Portola Valley, CA Homes for Sale

In Portola Valleys most coveted Westridge corridor, this striking property captures iconic Windy Hill views from its setting on more than 2 acres. The grounds unfold with California splendor sweeping level lawns, meandering garden paths amid native plantings, and a resort-style pool and spa perfectly oriented to Windy Hill. Inside, the home stuns with cathedral ceilings richly paneled in wood

Peter Cowperthwaite Golden Gate Sotheby's International Realty

This 1.25+/- ac. lot has been landscaped to perfection. It is a private, restorative environment that provides seasonal color, nourishment, room to play, & entertain. The home is embraced by the venue in a way that blurs the line between indoors and out. Every window frames lush vistas, the solar-heated pool, majestic redwoods, & level lawn. The home has 3-levels with 5 bed, 3.5 baths, a great

Peter Cowperthwaite Golden Gate Sotheby's International Realty

On nearly 2 acres in the prestigious Blue Oaks community, an enclave of custom homes surrounded by 217 acres of open space, this custom-built home showcases Mediterranean design and sweeping views from most rooms. Outside, the Terracotta clay tiled roof makes a striking first impression while inside, lofty ceilings, deep crown moldings, and floors in antique French tiles and fine oak exude

Ginny Kavanaugh Coldwell Banker Realty

Contemporary masterpiece with spectacular Windy Hill views designed by architect Ana Williamson. Featuring steel I-beams, soaring ceilings create openness & strategically placed windows fill the space with light highlighting the natural setting. The modern open floor plan includes chef's kitchen with high-end appliances, custom Italian cabinetry & Dekton ceramic countertops. Floor to ceiling

Julia Laquer Christie's International Real Estate Sereno

This exquisite Cape Cod-style residence is nestled on a serene cul-de-sac in central Portola Valley. Set on an acre lot w/ captivating western hill views, this home offers a sophisticated and flexible living space. On entering, find a spectacular living room flooded with natural light from floor to ceiling windows. The spacious family room has vaulted ceilings, stone fireplace & dedicated dining

Jennifer Alfaro Compass

Nestled on more than 1.5 acres, this exquisite home has been thoughtfully transformed to deliver an unparalleled living experience. With more than 4,200 sf, the home exudes luxury, from its soaring ceilings and impeccable finishes to the dramatic use of glass. Expansive living areas, multiple fireplaces, a gourmet kitchen, and an executive office offer both comfort and style. Four bedrooms are

Michael Repka Deleon Realty

Step into this stunning single-level remodeled modern home nestled in the desirable Ladera neighborhood. Blending contemporary design with everyday comfort, this thoughtfully renovated home is the ultimate expression of California living. Dream chef's kitchen featuring a large center island, high-end appliances, custom cabinetry, & a walk-in pantry. This home has radiant heating, custom concrete

Rebecca Johnson Intero Real Estate Services

Come see this modern marvel. With a variety of recent updates, this spacious two bedroom bungalow is a wonderful country living retreat. Views of open space hills and near to Coal Mine Open Space Preserve and a host of scenic hiking trails. Situated on a 7,440 sf lot with ample off street parking on newly paved driveway, the home features a new roof, a main floor living room with high

Helen Miller Compass

Stunning 3 Bedroom 3 Bathroom Home with Amazing Views. Formal Entry. Chef's Eat-in Kitchen with Breakfast Bar. Dining Area. Living Room with Fireplace. Separate Family Room with Built-ins. 3 Spacious Bedrooms. 3 Bathrooms. Primary Suite Retreat with Built-ins, Stall Shower, and Ample Storage. Interior Features Include Vaulted Ceilings, Multi-Zone Heating and Air Conditioning, and

Keri Nicholas Parc Agency Corporation

Beautifully remodeled and remarkably bright, this home is a rare find in Los Trancos Woods. In an area known for its wooded hillside terrain, this property offers a refreshing contrast with abundant natural light, expansive level outdoor areas, and thoughtfully updated interiors. High-quality finishes, cathedral ceilings with skylights, and newly refinished hardwood floors enhance the inviting

Ginny Kavanaugh Coldwell Banker Realty

Stunning views are yours from this delightful 3 bedroom, 2 bath country home on half an acre of all usable land, a gardener's paradise. The main level has two bedrooms, one bath while the primary bedroom suite is tucked away downstairs. The spacious kitchen has a high ceiling & includes a generous eating area plus glass slider & windows all around to take in the beauty of the trees and colorful

Jean Isaacson Golden Gate Sotheby's International Realty

Welcome to a remaining piece of Portola Valley history, full of possibilities! The charming and rustic original structure, with its tall brick fireplace, high ceiling, and exposed rafters, rests on a sunny, gently sloped, half acre lot. Later additions include a very large primary bedroom and bath. A wide veranda wraps around two sides of the house, perfect for relaxing while taking in the

Jean Isaacson Golden Gate Sotheby's International Realty

Stunning vistas of the hills and bay in this once in a lifetime opportunity to own 12.55 acres in Palo Alto Open Space with a Portola Valley mailing address located on an exclusive private road. Build a new estate or remodel the existing mid-century style home with expansive hill views. Large living room with high ceilings and separate dining room have breathtaking views. Family room/solarium is

