Portola Valley, CA Houses for Sale

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

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

Discover unparalleled luxury in this spectacular modern estate offering 5,560 livable sq feet and ideally positioned atop a 2.5-acre knoll in the heart of Portola Valley. Expertly re-envisioned by Handa Developers Group, this residence offers sweeping western hill views, privacy & expansive flat grounds for seamless indoor-outdoor living. A gated motor court leads to a dramatic glass entryway

Billy McNair Coldwell Banker 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

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

Francesca Lampert Coldwell Banker Realty

Modern Luxury on 2+ Acres with Windy Hill Views || Striking modern design, total privacy, and chic designer interiors define this exceptional property in the heart of central Portola Valley. Gated at the end of a long driveway and spanning over 2 acres, the setting offers expansive grounds with views toward Windy Hill and a layout designed for effortless indoor/outdoor living. Every detail of the

Erika Demma Compass

Positioned behind electronic gates at the end of a cul-de-sac with just four other homes, this architecturally significant home offers privacy, scale, & thoughtfully considered living on 1.354 acres. Spanning approximately 5,970 square feet of living space offering ample accommodations. Main level offers beautifully scaled rooms designed for entertaining & everyday comfort, flexible layout for

Hugh Cornish Coldwell Banker Realty

Welcome to this stunning home in Portola Valley, offering a perfect blend of comfort and elegance. With a generous living space of 4,088 sq ft situated on a 47,517 sq ft lot, this property provides ample room for relaxation and entertainment. The home features three spacious bedrooms, including a primary bedroom conveniently located on the ground floor, and two full bathrooms equipped with double

Dana Cappiello Sotheby's Intl Rlty

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

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

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

On nearly 2 acres in the prestigious Blue Oaks community, an enclave of custom homes surrounded by 217 acres of open space, this custom-built home showcases Mediterranean design and sweeping views from most rooms. Outside, the Terracotta clay tiled roof makes a striking first impression while inside, lofty ceilings, deep crown moldings, and floors in antique French tiles and fine oak exude

Ginny Kavanaugh Coldwell Banker Realty

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

Bring all offers! Motivated seller! This is a brand new exquisitely designed contemporary residence with attached ADU. This stunning luxury home includes 4 bedrooms, 5 bathrooms and 4 decks with spectacular 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

Kevin Quellmalz Coldwell Banker Realty

This extraordinary Portola Valley Ranch property combines rare level land, breathtaking Windy Hill views from every floor, and a comprehensive whole-home remodel all on just over one-half acre. The homes thoughtful expansion and renovation, along with just completed interior and exterior painting and completely redone bamboo and hickory floors throughout, present a beautiful ambiance. With large

Ginny Kavanaugh Coldwell Banker Realty

Secluded in complete privacy above the street, this contemporary home embodies a true connection to nature through its vast expanses of glass and warm, organic finishes. Designed with a modernist spirit, and award-winning for green design, the home showcases soaring vaulted ceilings, open concept living spaces, and entire walls of glass that frame the surrounding greenery. Bamboo floors, cherry

Ginny Kavanaugh Coldwell Banker Realty

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

Discover the perfect blend of nature and modern convenience in this beautifully designed home in peaceful Los Trancos Woods. This 9360-foot lot is surrounded by scenic hiking trails and just minutes from downtown shopping, Stanford University, and major commute routes, this spacious residence offers the best of both worlds. Originally built in 1930, the 1750 Square feet of total living space

Dave Cunningham Sunnyhill Realty Inc

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

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

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

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

Ginny Kavanaugh Coldwell Banker Realty

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