Portola Valley, CA Homes for Sale

Mid-Century Modern enthusiasts will delight in this one of a kind architectural gem. Designed by architect Alan Blair, this home boasts three levels of blissful views reaching from San Francisco to Santa Clara. A host's dream! Tucked away from the flats, this stunning retreat is quiet and private. The home boasts three large decks, a hot tub, two gas fireplaces, an expansive remodeled lower level

Monique Anton Modern Homes Realty

On an expansive, level acre, this single-level residence captures the essence of relaxed California living where indoor and outdoor spaces flow effortlessly and every detail invites connection with nature. A welcoming front patio opens to the home's bright and spacious interiors, where generous living and dining areas are anchored by broad windows and warm hardwood floors. The open-concept

Ginny Kavanaugh Coldwell Banker Realty

Come right in. Enjoy the view. This stunning remodel completed in 2025 offers space, views, and peace of mind. With completely new high-end finishes throughout, this Mid-Century Modern masterpiece sits atop a private, lush acre, seamlessly blending modern luxury with nature's tranquility. Designed for those who appreciate both serenity and grand entertaining, a true retreat where hawks glide

Deniece Watkins Smith Compass

Escape the ordinary at 435 Golden Oak Drive, an architecturally distinct 4-bedroom, 3.5-bath retreat in one of Portola Valleys most coveted enclaves. Set on nearly 1.5 acres at the end of a private drive, this residence offers rare privacy while still being minutes from Silicon Valley conveniences. Expansive windows fill the home with natural light and frame the surrounding landscape. Multiple

Joe Polyak Rise Homes

Discover the perfect blend of nature and modern convenience at 1019 Los Trancos Road in the peaceful Los Trancos Woods neighborhood. This charming home, built in 1930, offers 1,770 SF of versatile living space (per the Seller) in two buildings with freshly painted exteriors. The 1,225 SF main house features three bedrooms and two baths, with vaulted ceilings and skylights that invite abundant

Robert Parish Compass

Sunlit Gem on Nearly One-Half Acre with Plans to Expand! Fresh, inviting, and completely sophisticated, this country retreat has been transformed into a light-filled setting. Easily accessed, the property spans nearly one-half acre of predominantly level grounds and includes plans for a future expansion. The current home, with 2 bedrooms and 2 baths, offers a streamlined scale yet the open

Erika Demma Compass

Stunning Home in Highly Desirable Ladera Neighborhood. Elegant Living Room with Fireplace and High Ceilings. Formal Dining Room. Chef's Eat-in Kitchen with Stainless Steel Appliances and Breakfast Bar Opens to Family Room with Fireplace and Skylight. Primary Suite Retreat Features Spacious Walk-in Closet, Double Sinks, and Stall Shower. Four Bedrooms. Three Bathrooms. Interior Features Include

Keri Nicholas Parc Agency Corporation

This is a home that's all about light, views, and easy living. Whether you're gathering with friends, finding a quiet corner to unwind, or just enjoying the beauty of nature right outside your door, this home has it all. As you arrive, a soothing water feature sets a calming tone. Step inside to a dramatic living room with soaring open-beam ceiling and a sliding skylight that fills the space with

Rebecca Johnson Intero Real Estate Services

On the market for the first time, this exceptional Craftsman home is located in prestigious Blue Oaks, an enclave of estate homes surrounded by 285 acres of open space & trails. Built by Chessler Construction in 2003, the home showcases timeless architecture, exquisite woodwork, & a flexible multi-level floor plan designed for today's lifestyle. Set on approx. 1.29 acres, the property enjoys a

Hugh Cornish Coldwell Banker Realty

Commanding, panoramic views that must be seen in person photos can't 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/FR/DR/LR/ and with the option to have an attached (with separate entrance) in-law unit (ADU) and an oversized 3 Car Garage 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

Tim McKeegan Terrace Associates

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

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

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

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

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

Stunning vistas of the hills and bay in this once in a lifetime opportunity to own one of the largest lots in Palo Alto with 12.55 acres in Palo Alto Open Space with a Portola Valley mailing address. Located on an exclusive private road the property awaits a buyer wanting to create a new estate or remodel the existing mid-century style home with expansive hill views. Large living room with high

Sue Crawford Coldwell Banker 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

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