Portola Valley Real Estate

Portola Valley Real Estate

Nestled in the beautiful San Mateo County of California, Portola Valley is a charming city that offers a tranquil and picturesque environment. With its close proximity to the bustling Silicon Valley and the natural beauty of the surrounding area, Portola Valley is an ideal place to call home.

One of the notable aspects of Portola Valley is its commitment to preserving its natural surroundings. The city is known for its vast open spaces, including the stunning Windy Hill Open Space Preserve and the scenic Jasper Ridge Biological Preserve. Residents can enjoy hiking, biking, and horseback riding through these preserved areas, immersing themselves in the breathtaking landscapes.

Portola Valley also boasts a strong sense of community. The city hosts various events and activities throughout the year, bringing residents together and fostering a close-knit neighborhood feel. The local farmers market is a popular gathering spot, offering fresh produce and artisan goods.

For families, Portola Valley offers excellent educational opportunities. The city is served by the highly regarded Portola Valley School District, known for its top-rated schools. Additionally, the city is within close proximity to prestigious universities and colleges, providing further educational options for residents.

With its idyllic setting, commitment to nature, and strong sense of community, Portola Valley is a city that offers a high quality of life. Whether you're looking for a peaceful retreat or a place to raise a family, Portola Valley has something for everyone.

Newest Listings in Portola Valley

$4,150,000
5 Beds ⋅ 3 Baths ⋅ ML82061808 MLS ⋅ Active Status
Beautifully renovated 5 bed/2.5 bath mid-century home on prime street. Convenient, quiet location, close to shops, trails, and Alpine Hills Tennis and Swimming Club. Many upgrades including new appliances, newly refinished hardwood floors, new paint and carpeting, new roof (installed 2026), new furnace and A/C, new plantings, newly renovated driveway and more.

30 Minoca Road, Portola Valley
$3,795,000
4 Beds ⋅ 3 Baths ⋅ ML82061674 MLS ⋅ Active Status
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 L-shaped galley kitchen is finished with quartz countertops, a full stainless appliance suite including a smart refrigerator and two-tone cabinetry, white uppers with floating oak shelving, oak-toned base cabinets below. 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 frames a wraparound deck and flagstone patio that step down onto a private, wooded lot of approximately 0.37 acres (about 16,000 square feet) with mature tree privacy near the neighborhood shopping center, moments from Windy Hill Open Space Preserve, and roughly midway between Corte Madera and Ormondale schools, with Alpine Road leading into Palo Alto and Stanford.

220 Canyon Drive, Portola Valley
$6,250,000
5 Beds ⋅ 5 Baths ⋅ ML82061086 MLS ⋅ Active Status ⋅ 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 Drive, Portola Valley
$3,498,000
3 Beds ⋅ 2 Baths ⋅ ML82060118 MLS ⋅ Active Status ⋅ 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
$7,495,000
4 Beds ⋅ 3 Baths ⋅ ML82058982 MLS ⋅ Active Status
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
$3,695,000
3 Beds ⋅ 3 Baths ⋅ ML82056981 MLS ⋅ Active Status
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 Avenue, Portola Valley
$3,500,000
ML82056611 MLS ⋅ Active Status
Located in Portola Valley, this spacious 2,960 sq. ft. home sits on a sizable 17,623 sq. ft. lot. The kitchen is equipped with modern amenities including a built-in gas oven range, microwave, island, hood over range, and garbage disposal, offering both functionality and convenience for everyday cooking. The home features central forced air gas heating and central air conditioning to maintain comfort year-round. This property does not include a garage. It is part of the Portola Valley Elementary School District. This residence combines ample living space with essential features in a desirable town setting.

176 Los Trancos Circle, Portola Valley
$3,500,000
4 Beds ⋅ 4 Baths ⋅ ML82056610 MLS ⋅ Active Status
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 Circle, Portola Valley
$3,295,000
3 Beds ⋅ 2 Baths ⋅ ML82047795 MLS ⋅ Active Status
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 Avenue, Portola Valley
$5,488,000
5 Beds ⋅ 4 Baths ⋅ ML82052826 MLS ⋅ Active Status
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 Road, Portola Valley
$2,595,000
2 Beds ⋅ 1 Baths ⋅ ML82052857 MLS ⋅ Active Status
Beautiful (Bonita!) very large property in upper Los Trancos Woods. Over 1.6 AC of mostly flat land with old, mostly not habitable House, Cottage, Garage and Carport, comfortably spread throughout the property. In Feb 2026, San Mateo County approved a 2 lot subdivision, and work is ongoing to complete the final map recording. The house is available prior to recording of the subdivision as a single lot for buyers who might want more flexibility in what they do with the property. Extensive geological, geotechnical, arborist, historical, biological and civil reports and plans come with the property.

245 Bonita Road, Portola Valley
$3,850,000
4 Beds ⋅ 5 Baths ⋅ ML82043726 MLS ⋅ Active Status
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 Road, Portola Valley
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Based on information from California Regional Multiple Listing Service, Inc. as of . This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.