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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
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5660 Alpine Road, Portola Valley – $15,500,000

  • $15.5M Price
  • 41.72 Acres
  • 1886 DOM
  • $15.5M Price
  • 41.72 Acres
  • 1886 DOM

5660 Alpine Road

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.

Essential Information

  • MLS® #ML81803731
  • Price$15,500,000
  • Bathrooms0.00
  • Acres41.72
  • TypeLand
  • StatusActive

Community Information

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

Amenities

  • UtilitiesNone

Exterior

  • Lot DescriptionAgricultural

School Information

  • DistrictOther

Additional Information

  • Date ListedAugust 17th, 2020
  • Days on Market1886
  • ZoningOR0000

Listing Details

  • AgentKavanaugh Group
  • OfficeColdwell Banker Realty
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Price Change History for 5660 Alpine Road, Portola Valley, (MLS® #ML81803731)

Date Details Change
Price Reduced from $19,000,000 to $15,500,000 $3,500,000 (18.42%)
Price Reduced from $22,000,000 to $19,000,000 $3,000,000 (13.64%)

Kavanaugh Group, Coldwell Banker Realty.

Based on information from California Regional Multiple Listing Service, Inc. as of October 16th, 2025 at 8:50am 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.