Portola Valley CA Real Estate & Homes for Sale

Escape to serenity in this very private 4-bedroom, 3.5-bathroom retreat priced at $3,499,000. 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 and tranquil living. A gourmet kitchen, featuring stainless steel appliances flows seamlessly into spacious living and dining areas. The private primary suite offers a luxurious, spa-inspired ensuite, creating a serene haven. Outside, the beautifully landscaped lot, enveloped by Portola Valley's iconic oaks, provides a secluded oasis for relaxation or outdoor gatherings. Enjoy an excellent community of neighbors and access to top-rated schools, including Ormondale Elementary, Corte Madera Middle, and Woodside High School (buyer to verify eligibility).Perfectly positioned to get away from the lights of the city while remaining close to Silicon Valley's tech hubs, scenic trails, and Roberts Market, this home offers unmatched privacy and convenience. Seize this rare opportunity to own a slice of Portola Valleys idyllic lifestyle!

Set in the tranquil Portola Valley Ranch with breathtaking views, this magnificent home blends architectural elegance with stunning natural surroundings. An open floor plan and walls of glass frame sweeping vistas of rolling hills and the Bay, with sightlines reaching San Francisco and Oakland. Multiple expansive decks, two spanning the full width of the home offer exceptional spaces for entertaining or relaxation. The main level features a grand entry illuminated by a dramatic skylight, leading to a striking LR/DR w/ soaring vaulted ceilings, skylights, FP, and a hidden bar. The light-filled eat-in kit, centered around an oversized oval island and SS appliances, opens directly to an al fresco dining deck. Also on the main level is a spacious bedroom w/ skylight and glass slider to a private deck, along with an elegant bath. The luxurious primary suite provides a serene retreat with its own FP, balcony, and WIC. An open staircase leads to the lower level, where a gorgeous FR w/ FP opens to a covered deck w/ expansive views. This level also includes a dedicated office, two full baths, laundry rm, and generous storage. With its thoughtful design and awe-inspiring setting, this home offers a rare opportunity for refined living in one of the Bay Areas most coveted communities.

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 Laundry Room, Central Heating and Air Conditioning, and Ample Natural Light Throughout. Lovely Landscaped 12,561 +/- Lot. Award Winning Las Lomitas School District

This thoughtfully remodeled home sits on a large, level lot just a few homes from the heart of the Ladera community. Completely renovated, it offers a fresh, modern aesthetic while maintaining a practical and comfortable layout. Light-filled living, dining, and kitchen spaces are well connected and work well for both everyday living and entertaining. Three bedrooms and two updated bathrooms provide flexibility, including a primary suite designed as a private retreat. The expansive backyard allows for seamless indoor-outdoor use with ample room for recreation or future enhancements. Conveniently located near the Ladera Recreation Center, school bus stops, local shopping and dining, Stanford, and major commute routes, the property presents a move-in-ready opportunity in a highly regarded neighborhood.

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 and two Tesla chargers in the garage, five bedrooms and three and a half bathrooms, an office upstairs and two living areas. The dining room contains Herman Miller light fixtures and high ceilings meet walls of expansive glass to thrill and entertain guests. Come claim this magical home that some have said has the best views in the Silicon Valley and experience all that this great community of Ladera offers.

A masterfully reimagined sanctuary of light and luxury, this exceptional estate stands as Los Trancos Woods' most coveted offering. Where forested hillsides define the landscape, this property distinguishes itself with sun-drenched interiors, level grounds, and curated finishes. Soaring cathedral ceilings crowned with skylights, refinished hardwood floors, and museum-quality craftsmanship create refined elegance, while French doors open to private terraces. The main level showcases a grand chef's kitchen and three sumptuous bedroom suites with spa-caliber baths, anchored by an extraordinary primary retreat featuring fireplace and outdoor rain shower plus a second suite. The lower level presents a self-contained guest residence with private entry, gourmet kitchen, living quarters, bedroom, and bath-an impeccable multigenerational sanctuary. Signature amenities include dual laundry suites, climate-controlled wine cellar, generator, and rooftop terrace. Set on over one-third acre adjoining 3+ protected acres backing Stanford lands, moments from Los Trancos Trail's 7.5-mile redwood loop through Monte Bello Preserve and Rosewood Sand Hill's five-star resorts -an unparalleled Portola Valley masterpiece.