Sue Crawford Coldwell Banker Realty

Stunning vistas of the hills and bay in this once in a lifetime opportunity to own 12.55 acres in Palo Alto Open Space with a Portola Valley mailing address located on an exclusive private road. Build a new estate or remodel the existing mid-century style home with expansive hill views. Large living room with high ceilings and separate dining room have breathtaking views. Family room/solarium is

Sue Crawford Coldwell Banker Realty

Discover unparalleled luxury in this spectacular modern estate offering 5,560 livable sq feet and ideally positioned atop a 2.5-acre knoll in the heart of Portola Valley. Expertly re-envisioned by Handa Developers Group, this residence offers sweeping western hill views, privacy & expansive flat grounds for seamless indoor-outdoor living. A gated motor court leads to a dramatic glass entryway

Billy McNair Coldwell Banker Realty

Luxury Silicon Valley Getaway in Portola Valley, updated single family craftsman/rustic with modern interior, move-in ready on a large 11,500 square foot lot with panoramic views of western hills, surrounded by nature, natural beauty and network of trails. Open floor plan with natural light throughout, skylights, hardwood floors, built in bookshelves, new kitchen and appliances, eat-in kitchen

Karen Gunn Compass

Portola Valley Ranch, the hidden gem of the Bay Area embodying the perfect combination of convenience and serenity. Located on 450 acres with 350 of those dedicated to open space with miles of hiking trails. Experience luxury living in this spacious 5-bedroom, 3.5 bath home with breathtaking views of the hills. Expansive windows, large skylights and multiple sliding doors create multi-directional

Scott Chase Intero Real Estate Services

Villa del Prato is a singular gem among Silicon Valley estates. Nestled in the woodlands of Portola Valley on nearly 12 acres of tranquil, private, flat land, the estate comprises three structures: a main house (12,000 sf); an entertainment or business building (6,500 sf); and a pool house (2,000 sf). Inspired by classic Palladian Italian architecture, each structure is reminiscent of a Tuscan

Chris Iverson Golden Gate Sotheby's International Realty

Welcome to 1 Hayfields Road! Motivated Seller - best price on the flats of Portola Valley!!! Nestled in a serene and peaceful country setting, this inviting rancher offers the perfect balance of privacy and convenience. With stunning access to nearby trails, you can enjoy the natural beauty right outside your doorstep, whether you're hiking, biking, or simply soaking in the outdoors. Inside,

Debora Smith Sotheby's Intl Rlty

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

Dean Asborno Compass

Discover unparalleled modern living in this ultra-modern Portola Valley home, where exceptional design harmonizes with the surrounding natural landscape. An island-stone waterfall welcomes you at the grand entry, flanked by a home office & flexible guest suite with a convenient kitchenette. Ascend the staircase to reach the heart of the home: a vaulted great room that opens to a chefs kitchen

Francesca Lampert Coldwell Banker Realty

Welcome home to a brand new exquisitely designed contemporary residence. This stunning luxury home includes 4 bedrooms, 5 bathrooms and 4 decks with spectacular bay views from the master bedroom and roof deck. Situated on top of a hill across the street from a serene lake and steps from Old Spanish Trail into the Windy Hill Preserve, this new home is perfect for those who love the woods. The roof

Kevin Quellmalz Coldwell Banker Realty

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.

David Cauchi Compass

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.

David Cauchi Compass

A great opportunity to build in a scenic and close-in Portola Valley neighborhood. The sunny, approximately 1.65 acre lot comes with approved building plans from the Town. Plans are for an approximately 2000 square foot home with 2 bedrooms and 2 full and 1 half baths and an additional 800 square foot ADU with 1 bedroom, 1 bath on the upper level. Alternatively, the ADU could be used as the

Ginny Kavanaugh Coldwell Banker Realty

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

Ginny Kavanaugh Coldwell Banker Realty

Welcome to the extraordinary lifestyle of Portola Valley w/ this brand new modern build ready for your enjoyment.3,497SF of open sunlit space & ultra tall ceilings w/ 3 ensuite BD's, 4.5BA's + 2 bonus flex rm's, perfect for use as a media rm, game rm, home theatre, playroom, gym, WFH office, or additional guest quarters. Picture yourself living in a place where the equestrian scene mingles w/

Elena Licari Coldwell Banker Realty

This lot is located in a fantastic location. Fantastic price for close in Woodside. Great schools. Close to Portola Rd. Buyer to investigate the reports required by Town of Woodside for site approval and permits needed to build. You could potentially build approx 1332 sf. home with a 800sf ADU. Priced to sell. 2nd lot available #12 Montecito is 3.7 acre for 2,500,000. Buy both and have 4 acres

Shawnna Sullivan Coldwell Banker Realty

New price is fantastic. A rare to find beautiful 4 acres property in fabulous Woodside! Sold separately or together. Very close to everything in private country setting with plenty of sunshine and majestic trees all around. A quick drive from Hwy 280 at Sand Hill Road. to Portola Rd. Build your dream home. Owner had plans to build a family compound. 2 lots available, lot #18 $999k for15kplus

Shawnna Sullivan Coldwell Banker Realty