$15,500,000 5660 Alpine RD, Portola Valley 6 bd · 11 ba · 14,500 sqft
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HomeHomes for SalePortola Valley › 5660 Alpine RD
39 photos · MLS data verified May 15, 2026 · Updated every 15 min
$15,500,000 Active
6 Beds·11 Baths·14,500 sqft·1,817,236 sqft lot·Built 2006
5660 Alpine RD, Portola Valley, CA 94028
Listed 2097 days ago · August 17, 2020  |  MLS# ML81803721
$1,068/sqft -28% vs Portola Valley avg
What this means: Priced below the Portola Valley per-sqft average. Compare to recent sales below for context.
Est. $96,834/moP&I $80,426 · Tax $16,146 · Insurance $262 · HOA $0Assumes 20% down ($3,100,000) at 6.75% · Get personalized estimate
Is This A Good Fit?
✓ Good fit if…
You're looking for a home in Portola Valley at this size, beds, and bath count, and the asking price aligns with your search range.
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Based on recent comparable sales in 94028 and Portola Valley market data. Not a guarantee of investment outcome.
Price Position in Portola Valley
Median $5.2M
Above typical range
$2.7M$8.0M
16Active in Portola Valley
16Active in 94028
38Avg DOM
$1,475Avg $/SqFt
101.7%Sale-to-List
2.7 moInventory
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Why This Home Stands Out

📍
Portola Valley Location
Active listing in Portola Valley, Santa Clara County. Convenient access to schools, parks, and Bay Area employment centers.
🏠
6 Bed / 11 Bath / 14,500 sqft on 1,817,236 sqft Lot
Spec sheet at a glance. See full details below for interior, exterior, and lot features.
💰
Listed at $15.5M vs City Median $5.2M
$1,068/sqft compared to Portola Valley avg $1,475/sqft (-27.5%).
Best fit forActive BuyersPortola Valley SearchersMove-Up / Move-In

About This Home

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.
MLSListings IDX
Listing courtesy of Coldwell Banker Realty · Ginny&John Kavanaugh
MLS# ML81803721 · Data from MLSListings Inc.
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Property Details

Property Type
Single Family Residence
Year Built
2006
Bedrooms
6
Bathrooms
9 Full, 2 Half
Living Area
14,500 sqft
Lot Size
1,817,236 sqft
Garage
4 Spaces
Price/sqft
$1,068
County
SanMateo
MLS Number
ML81803721
Status
Active
Stories
N/A
HOA
None

Interior Features

CentralForcedAir

Exterior & Lot

Tile Roof4-Car Garage41.72 Acres

Location

This HomeActivePendingSold
5660 Alpine RD, Portola Valley, CA 94028 · SanMateo County

Market Context

Price Positioning
$ Price context: Listed at $1,068/sqft vs Portola Valley avg $1,475/sqft (27.5% below).
$ Sale-to-list: Portola Valley homes selling at 101.7% of asking.
Velocity: City avg 38 days. This home: 2097 days.
🏠 Inventory: 6 6-bedroom homes currently available in Portola Valley.
Source: MLSListings Inc. Timothy Alston, Broker, DRE# 01328224.
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Market Snapshot

$5,246,500Median Price-32.0% vs Last Year
38Avg DOM+11.8 days vs Last Year
16Active Listings+33.3% vs Last Year
101.7%Sale-to-List0.0% vs Last Year
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"Timothy showed us a home 4 hours after it hit the MLS. We toured that evening, offered by 9pm, and were in contract by Friday. Two other offers came in Saturday morning."
The Patel Family, Portola Valley
Timothy Alston
Timothy Alston
Broker · DRE# 01328224
Aegis Luxury Real Estate
(408) 207-4593Timothy@AegisHomesRE.com
For Homeowners

What would your Portola Valley home sell for today?

Homes in Portola Valley are selling at 101.7% of asking in 38 days.

101.7%Sale-to-List
38Avg Days
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More in Portola Valley

350 Willowbrook RD$6,998,0004bd/5ba/3,400sf
111 Lucero WAY$3,695,0004bd/3ba/2,358sf
138 Bolivar LN$7,998,0006bd/6ba/4,175sf
View All Listings →

5660 Alpine RD is located in the CentralPortolaValley area of Portola Valley, California. This 6-bedroom, 11-bathroom single-family home is listed for $15,500,000. Homes in CentralPortolaValley average $1,475 per square foot with an average of 38 days on market, making this one of the most actively watched markets in 94028.

