Portola Valley Homes for Sale

Welcome to Portola Valley, California – a hidden gem nestled in the heart of San Mateo County. This picturesque town, surrounded by the stunning vistas of the Santa Cruz Mountains, offers a unique blend of serene natural beauty and vibrant community life. Known for its expansive open spaces, lush landscapes, and a commitment to preserving the environment, Portola Valley is an ideal place for those seeking tranquility while still being close to the bustling tech hubs of Silicon Valley.

With a population of just over 4,000 residents, Portola Valley boasts a small-town charm and a strong sense of community. The town is characterized by its charming architecture, ranging from modern masterpieces to classic ranch-style homes, all harmoniously integrated into the stunning natural surroundings. Whether you’re looking for a cozy family home or a luxurious estate, there are a variety of homes for sale that cater to diverse lifestyles and preferences.

Portola Valley is also renowned for its exceptional schools, making it a popular choice for families. With numerous parks, hiking trails, and recreational facilities, outdoor enthusiasts will find themselves at home in this idyllic setting. The town's commitment to sustainability and preserving its natural beauty is evident in its many initiatives, ensuring that residents enjoy a high quality of life.

Discover your dream home in Portola Valley today, where you can embrace a lifestyle of comfort, community, and connection to nature. Explore our listings and take the first step towards making this enchanting town your new home!

Newest Portola Valley Homes for Sale

$2,950,000

3 Beds ⋅ 2 Baths ⋅ ML82064337 MLS ⋅ Ladera BLDG.

Tucked away on one of Laderas most desirable cul-de-sacs, this delightful classic ranch home offers timeless charm, comfortable living, and a wonderful connection to the outdoors. Filled with natural light, the inviting interior features gleaming hardwood floors, a spacious living room with a wall of windows, and filtered views of the Stanford Hills. The updated eat-in kitchen combines style and functionality with custom cabinetry, and abundant storage. Three generously sized bedrooms provide comfortable retreats, including a spacious primary suite with an updated bathroom featuring a contemporary design and walk-in shower. Set on a private, sunny 8,800-square-foot tiered lot, the grounds feature fruit trees and inviting outdoor spaces with plenty of room for entertaining, gardening, or play. Whether enjoying a quiet morning in the sunshine or gathering with family and friends, this special property offers a relaxed California lifestyle. Ideally located near the Ladera Shopper and Ladera Rec. It's also close to Stanford University, major commute routes, and many Silicon Valley employers. Situated between San Francisco and San Jose International Airports, this charming home combines a peaceful neighborhood setting with everyday convenience.

251 Dedalera DR, Portola Valley

Listed by Rebecca & Karen, 650-281-8752 from Intero Real Estate Services
(If provided) CoList: from

$4,995,000

4 Beds ⋅ 3 Baths ⋅ ML82064258 MLS ⋅ Portola Valley Ranch BLDG.

Perched along the western ridge of prestigious Portola Valley Ranch, this exceptional residence captures breathtaking views of Windy Hill, rolling hillsides, and spectacular sunsets. Soaring ceilings, dramatic walls of glass, abundant skylights, and expansive view decks create a seamless connection between indoor and outdoor living. The thoughtfully designed main level features gracious living and dining rooms opening to view decks, a skylit kitchen with granite island, and a spacious primary suite showcasing panoramic ridge views. A dedicated office and second bedroom with private deck and adjacent full bath complete the main level. Downstairs, a generous family/media room with custom built-ins, two additional bedrooms, guest bath, and access to the lower deck provide exceptional versatility. Set amid 453 acres of natural beauty, the Portola Valley Ranch offers miles of scenic trails, swimming pools, tennis courts, fitness center, clubhouse, community garden, orchard, vineyard and dog park. Ideally located near top Portola Valley schools, Woodside Priory, Robert's Market, Ladera Shopping Center, Alpine Hills and Ladera Oaks swim and tennis clubs, and Stanford. An extraordinary opportunity to enjoy spectacular views, natural tranquility, and the coveted Portola Valley lifestyle.

