another preliminary plan sited for a separate ADU at the lower portion of the lot that would need an additional approval from the

Tim McKeegan Terrace Associates

Old world, Spanish, beauty. You will enjoy this large scale, five bedroom 3 baths over 5000 ft. situated on 3+ acres. The upper floor offers four bedrooms with a wrap around deck on two sides around deck on two sides. Multiple patio areas have lovely outlooks of the hills surrounding the home. Attached garage plus a large driveway for numerous carsa wonderful opportunity to update to your liking.

Jerry Stynes KW Advisors

Nestled at the end of a private drive, this 3,320 square foot sits on almost 1.5 acres (per county) in tranquil Los Trancos Woods. Floor-to-ceiling and clerestory windows as well as skylights and sliding doors fill the 2-story home with natural light and provide views to the surrounding natural environment from every room. The top level includes an open-concept layout creating a seamless flow

Ginny Kavanaugh Coldwell Banker Realty

Located in the sought-after Westridge area of Portola Valley, this well-appointed home is embraced by forested surroundings & a pool on an expansive 2.37-acre lot. Classic Craftsman exterior clad in shingles gives way to bright, contemporary interiors filled with incredible natural light. Vaulted ceilings rise above the rooms, complemented by numerous skylights & an extraordinary use of picture

Hugh Cornish Coldwell Banker Realty

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

Billy McNair Coldwell Banker Realty

Come see this modern marvel. With a variety of recent updates, this spacious two bedroom bungalow is a wonderful country living retreat. Views of open space hills and near to Coal Mine Open Space Preserve and a host of scenic hiking trails. Situated on a 7,440 sf lot with ample off street parking on newly paved driveway, the home features a new roof, a main floor living room with high

Helen Miller Compass

Stunning vistas of the hills and bay in this once in a lifetime opportunity to own 12.55 acres in Palo Alto Open Space with a Portola Valley mailing address located on an exclusive private road. Build a new estate or remodel the existing mid-century style home with expansive hill views. Large living room with high ceilings and separate dining room have breathtaking views. Family room/solarium is

Sue Crawford Coldwell Banker Realty

Villa del Prato is a singular gem among Silicon Valley estates. Nestled in the woodlands of Portola Valley on nearly 12 acres of tranquil, private, flat land, the estate comprises three structures: a main house (12,000 sf); an entertainment or business building (6,500 sf); and a pool house (2,000 sf). Inspired by classic Palladian Italian architecture, each structure is reminiscent of a Tuscan

Chris Iverson Golden Gate Sotheby's International Realty

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.

David Cauchi Compass

Welcome to the extraordinary lifestyle of Portola Valley w/ this brand new modern build ready for your enjoyment.3,497SF of open sunlit space & ultra tall ceilings w/ 3 ensuite BD's, 4.5BA's + 2 bonus flex rm's, perfect for use as a media rm, game rm, home theatre, playroom, gym, WFH office, or additional guest quarters. Picture yourself living in a place where the equestrian scene mingles w/

Elena Licari Coldwell Banker Realty