$15,500,000 - 5660 Alpine Road, Portola Valley

  • 41.72Acres

Portola Valley Home For Sale

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.

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Sales Agent

Sam Smith
  • Sam Smith
  • San Clemente Realtor ®
  • Phone: 949-204-5110
  • Cell: 949-204-5110
  • Contact Agent Now

Amenities

  • UtilitiesNone

Additional Information

  • Date ListedAugust 17th, 2020
  • Days on Market2055
  • ZoningOR0000
  • Short SaleN
  • RE / Bank OwnedN

Essential Information

  • MLS® #ML81803731
  • Price$15,500,000
  • Bathrooms0.00
  • Acres41.72
  • TypeLand
  • StatusActive
  • Listing AgentKavanaugh Group
  • Listing OfficeColdwell Banker Realty

Exterior

  • Lot DescriptionAgricultural

Community Information

  • Address5660 Alpine Road
  • Area699 - Not Defined
  • CityPortola Valley
  • CountySan Mateo
  • Zip Code94028

School Information

  • DistrictOther

Price Change History for 5660 Alpine Road, Portola Valley, (MLS® #ML81803731)

Date Details Price Change
Price Reduced $15,500,000 $3,500,000 (18.42%)
Price Reduced (from $22,000,000) $19,000,000 $3,000,000 (13.64%)
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Based on information from California Regional Multiple Listing Service, Inc. as of April 3rd, 2026 at 10:30pm PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.