12 Hawkview ST, Portola Valley

Listed by Shelly Roberson, 650-464-3797 from Compass
(If provided) CoList: from

$4,999,999

5 Beds ⋅ 4 Baths ⋅ ML82060764 MLS

A rare expression of Old World Spanish architecture awaits on approximately 3.13 private acres in Portola Valley. Built in 1963, this distinctive adobe residence offers approximately 5,040 square feet, five bedrooms, and three-and-a-half baths, with a sense of character seldom encountered in Silicon Valley. Original architectural details, richly textured adobe and brickwork, and a Spanish tile roof evoke the warmth of a secluded Mediterranean retreat. Generous living and gathering spaces, a formal dining room, fireplaces, and an expansive upper-level wraparound deck create opportunities to enjoy the homes remarkable setting. Multiple patios overlook natural surroundings, while mature landscaping and generous grounds offer privacy, tranquility, and room to envision the next chapter. Preserved in largely original condition, the home invites a discerning buyer to celebrate its authentic craftsmanship or undertake a considered restoration. Located in the Portola Valley school district, this is a compelling opportunity to own a substantial estate property where land, architecture, and peaceful surroundings take center stage.

10 Joaquin RD, Portola Valley

Listed by Wen Guo RE Group, 650-776-4085 from KW Advisors
(If provided) CoList: from

$6,895,000

5 Beds ⋅ 5 Baths ⋅ ML82063753 MLS

Stunning new construction residence in the sought-after Ladera neighborhood of Portola Valley. This home features a bright, open-concept floor plan with expansive living spaces that flow to the backyard through large stacking glass sliders and a covered patio for indoor-outdoor living. The chefs kitchen includes Wolf and Sub-Zero appliances, ceiling-height cabinetry, quartz countertops with full-height backsplash, a large waterfall-edge island, walk-in pantry, and butlers pantry with additional counter space, storage, sink, and second dishwasher. A private first-floor ADU offers flexibility for guests or multigenerational living. Upstairs, a loft provides additional living space alongside three secondary bedrooms and a laundry room with sink and storage. The primary suite features a large walk-in closet and spa-like bath with soaking tub and oversized walk-in shower. Located in the Ladera community near open space, parks, hiking and biking trails, and convenient access to Stanford, Sand Hill Road, and Highway 280. Buy early to enjoy preferred pricing and the opportunity to personalize finishes. Estimated completion is Q3 2027. *All imagery is illustrative and subject to change and does not depict the subject property."

670 La Mesa DR, Portola Valley

Listed by Nadine Masarweh, 925-270-6807 from Thomas James Real Estate Services, Inc,
(If provided) CoList: from

$1,649,000

2 Beds ⋅ 2 Baths ⋅ ML82063275 MLS

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 plans for a future expansion. The current home, with 2 bedrooms and 2 baths, offers a streamlined scale yet the open concept design lends an unexpected sense of expansiveness. A crisp palette of whites defines the interiors, from the all-white kitchen with quartz countertops and subway tile backsplashes to the remodeled baths finished in marble and tile. Vaulted ceilings with skylights and exposed beams enhance the airy atmosphere, while wood-like luxury vinyl floors provide continuity throughout. Multiple sets of glass doors open to wraparound flagstone patios and expansive land, where limited tree canopies allow brilliant sunlight to fill both the interiors and outdoor gathering spaces. Finishing touches include a separate laundry room, an outdoor storage shed, and a two-car carport. Portola Valleys acclaimed schools and miles of scenic trails are just moments away, making this a remarkable opportunity to enjoy contemporary style and comfort today with the option to expand in the future. Easy access to Sand Hill Road, Stanford, HWY 280 & more

