Portola Valley, CA Homes for Sale with Acreage

Prominently perched on the Portola Valley hillside, this contemporary home has been upgraded with the finest materials and craftsmanship providing glorious panoramic views of rolling hills with Silicon Valley and the Bay in the distance. This home is elegant, sophisticated and secluded and just a short drive to Silicon Valley with easy freeway access. The flexible floor plan includes six bedroom

Omar M. Kinaan Golden Gate Sotheby's International Realty

Tucked away on nearly 2 acres at the end of a quiet cul-de-sac in lush Portola Valley, this updated contemporary home offers the perfect blend of privacy and natural beauty. Bright, airy interiors feature high ceilings and a mix of travertine and oak floors, creating a warm and inviting atmosphere. The spacious living areas, including a large great room and chef's kitchen with top-tier

Michael Repka Deleon Realty

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

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

Welcome to this stunning home in Portola Valley, offering a perfect blend of comfort and elegance. With a generous living space of 4,088 sq ft situated on a 47,517 sq ft lot, this property provides ample room for relaxation and entertainment. The home features three spacious bedrooms, including a primary bedroom conveniently located on the ground floor, and two full bathrooms equipped with double

Dana Cappiello Sotheby's Intl Rlty

You wake up one morning on the deck of 415 Golden Oak Drive, coffee in hand, gazing at a view that makes time stand still. From this elevated perch in central Portola Valley, the South Bay unfolds rolling hills, morning mist, and the quiet promise of a perfect day. This beautifully updated 4-bedroom, 3.5-bath home offers ~3,700 sq. ft. of refined living space, blending clean architectural lines,

Scott Hayes Compass

Perched on a knolltop within prestigious Blue Oaks, this luxurious estate epitomizes elegance and exclusivity. Set on 2.53 acres of naturally organic beauty, this residence offers unparalleled privacy and breathtaking views of the San Francisco Bay. A true sanctuary, the home seamlessly blends sophisticated design with the tranquility of its natural surroundings. The expansive living room, bathed

Billy McNair Coldwell Banker Realty

This Custom House was built in 2005/06 and was originally designed as a 5br/4.5ba/3car-garage/FR/DR/LR/ and with the option to have an attached (with separate entrance) in-law unit (ADU) of approximately 4,500sqft. on over one acre. Seller has also furnished another preliminary plan sited for a separate ADU at the lower portion of the lot that would need an additional approval from the

Tim McKeegan Terrace Associates

Positioned behind electronic gates at the end of a cul-de-sac with just four other homes, this architecturally significant home offers privacy, scale, & thoughtfully considered living on 1.354 acres. Spanning approximately 5,970 square feet of living space offering ample accommodations. Main level offers beautifully scaled rooms designed for entertaining & everyday comfort, flexible layout for

Hugh Cornish Coldwell Banker Realty

Old world, Spanish, beauty. You will enjoy this large scale, five bedroom 3 baths over 5000 ft. situated on 3+ acres. The upper floor offers four bedrooms with a wrap around deck on two sides around deck on two sides. Multiple patio areas have lovely outlooks of the hills surrounding the home. Attached garage plus a large driveway for numerous carsa wonderful opportunity to update to your liking.

Jerry Stynes KW Advisors

Nestled at the end of a private drive, this 3,320 square foot sits on almost 1.5 acres (per county) in tranquil Los Trancos Woods. Floor-to-ceiling and clerestory windows as well as skylights and sliding doors fill the 2-story home with natural light and provide views to the surrounding natural environment from every room. The top level includes an open-concept layout creating a seamless flow

Ginny Kavanaugh Coldwell Banker Realty

Located in the sought-after Westridge area of Portola Valley, this well-appointed home is embraced by forested surroundings & a pool on an expansive 2.37-acre lot. Classic Craftsman exterior clad in shingles gives way to bright, contemporary interiors filled with incredible natural light. Vaulted ceilings rise above the rooms, complemented by numerous skylights & an extraordinary use of picture

Hugh Cornish Coldwell Banker Realty

Tucked away on approximately 2.77 acres in the Vista Verde community with easy access to the amenities of Portola Valley, this remarkable property offers a peaceful retreat from the fast-paced life of Silicon Valley. A sweeping tiled stairway descends through lushly planted gardens to the main entrance, where the home opens to grand yet understated interiors that echo the serenity and refinement

Ginny Kavanaugh 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

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

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