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 natural light. The airy living room, featuring exposed beams, seamlessly transitions to a large deck and patio, ideal for indoor-outdoor entertainment. The galley kitchen is a chef's delight, featuring stainless steel appliances and ample cabinetry that overlooks the garden. A 545 SF studio is situated behind the one-car garage. While not reflected in the County records, the studio is a flexible space with a kitchen, stacked washer/dryer, full bathroom, new wall-to-wall carpeting, and a private deck - ideal for multi-generational living, working from home, or generating rental income. Positioned on a generous 9,360 SF parcel, you'll enjoy peaceful views and easy access to Portola Valley's lively Town Center and Highway 280 for easy commuting.

Welcome to this stunning 3-bedroom, 2.5 -bathrooms residence in the serene city of Portola Valley. This home boasts a spacious 3,200 sq. ft. layout situated on an expansive lot of over an acre. The heart of the home is the state-of-the-art kitchen, featuring granite countertops, dual fuel options, a built-in oven range, and an island with a sink. Enjoy meals in the eat-in kitchen or the formal dining room. The family room offers a cozy setting with a fireplace and a kitchen/family room combo. The home is adorned with exquisite flooring, including hardwood, marble, and tile, and is equipped with central AC and two central forced air-gas heating system. Laundry duties are made easy with hookups for electricity and gas, located conveniently in the utility room. Additional amenities include a built-in vacuum system, bay window, and vaulted ceilings. The home is part of the Portola Valley Elementary School District, providing educational opportunities for young residents. This property also features a 3-car garage and energy-efficient features like double pane windows and Energy Star appliances. Don't miss this exceptional opportunity!

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 throughout its effortless single-level design. Recent updates, including crisp white paint, refinished floors, new lighting, and newer appliances, make this home move-in ready while also presenting an excellent opportunity to further transform it into your dream vision. Four spacious bedrooms, each with an en suite bath, include one that is privately located and perfect for guests or a home office. In a premier location, with 2.5-acre minimum parcels, and access to top-rated Portola Valley schools, this property offers an unparalleled lifestyle of sophistication, serenity, and endless potential.

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.

Exceptional opportunity for a developer or end user to build on this flat .77 acre lot, out of the flood zone (LOMA issued) with preliminary plans, land survey, geotechnical report, contractor bids and etc in a tranquil setting assigned to award-winning Palo Alto schools. Property is on a quiet lane off of Alpine Road so there is no traffic (punch in 4133 Alpine Road in GPS, property is next door). Plans are for a 5 bed, 4.5 bath modern two-story residence, designed by renowned M Design Architects. Though it feels removed, this one of a kind property is moments away from the Alpine Hills Swim and Tennis Club, Ladera Country Shopper, Stanford University & Shopping Center and vibrant Menlo Park and Palo Alto, while children may attend top-ranked Palo Alto schools, including Nixon Elementary (#6 Elementary School in California), Fletcher Middle (#8 Middle School in California), and Gunn High (#1 High School in California).

Completed in 2006, this magnificent vineyard estate is the perfect place to escape from the fast daily pace of Silicon Valley. The approximately 41 acres are as peaceful as they are beautiful, with spectacular top-of-the-world San Francisco Bay views. Arriving on the front terrace is as if stepping into the Italian countryside. The scale of the home is destined for grand entertaining spilling out to exceptional front and rear terraces. The kitchen is a culinary retreat with commercial-quality appliances, and the wine cellar awaits a sizable collection. Multiple rooms for everyday living, a theatre, plus a well-being center with spa, steam, and sauna add luxurious touches. Both 5660 Alpine Road and APN 080-040-120 are being offered for sale together.