76 Old Spanish TRL, Portola Valley

Listed by Erika Demma, 650-740-2970 from Compass
(If provided) CoList: from

$7,995,000

5 Beds ⋅ 4 Baths ⋅ ML82060701 MLS

Set across more than 2.5 mostly level acres, this exceptional Portola Valley estate offers a rare sense of scale, privacy, and versatility. At the heart of the property is a beautifully designed single-level residence, complemented by a 600 sq. ft. one-bedroom guest house that creates an ideal setting for extended family, visitors, work-from-home living, or a private retreat. Western views, expansive grounds, and glowing sunsets give the property an unmistakable sense of place. The property includes approximately 4,765 total sq. ft., comprised of: Main Residence: 3,425 sq. ft. Guest House: 600 sq. ft. Detached Three-Car Garage: 740 sq. ft. The four-bedroom, three-bath main residence is designed entirely on one level, with bright, inviting interiors and an effortless connection between everyday living and entertaining. An elegant foyer opens to a generous living room and well-equipped kitchen, while abundant natural light creates a calm, welcoming atmosphere throughout. With 4,025 sq. ft. of combined living space, a separate guest house, extensive parking and storage, and a coveted setting near acclaimed Portola Valley schools, the property offers a distinctive combination of privacy, flexibility, and refined indoor-outdoor living.

1080 Westridge DR, Portola Valley

Listed by Josh Rubin, 650-575-5981 from Compass
(If provided) CoList: from

$3,648,000

4 Beds ⋅ 3 Baths ⋅ ML82061674 MLS

Almost a year in the making, this whole-house renovation in Portola Valley's Corte Madera neighborhood is now complete, a 4-bedroom, 3-bath home rebuilt to the studs and finished with real craft. New roof, new plumbing, new HVAC with added air conditioning, new windows, and new interior and exterior doors resolve everything you can't see; wide-plank white oak floors, vaulted tray ceilings and new trim throughout address everything you can. The open, two-tone kitchen pairs crisp white upper cabinetry and floating oak shelving with light oak lower cabinets, all overlooking serene forest views. A full stainless steel appliance suite, anchored by a 36-inch range, completes the space. The primary suite pairs a walk-in closet with a freestanding soaking tub and a glass-enclosed rainfall shower; the two secondary baths both carry sage green tile and floating vanities. New landscaping paths, terracing and deck vantage points surround a flagstone patio that steps into a private, wooded lot of approximately 16,000 square feet with mature tree privacy. Nestled in nature yet moments from the neighborhood shopping center, top-rated Corte Madera Middle School and Ormondale Elementary, and Windy Hill Open Space Preserve, with Alpine Road providing a direct connection to Palo Alto and Stanford.

220 Canyon DR, Portola Valley

Listed by Chris Iverson, 650-450-0450 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

$3,398,000

3 Beds ⋅ 2 Baths ⋅ ML82060118 MLS ⋅ Portola Valley Ranch BLDG.

45 Bear Paw offers a rare opportunity to own an updated, single-level home just steps from the entry to Portola Valley Ranch. A 2 car garage with ample storage connects to the main level via interior elevator for easy, step-free access. Large windows frame the gracious living room, where soaring ceilings, designer chandeliers, and an attractive marble fireplace surround create a serene, light-filled space. Striking bar with custom glass shelving, wine fridge and floral wallpaper. Spacious kitchen offers handsome wood cabinetry, and recently updated counters and backsplash. Three generous bedrooms and two beautifully updated bathrooms are grouped together in bedroom wing. The primary suite enjoys its own peaceful views of Windy Hill, updated bath with roll-in shower, walk-in closet, and its own 100-sq.-ft. deck. Living space extends outdoors with a substantial patio and a 216-sq.-ft. attached sunroom. The Ranch is an extraordinary place to call home-- a 6 minute drive to the Ladera County Shopper and 8 minutes to Highway 280, yet offering a remote, resort-like feel with exceptional community amenities including heated pools, tennis courts, a fitness center, a community vineyard, gardens, and miles of hiking trails. Excellent Portola Valley schools. Roof recently replaced.

