Portola Valley CA MLS Search

View All Latest Portola Valley 7500+ Sq. Ft. Properties for Sale

$8,750,000
6 Beds 9 Baths ML82011147 MLS Blue Oaks BLDG.
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 suites, dedicated office/den with fireplace, living room with soaring ceilings, fireplace, adjacent balcony and forever views, great room with access to the outdoor kitchen and spa plus a gathering spot and an in-home theater on the lower level. The kitchen is appointed with high-end appliances, butlers pantry, island and breakfast bar, all open to the casual dining/family room--perfect for intimate gatherings and sufficient for hosting formal dinner parties or large events. The garden boasts wrap around balconies and patios, views, beautiful plantings in front and sunny, enclosed fruit/vegetable beds below. Solar power system with robust Tesla battery support, 5 zone heat & A/C, full property security system, two laundry facilities, two two-car garages and community pool/spa complete this move-in ready home. Top rated Portola Valley schools. Close by hiking/biking/equestrian trails.

5 Redberry RDG, Portola Valley

Listed by Omar M. Kinaan, 650-776-2828 from Golden Gate Sotheby's International Realty
(If provided) CoList: Ellen Ashley from Golden Gate Sotheby's International Realty

Sold listing courtesy of Kavanaugh Group from CBR

$56,000,000
6 Beds 13 Baths ML81978361 MLS
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 villa, featuring soaring arches, 20-foot ceilings, dramatic skylights, solid stone columns direct from Italy, and the finest-quality finishes. The main home, built on two levels, features a one-of-a-kind 900-square-foot dressing suite that doubles as a safe room. Unseen are advanced systems for the comfort and security of residents and guests. The entertainment/business building provides an opportunity for customization. With its towering columns, airy loggia, and spacious ballroom, it could be utilized for entertaining, as a home office, conference center, staff housing, or a home for your next startup. Electrical, plumbing, HVAC, and other key systems are fully fitted out. This grand estate is centrally located close to Hwy 280 mid-way between San Francisco and San Jose, with easy access to major airports and technology and business centers. (All sf info per plans).

20 Meadow LN, Portola Valley

Listed by Chris Iverson, 650-450-0450 from Golden Gate Sotheby's International Realty
(If provided) CoList: from

Sold listing courtesy of Leslie Bauer from CTYRE

$10,000,000
5 Beds 7 Baths ML81972934 MLS
Located in the prestigious Westridge area, this striking contemporary home stands as a testament to architectural brilliance by well-known architect Bob Stecker & construction by RJ Dailey. Home's signature aesthetic is unveiled with cathedral ceilings by Kalwall, with dispersed light intersecting at angles supported by open beams & trusses in clear heart redwood. This designs floods the home with diffused natural light, minimizing solar heat gain & maximizing thermal performance. The chorus of natural materials continues throughout, with vaulted ceilings in clear heart redwood, floors in oak, marble, or tile, & custom built-in wood cabinetry at every turn. Detached guest house with a full kitchen, bedroom, & bath. Set on approximately 2.5 acres, the outdoor experience is equally impressive. The grounds feature a newly remodeled pool & spa, a built-in barbecue center, & freshly designed & installed landscaping with expansive lawn for recreation. The Westridge Trail borders the property leading to miles of hiking & biking renowned throughout the town. Located within the highly acclaimed Portola Valley school district, this property is truly a special offering that combines architectural excellence with luxurious amenities & a remarkable setting with Bay views.

550 Westridge DR, Portola Valley

Listed by Hugh Cornish, 650-619-6461 from Coldwell Banker Realty
(If provided) CoList: Christina Hengehold from Coldwell Banker Realty

Sold listing courtesy of Mary & Brent Gullixson from COMPS

Start Your Search

board logoThe 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 Real Estate Company 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.


Copyright 2026 MLSListings Inc. All rights reserved

7500+ Sq. Ft. Portola Valley Real Estate