Portola Valley, CA Homes for Sale

Nestled on one of Ladera's most sought-after streets, this delightful ranch-style home blends timeless charm with everyday comfort. A cozy living room with a fireplace and an expansive picture window invites natural light and serene views of the lush, private backyard. The eat-in kitchen features granite countertops, stainless steel appliances, and seamless access to the patio, perfect for

Rebecca Johnson Intero Real Estate Services

Expansive grounds and sweeping Windy Hill Views define this extraordinary property in a premier and private Golden Hills setting. Spanning approximately 2.6 acres the property unfolds with open meadows, magnificent oaks, a prolific orchard, and a newly resurfaced pool and spa. The home is spacious, flexible, bright and welcoming--one that is immediately comfortable and highly livable. The

Colleen Foraker Compass

Set on a rare, relatively flat .28-acre cul-de-sac lot in the heart of Ladera, this 4BD/3BA home offers an ideal blend of location, layout, and everyday livability. Quiet, safe, and incredibly convenient, it's just a short stroll to the Recreation Center with pool, tennis, and more, as well as the Ladera Shopping Centers restaurants, cafés, and grocery, with easy access to Highway 280. The home

Josh Rubin Compass

Far-reaching views of Coal Mine Ridge define this beautifully remodeled home at Portola Valley Ranch, set on nearly one-half acre. Expanses of glass, soaring ceilings, and dramatic skylights fill the interiors with light and volume, while fine hardwood floors underscore a cohesive, modern aesthetic throughout the open main level. Indoor-outdoor living extends across both levels with expansive

Dean Asborno Compass

Originally the 1912 gatehouse to Willowbrook Farm, this iconic compound was expanded and totally rebuilt in 2012. This "Home of the Future" is within a storied stone envelope, set on 1.13 flat, gated acres. The over 5,000sf compound features soaring ceilings, Venetian plaster walls, individually climate-controlled rooms, including the wine/library lower level, and a finished attic retreat. The

Art Sharif Sotheby's Intl Rlty

This home personifies tranquility. Nestled in a serene country setting just minutes from I-280 and top-rated Portola Valley schools, this beautifully updated 6-bedroom, 2- Office 3+-bathroom custom designed home perfectly balances rural privacy with modern convenience. The interior boasts an expansive, light-filled atmosphere defined by cathedral ceilings and large windows that frame the

Peter Cowperthwaite 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 a picturesque vista from the main home and newly built, stunning ADU. A gated driveway escorts you to a light-filled home highlighted by an open concept

Stephanie Elkins 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

Spectacular VIEWS are the backdrop for this outstanding remodeled mid-century home located on a quiet, close in cul-de-sac in prime Westridge. Expand this lovely home or BUILD NEW on this spectacular 2.57 acre property featuring incredible views, peaceful gardens & gorgeous Oak studded knolls. Dramatic vaulted ceiling living room features built-in bar & floor to ceiling windows showcasing the

Liz Daschbach Compass

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

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

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

Tucked at the end of a serene cul-de-sac, this designer Eichler embodies the essence of mid-century modern architecture with clean lines, post-and-beam construction, and a seamless connection to nature. The front yard is framed by stone pavers and lush greenery. A two-car carport sits to the left, while two generous workshop areas offer exceptional flexibility for hobbies, storage, or additional

Michelle Pender Engel & Voelkers San Francisco

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

Erika Demma Compass

Newly built and tucked into the serene landscape of Portola Valley, this exquisitely designed contemporary residence offers a rare blend of privacy, scale, smart-home features, and flexible living spaces. The multi-level home is designed to embrace its Bay views and natural surroundings. Situated by a lake, the home is on a cul-de-sac leading to acres of open space and hiking trails. The main

Ginny Kavanaugh Coldwell Banker Realty

TRI-LEVEL ESTATE OFFERS POOL HOUSE, 3+ ACRES | Transport yourself to the East Coast in this incomparable custom estate. Gated acreage framed by California oaks reveals an exquisite Shingle-style home surrounded by bridges, enchanting gardens, a three-car garage, and fully functional pool house with pool and spa. Faced by a circular gravel drive, the tri-level main residence built in 2010 has been

Sue Crawford Coldwell Banker Realty

Imagine life at this exceptional Portola Valley residence: an elevated lifestyle in one of the areas most coveted settings. Close-in to Alpine Rd and Hwy 280, this private sanctuary is surrounded by natural beauty while close to every convenience. A dramatic arrival begins with a sculptural stone waterfall and a grand entry flanked by flexible living spaces: a private office or fifth bedroom

Lisa Keith Golden Gate Sotheby's International Realty

This extraordinary Woodside estate spans 6.4 level acres w/sun-swept vineyards & western hill views. The compound comprises multiple architecturally significant buildings, including the main residence, guest house, a multi-room wellness studio w/wine cellar & 6-car garages plus a working lab w/anti-static flooring. Designed for exceptional privacy & self-sufficiency, the property features a 35kW

Mary Gullixson Compass