Brady and Son Realty

A Real Estate Team from Keller Williams Silicon City

Fulfilling Dreams, one Home at a Time.

Whether you are selling, buying, or investing, our goal is to meet your Real Estate needs so well that you recommend us to your family and friends.

2221 Oakland Road #268, San Jose, CA 95131

Phone: 408-868-8052

Woodside, California

Woodside heritage

Woodside Area Profile

Woodside, incorporated in 1956, is located on the Rancho Cañada de Raymundo Mexican Land grant and the area was originally home to the Ohlone tribe. The first English-speaking settlers arrived in the early 19th century to log the rich stands of redwoods. Charles Brown constructed the first sawmill in Woodside on his Mountain Home Ranch around 1838. Brown’s adobe house, built in 1839, still stands. In 1849, 20-year-old Mathias Alfred Parkhurst purchased 127 acres (0.5 km2) of timberland and named it “Woodside.” By mid-century, a dozen mills in the Woodside area were supplying building materials for San Francisco.

By the late 19th century, Woodside was home to country estates. Then, in 1909, the Family, a private club, built a  rural retreat in Woodside. In 1912, the Family pooled funds to build Our Lady of the Wayside Church in Portola Valley, designed by 19-year-old Timothy L. Pflueger, his first commission.



Business and Economy:

City Government

The town of Woodside is governed by a town council consisting of seven members elected by district to overlapping 4-year terms. The Council meets every other tuesday evening.

Woodside Town Hall

Things to Do in and around Woodside






Parks and Rec:

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Mountain Biking


Theater, Concerts, and Museums

Area Theater and Concert Venues and Organizations:

  • TheatreWorks, a nationally-acclaimed group that draws from throughout the Peninsula and Silicon Valley.
  • Palo Alto Players, a popular community theater group that was the Peninsula’s first theater group when formed in 1931, offers a regular schedule of plays at the Lucie Stern Community Center in Palo Alto.
  • The much-loved Palo Alto Children’s Theatrehas it’s own dedicated stage at the community center and has ignited the acting passion of many local children. Check the calendar for other theater, music and dance offerings in Palo Alto and at Stanford.
  • Mountain winery  – 14831 Pierce Rd, Saratoga
  • Levi’s Stadium – 4900 Marie P. DeBartolo Way Santa Clara, CA 95054


Area Galleries and Museums:


Dining and Shopping in and around Woodside

Places to Eat:

Places to Shop:

  • Roberts Market
  • Stanford Shopping Centerpremier open-air shopping and dining destination with more than 140 world-class shops and restaurants; 660 Stanford Shopping Center, Palo Alto, CA 94304
  • Town & Country Village: more than 70 shops an restaurants, 855 El Camino Real, Palo Alto, CA 94301


Woodside Education Opportunities

K-12 Schools Serving Woodside

Public schools include links to ratings on Greatschools.org; private schools include links to their website.


Higher Education

  • Stanford University
  • San Jose State University
  • Santa Clara University

Woodside Real Estate Market

Woodside Residential Real Estate Price Trends
Woodside Real Estate Trends: Average Sales Price and Average Sales to List Price Ratio by Month

Drawing conclusions about trends from the 72 transactions plotted on this graph is fraught with danger. The homes range from cabins to mansions. Generally, only about 20% of the homes on the market in Woodside sell in any given month, yielding Bay Area high inventory levels in the 4-5 month range.

Woodside Residential Sales by Price Range
Woodside Real Estate Trends: Home sales by price range.

The histogram above breaks out the 73sales in Woodside by price range. About 2/3 of the homes in Woodside sold for over $2,000,000, with 2/3 of those over $3,000,000, indicating continued demand for luxury homes.


Woodside Average Days on Market by Price Range
Woodside Real Estate: 6-month Average: Days to Sell versus Price Range

The second rule of real estate after Location: Timing. Buyers and Sellers need to understand the time trends in the market. 

Sellers need to be aware of how long it might take to sell their home. Many variables affect this time, not the least of which is list price. No matter their price, the unique homes in Woodside generally do not sell at the frenetic pace of the rest of the Silicon Valley market.

For the buyers, it is important to understand how fast you have to move – not just in responding to a home you like, but in how frequently you need to check the market and how quickly you need to make arrangements to view the home. Rather than worrying a home might be sold too quickly, In the Woodside market, buyers need to be patient until the right home comes on the market.

Here we see that for the bulk of the Woodside market, homes spent three to 10 weeks on the market. Notably, since the MLS did not accumulate days on market during the COVID-19 Shelter in Place, the lower ranges of this graph are significantly corrupted. It is best not to rely on data under 6 weeks in this time period.

Understanding Price is imperative both form the Seller’s and Buyer’s perspectives.

For the seller, pricing too high can be disastrous. Buyers will focus their attention on lower-priced listings first. So can pricing so low that buyers wonder what is wrong with the property.

Much the current Silicon Valley Market is deliberately priced low to spark interest, often resulting in multiple offers driving the price up as evidenced by the ratios over 100%.

However, the unique homes in Woodside generally do not inspire bidding wars, with the average across most price ranges being within 5% of list. Homes are priced at or just above market, and buyers make reasonable offers based on worth, not urgency.

Woodside Average Sales to List Price Ratio by Price Range
Woodside Real Estate:6-month Average Sale Price to List Price Ratio by Price Range

Help me with Woodside Real Estate

The accuracy of the information displayed in this site is not guaranteed. The user is advised to conduct their own investigations to validate any information on which purchase or sale decisions are made. Data from the Multiple Listings Service subject to applicable limits on accuracy and content.

Original content ©2018, 2019, 2020 Brady and Son Realty Team @ KW Silicon City . Referenced images and data subject to originator copyrights.