Alpine / Uplands (Los Trancos) Homes with Hills View

Nestled in the serene hills of Portola Valley, the Alpine/Uplands neighborhood, also known as Los Trancos, is a hidden gem that perfectly marries natural beauty with upscale living. This idyllic area offers a tranquil escape from the hustle and bustle of city life, making it a sought-after destination for those seeking a peaceful retreat without sacrificing proximity to urban conveniences.

One of the most enchanting features of the Alpine/Uplands community is its breathtaking hillside views. Homes in this neighborhood are often perched on gentle slopes, providing residents with stunning panoramas of the surrounding landscape. Imagine waking up to the soft glow of the morning sun spilling over the rolling hills, or unwinding in the evening with a glass of wine while watching the sunset paint the sky in vibrant hues. These views are not just a backdrop; they become a part of your daily life, infusing every moment with a sense of tranquility and connection to nature.

The community is characterized by its spacious lots and luxurious homes, many of which boast modern amenities and exquisite architectural designs. With an emphasis on outdoor living, residents enjoy expansive decks, lush gardens, and private pools that invite relaxation and entertainment. The Alpine/Uplands neighborhood also offers access to a wealth of recreational opportunities, including hiking trails, parks, and nearby nature reserves, perfect for outdoor enthusiasts and families alike.

In addition to its natural beauty, the area is known for its excellent schools and a strong sense of community, making it an ideal place to raise a family. With its stunning hillside views and welcoming atmosphere, Alpine/Uplands is truly a place where you can create lasting memories and enjoy the best of California living.

Newest Alpine / Uplands (Los Trancos) Homes with Hills View

$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

$2,595,000

2 Beds ⋅ 1 Baths ⋅ ML82052857 MLS

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 RD, Portola Valley

Listed by Mike Sokolsky, 650-465-2573 from Coldwell Banker Realty
(If provided) CoList: from

$1,749,000

2 Beds ⋅ 2 Baths ⋅ ML82047556 MLS

SUNLIT GEM ON NEARLY ONE-HALF ACRE WITH PLANS TO EXPAND! 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.

76 Old Spanish TRL, Portola Valley

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

Start Your Search

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 Christie's International Real Estate Sereno 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.