6-Bedroom Homes for Sale in Portola Valley 94028

Browse 6-bedroom single-family home listings in the CentralPortolaValley area of Portola Valley. Properties in 94028 are currently averaging $1,475 per square foot with 38 days on market.

What to Expect When Buying in CentralPortolaValley

The CentralPortolaValley market in Portola Valley features a mix of single-family home properties ranging from starter homes to luxury estates. Current inventory levels suggest moderate conditions for buyers in this area.

Recently Sold in Portola Valley

Closed within 6 months · 6 bed / similar sqft · Portola Valley 94028

340 Willowbrook DR
Sold $5,900,000
6 bd · 4 ba · 4,250 sqft
$1,388/sqft · 1.6% below list
Closed Apr 24, 2026
MLSListings IDXSotheby's Intl Rlty
Source: MLSListings Inc. Closed sales data.
For Homeowners

Your neighbors are selling. Should you?

In the past 90 days, 6 homes sold in Portola Valley at an average of $5,246,500. The average sale closed at 101.7% of asking price.

6Sold (90 Days)
$5,246,500Average Price
101.7%Sale-to-List
Timothy
What happens when the right home lists and you find out 6 hours later?
In Portola Valley, Data pending new listings hit the MLS this week. By the time most search sites update, the window has already narrowed.
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Nearby Portola Valley Homes for Sale View All 16 →

Nearby Open Houses See All →

Portola Valley Market Overview Full Stats →

$3,800,833Avg Sale Price-32.0% vs Last Year
38Avg DOM+11.8% vs Last Year
16Active Listings
101.7%Sale-to-List
$1,475Price/sqft
2.7Months Inventory
6Closed (Last Mo)
Data pendingNew Listings/Mo
Source: MLSListings Inc. · May 2026

Frequently Asked Questions

Listed at $15,500,000 ($1,068/sqft). Portola Valley avg is $1,475/sqft, placing this 27.5% below. Comparable recent sales help frame the value.
Listed 2097 days (as of August 17, 2020). Portola Valley average is 38 days.
Est. $96,834/mo with 20% down ($3,100,000) at 6.75%. Includes principal & interest ($80,426), property tax ($16,146), and insurance ($262). HOA: None.
There are 16 active listings in Portola Valley (6 are 6-bedroom). At $15,500,000 this is positioned against the city median of $5,246,500. Similar homes have sold at 101.7% of asking.
6-bedroom homes in Portola Valley (94028) are currently averaging $1,475 per square foot. Market activity shows homes spending an average of 38 days on market in this area.
5660 Alpine RD in Portola Valley is currently listed at $15,500,000. This 6-bedroom, 11-bathroom single-family home is located in the CentralPortolaValley area.

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MLSListings
Property Information © 2026 MLSListings Inc. All rights reserved. Certain information contained herein is derived from information which is the licensed property of, and copyrighted by, MLSListings Inc.
The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings MLS system. Real estate listings held by brokerage firms other than Aegis Luxury Real Estate are marked with the Internet Data Exchange icon (a stylized house) and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from the MLSListings MLS as of the date shown. 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.
These statistics are generated using information from the MLSListings Inc. multiple listing service, but have not been verified and are not guaranteed. MLSListings Inc. disclaims any responsibility for the accuracy and reliability of these statistics. This information should not be relied upon for real estate transaction decisions.
Data updated every 15 minutes. Visit www.MLSListings.com for more information.

Information provided is for general informational purposes only. Equal Housing Opportunity. If you are currently working with a real estate agent, this is not intended as a solicitation.
Timothy Alston, Broker, DRE# 01328224, Aegis Luxury Real Estate, 10080 N. Wolfe Rd Ste SW3-200, Cupertino, CA 95014. (408) 207-4593.
Last updated: May 15, 2026 at 2:59 PM PT | Data reflects May 2026 MLS statistics
Aegis Luxury Real Estate
Timothy Alston · Broker · DRE #01328224
10080 N. Wolfe Rd, Ste SW3-200 · Cupertino, CA 95014
(408) 207-4593 · Timothy@AegisHomesRE.com
Equal Housing Opportunity. Data deemed reliable but not guaranteed. © 2026 Aegis Luxury Real Estate.
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