Portola Valley CA Real Estate & Homes for Sale

New engineering & architectural masterpiece on 6.6 acres of complete privacy for those seeking absolute discretion. Architecture by award-winning Swatt Miers & top-end construction. 360-degee views of the Bay, East Bay hills, Windy Hill, and western mountains. Over 11,000sf of total space with 3 levels with elevator and seamless indoor/outdoor transitions with disappearing glass walls. 6 bedrooms, 2 lounges, office, family room/kitchen, recreation room with bar, theatre & wine cellar, plus detached ADU also ideal for fitness center or remote office. Detached 4-car garage and significant off-street parking. A world-class destination for luxurious living as well as corporate and/or professional events with vast level grounds, infinity edge pool, and amazing rooftop deck with breathtaking vistas. Midway between San Francisco and Silicon Valley. Minutes to shops, restaurants and Hwy 280. Excellent Portola Valley schools.

Nestled on 2.5 acres in the coveted Blue Oaks neighborhood, this awe-inspiring 4 bedroom, 4.5 bath residence boasts a timeless interior & sweeping Western Hills views. Step into the sun-drenched foyer, making way for towering ceilings, a stunning living room & custom-colored, white oak hardwood that flows from room to room. Style & functionality combine as a butlers pantry guides you from the formal dining room to a spacious gourmet kitchen. Off the kitchen you will find a large family room, with vaulted ceiling, a stone fireplace & incredible views. In addition this home has 2 dedicated offices, one on each level which provides flexibility for everyday living. Impress guests w/ a 10,000-bottle wine cellar, a media room and gym area. A 3-car garage w/ EV charging adds endless convenience. A sprawling yard provides beauty, multiple entertaining areas & privacy. Fill your weekends by exploring community amenities while being minutes from highly regarded schools, shopping, & dining.

Nestled on 2.5 acres in the coveted Blue Oaks neighborhood, this awe-inspiring 4 bedroom, 4.5 bath residence boasts a timeless interior & sweeping Western Hills views. Step into the sun-drenched foyer, making way for towering ceilings, a stunning living room & custom-colored, white oak hardwood that flows from room to room. Style & functionality combine as a butlers pantry guides you from the formal dining room to a spacious gourmet kitchen. Off the kitchen you will find a large family room, with vaulted ceiling, a stone fireplace & incredible views. In addition this home has 2 dedicated offices, one on each level which provides flexibility for everyday living. Impress guests w/ a 10,000-bottle wine cellar, a media room and gym area. A 3-car garage w/ EV charging adds endless convenience. A sprawling yard provides beauty, multiple entertaining areas & privacy. Fill your weekends by exploring community amenities while being minutes from highly regarded schools, shopping, & dining.

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.

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.

Spectacular!...is the best description with its 270-degree unparalleled views of the Western Hills and enhanced by a host of thoughtful upgrades, this stunning contemporary masterpiece by Tobin Dougherty seamlessly blends bold architectural design with the natural landscaping of the knoll top site and is absolutely move-in-ready. Located in sought-after central Portola Valley on a quiet cul-de-sac, this architectural gem is not only perfectly set up for indoor/outdoor private entertaining, but is also surrounded by nature and trails, offering a lifestyle where outdoor activities, excellent schools, and local conveniences are all within easy reach, making it an epitome of sophisticated Silicon Valley living; features floor to ceiling windows, advanced iPad-based home automation, upgraded state-of-the-art digital theater, a gourmet chefs kitchen, outdoor patios off each bedroom, sauna, a recently added private office/4th bedroom. Plans previously drawn for additional 750 sf guest house. Come see this amazing home!