Refine Search
Sort by
$7,998,000
6 Beds ⋅ 6 Baths ⋅ ML82042439 MLS ⋅ Westridge Subdivision BLDG.
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 floorplan with high beamed ceilings and a wall of sliding doors to an expansive deck for al fresco dining and entertaining. Enjoy peaceful days and quiet nights filled with sparkling lights from the bay. The main home, containing 5bd/ 5ba, private office, family room and den one primarily one-story. The 1bd/1ba ADU has a spectacular deck with views too! Adding to the appeal is the sprawling grounds including a resort-like pool, hot tub, fire pit, gazebo, greenhouse, chicken coop and 2 fenced dog runs. Family/friends can gather throughout the exquisite property at numerous quaint outposts. This home is ideal for entertaining. Easy access to 280, Stanford University, Westridge hiking trails, shops and restaurants. Just 1.5 miles to the Ladera Shopping center, a 5-minute drive to Interstate 280, and access to top-ranked Portola Valley schools (buyer to verify eligibility)

138 Bolivar LN, Portola Valley

Listed by Stephanie Elkins, 650-400-2933 from Coldwell Banker Realty
(If provided) CoList: from

$6,988,000
5 Beds ⋅ 5 Baths ⋅ ML82059349 MLS
Set on a beautifully landscaped acre in Portola Valley, this expansive home offers nearly 5,300 square feet of living space beneath soaring ceilings and walls of glass, filling the home with natural light while bringing the verdant landscape into view. The main living spaces include a dramatic living room with statement fireplace, dining room with wet bar, chef's kitchen with top-brand appliances, and inviting family room. Five bedrooms include a retreat-like primary suite with fireplace and spa-inspired bathroom, while the lower level provides its own kitchen, living area, and separate garages. Outside, multi-level grounds feature a deck, hot tub, patios, and trellis-covered dining area. Close to Portola Valley's renowned trails, scenic preserves, Alpine Inn, and Ladera Country Shopper.

40 Hillbrook DR, Portola Valley

Listed by DeLeon Team, 650-407-0160 from Deleon Realty
(If provided) CoList: from

$6,250,000
5 Beds ⋅ 5 Baths ⋅ ML82061086 MLS ⋅ Blue Oaks BLDG.
Custom-designed & built in 2013 to harmoniously blend into the quintessential California landscape, this extraordinary residence seamlessly connects living spaces with the natural beauty outside. Positioned on 3 serene acres, every corner of the home has been masterfully crafted to offer distinct, functional living zones with high-end finishes & thoughtful details, creating an effortless balance of luxury & daily comfort. The main house features a primary suite with abundant storage, private deck & hot tub. The junior bedroom suite has fun living/sleeping spaces, a large 4th bedroom is currently used as a work out room.The 470 SF 1 bedroom cottage provides flexible guest accommodations. A chefs kitchen is equipped with Viking & Miele appliances, a separate clean-up room & walk in pantry. Floor to ceiling windows with gorgeous views of the meadow & oak trees from the living areas connect to paved patios. Dedicated executive office & media room. Other high-end features incl steel framed construction, radiant heat in polished concrete floors, emergency generator plumbed to gas utility with back up propane tank, Lutron smart lighting, owned solar panels, water filtration system, EV hook up, AC to be installed, storage room & walk in wine storage, 2 car garage & cyclist station.

2 Buck Meadow DR, Portola Valley

Listed by Michael Huang, 650-248-0006 from Compass
(If provided) CoList: from

$3,998,000
3 Beds ⋅ 5 Baths ⋅ ML82060715 MLS
Set within 2.77 acres, this remarkable residence is enveloped by gardens, mature trees, and the kind of natural stillness that feels increasingly rare in Silicon Valley. Though close to the amenities of Portola Valley, the property has the character of a private retreat. A long, tiled staircase moves through layers of lush planting, creating a sense of anticipation before the architecture comes into view. Inside, the house reveals soaring 10- and 12-foot ceilings, fine millwork, oak floors, and an abundance of natural light. The main level unfolds naturally. A generous kitchen and family room form the heart of the home, with a substantial pantry designed for effortless entertaining. Beyond, the dining and living rooms are framed by graceful arch-top windows, their wooded outlooks becoming an ever-changing part of the interior. The primary suite is conceived as a sanctuary of its own. Two private balconies open toward the surrounding landscape, while a fireside sitting area offers a quiet place to retreat. An expansive walk-in closet and beautifully appointed marble bath complete the suite with a sense of understated luxury. Two additional bedrooms, one is en-suite. Sweeping views, multi-level deck and pergola extend into the gardens, with a built-in outdoor kitchen and barbecue.

55 Vista Verde WAY, Portola Valley

Listed by Peter Cowperthwaite, 650-207-4101 from Golden Gate Sotheby's International Realty
(If provided) CoList: Shaler B Barnes from Golden Gate Sotheby's International Realty

$3,850,000
4 Beds ⋅ 5 Baths ⋅ ML82043726 MLS
Bay views and cutting-edge smart house design come together in this newly built retreat by the lake. Surrounded by nature, the contemporary home is on a quiet cul-de-sac, leading to acres of open space and hiking trails, The home is designed to embrace its setting with expansive windows, skylights, multiple outdoor spaces, and views stretching to the Bay. At the heart of the home is a light-filled, open-concept living space anchored by a striking chef's kitchen, complete with an oversized island, wet bar, wine fridge, and high-tech appliances. The kitchen flows seamlessly into generous living and entertaining areas, a potential home office, and out to expansive decks, creating an effortless connection between indoors and the surrounding landscape. The multi-level design offers flexibility, including a permitted attached ADU that could alternatively function as an auxiliary family room with second kitchen for guests, a media room or fitness space. Privately situated bedrooms provide peaceful retreats, while the primary suite and rooftop deck offer elevated views of the surrounding greenery to the Bay. State-of-the-art technology is integrated throughout, including Wi-Fi-enabled appliances, solar, Tesla Powerwall, and a dumbwaiter connecting the garage to the main level.

141 Lake RD, Portola Valley

Listed by Kavanaugh Group, 415-377-2924 from Coldwell Banker Realty
(If provided) CoList: from

$3,295,000
3 Beds ⋅ 2 Baths ⋅ ML82047795 MLS
PARK-LIKE SETTING & MOVE-IN READY PORTOLA VALLEY GEM - the main level features an open, light-filled layout centered around a fireplace, with large windows framing views of the surrounding greenery and connection to nature. The PRIMARY BEDROOM ON THE MAIN LEVEL MAKES THE FIRST FLOOR easily ACCESSIBLE, FINISHED GARAGE SPACE & AMPLE PARKING SPACES FOR FAMILY & VISiTORS. The new kitchen and living areas flow directly onto a private deck, overlooking a fenced backyard, mature gardens & relaxing setting perfect for morning coffee & dining place for intimate gatherings. A stylish modern handrail leads you to the versatile lower level, which includes a third bedroom, bathroom, dedicated office area with natural light, and a secondary living space with its own fireplace and sliding glass doors to the garden patio outside leading to curated pathways and a gathering space atop the hillside. The lower level offers a unique opportunity for buyers to also expand the wallk-in utility space for additional lliving area (currently used for extra storage). Ideally located for enjoying the Peninsulas outdoor lifestyle, this home is minutes from local dining, shopping, and extensive trail & bike networks with easy access to Silicon Valley hubs and Stanford University & hospital.

163 Crescent AVE, Portola Valley

Listed by Karen Gunn, 650-888-9457 from Compass
(If provided) CoList: from

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Legacy Real Estate Inc are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


Copyright 2026 MLSListings Inc. All rights reserved