45 Bear Paw, Portola Valley

Listed by Lynn Wilson Roberts, 650-255-6987 from Compass
(If provided) CoList: Annie Roberts from Compass

$6,750,000

4 Beds ⋅ 3 Baths ⋅ ML82058982 MLS

Located in the highly desirable Westridge neighborhood, this impressive 2.62+/- acre property offers views, room for expansion, a vineyard, a separate ADU, and a freshly updated home with 4 bedrooms and 3 remodeled baths. The kitchen has new appliances and flows into a family living space. The large dining area sets the stage for entertaining. The Primary Suite has a tall, beamed ceiling, 3 closets and a deck that overlooks the property and Windy Hill views. Additional bedrooms enjoy a private wing that centers around a flexible space. This space is served by a separate entrance for flexibility. A lower level is a blank slate. It has a workshop, lots of storage, 2 rooms with sliding glass doors, a large well-lit space thats ideal as a game room or exercise center and a full bath. Potential for a wine cellar. The ADU is 1 bed, 1 bath and has an open living/dining/kitchenette space, as well as a private deck and entrance. There is a small upper pasture and a large area at the front of the property that could be used for horses, a pool, or possibly a tennis court. Central Portola Valley location, convenient to shopping, Alpine Hills Tennis and Swim Club, The Alpine Inn, excellent PV schools and easy commute routes.

15 Naranja WAY, Portola Valley

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

$3,495,000

3 Beds ⋅ 3 Baths ⋅ ML82056981 MLS

Some homes are simply built. Others are cared for, collected, and shaped over time. Set among mature trees and thoughtfully designed gardens, this distinctive Portola Valley farmhouse reflects years of careful stewardship. Reclaimed wide-plank North Carolina pine floors, plaster walls and ceilings, painted millwork, marble, handmade tile, exposed beams and French doors give the home its character. The kitchen features a La Cornue range, original farmhouse sink, marble countertops, generous island, butler's pantry and cozy dining nook. The dining room is suited to everyday meals and larger gatherings, while the living room centers on a marble wood-burning fireplace and opens through two sets of French doors to a covered porch overlooking the gardens. The primary suite includes a walk-in closet and marble bath with mosaic tile and imported European brass fixtures. Upstairs are two additional bedrooms, a claw-foot bath and flexible spaces for study, work, hobbies or storage. A spacious family room is located downstairs. Originally designed by landscape artist Cevan Forristt, the grounds are rare for Portola Valley largely flat and usable, with mature trees, fruit trees, grapevines, water features and multiple areas for outdoor gathering.

133 Russell AVE, Portola Valley

Listed by Carrie Davis, 650-269-4768 from Coldwell Banker Realty
(If provided) CoList: from

$3,500,000

4 Beds ⋅ 4 Baths ⋅ ML82056610 MLS

Located in Portola Valley, this spacious 2,960 sq ft home features four bedrooms and four full bathrooms. The kitchen is equipped with built-in gas oven range, microwave, hood over range, island, and garbage disposal, opening to a combined kitchen and family room area. Enjoy two fireplaces, one in the living room and another in the primary bedroom, providing warmth and ambiance. The home includes a dining area with a breakfast bar, central forced air gas heating, and central AC for comfort. Laundry facilities are conveniently located inside the home. The property sits on a 17,623 sq ft lot and falls within the Portola Valley Elementary school district.

176 Los Trancos CIR, Portola Valley

Listed by Tim Gilmartin, 650-348-2020 from Gilmartin Group
(If provided) CoList: from

$5,488,000

5 Beds ⋅ 4 Baths ⋅ ML82052826 MLS

Set on 2.8 AC, this home offers a peaceful retreat in a coveted setting. Warm, welcoming interiors span more than 3,700 SF across a multi-level floorplan, blending rustic character with an easy livability that harmonizes with the surrounding landscape. A soaring vaulted ceiling elevates the living room anchored by a fireplace and expansive windows framing views that reach toward the Stanford Dish, while the main living spaces also include a formal dining room, granite kitchen with Thermador appliances, a comfortable family room with a fireplace, and a lower-level recreation room. Five bedrooms plus an office provide flexibility and comfort. With nearby access to scenic nature preserves and trailheads, a short drive to the Ladera Country Shopper shopping center and local favorites such as Alpine Inn, this home offers a rare balance of seclusion and convenience, all with access to acclaimed schools including Ormondale and Corte Madera (buyer to verify eligibility).

285 Escobar RD, Portola Valley

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

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The 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.

Portola Valley Homes for Sale

Newest Portola Valley Homes for Sale

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