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Welcome to Woodside

Wealthy equestrian community with spectacular homes.

Woodside is a wealthy equestrian community covered with towering oaks, redwoods, and Douglas fir trees in the hills above Silicon Valley. Horses are a huge part of the life and culture of this beautiful wooded town.

View The Market Report

Woodside’s spectacular real estate includes some of the grandest properties in the United States.

Some of the many notable homes here include Oracle CEO Larry Ellison’s $200 million recreation of a Japanese feudal castle and rock legend Neil Young’s sprawling ranch and recording studio. Many Woodside homes are geared toward the equestrian lifestyle with barns and horse stables.

Woodside’s peaceful country lifestyle draws in many prominent families and individuals. Residents include powerful tech founders and CEOs along with famous actors, sports stars, and musicians. Steve Jobs was in the process of remodeling his Woodside home at the time of his death. Other recognizable names in the neighborhood include actress Michelle Pfeiffer and movie producer husband David E. Kelley, billionaire investor Charles E. Schwab, and CEOs and founders of companies including Apple, GoPro, Siebel Systems, Softbank, Sony, and Symantec.

Dining

Woodside’s quaint town center includes businesses such as Roberts Market, a long-serving neighborhood grocery store with gourmet produce and foodstuffs, meat and seafood counters, mouthwatering deli sandwiches, and a horse tie-up outside. The Village Bakery offers delicious freshly baked goods along with Californian farm-to-table cuisine paired with an award-winning wine list. The kitsch décor and American comfort classics at Buck’s of Woodside have made it a favorite gathering place of many Silicon Valley pioneers. Companies such as PayPal, Tesla, Hotmail, and Netscape held early meetings at Buck’s that proved pivotal to their future successes. The Michelin-starred Village Pub is another legendary Woodside restaurant. The Village Pub’s exceptional cuisine includes artisanal bread, the finest-quality charcuterie platters, and perfectly executed dishes such as lobster bisque and ricotta gnudi. The Village Pub also boasts an outstanding wine selection and indulgent desserts, including a wildly popular key lime tart.

People & Lifestyle

This upscale community’s breathtaking architectural standouts include the Filoli Estate. The estate features an exquisite 1915 Georgian Revival country house designed by William Polk surrounded by a 654-acre estate with 16 acres of gorgeously landscaped gardens. Visitors can explore a collection of 17th- and 18th-century antiques inside the Filoli historic house, see art exhibitions in the gardens, and hike and horseback ride along trails throughout the surrounding nature preserve. Another Woodside cultural attraction is the three-day King’s Mountain Art Fair held each Labor Day weekend since 1963. Over 135 artists participate in the Fair’s juried art competitions. There’s also a Kids’ Hollow activity area and many food and drinks vendors. The stunning scenery around Woodside offers great hiking and horseback riding with trails running through the meadows and redwood forests of Wunderlich Park and Huddart Park.

Schools

Woodside has excellent public schools operated by the Woodside Elementary and Sequoia Union High School Districts.

Available Homes in Woodside

150 Brookwood RD, Woodside, CA 94062
Open 2/24 9:30AM-1PM
69

$11,500,000

4 Beds 4.5 Baths 6,809 SqFt

150 Brookwood RD, Woodside, CA 94062

Listed by QL Realty Group of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
411 Glenwood AVE, Woodside, CA 94062
Open Sat 2PM-4PM
40

$3,850,000

3 Beds 2 Baths 1,690 SqFt

411 Glenwood AVE, Woodside, CA 94062

Listed by Monique Anton of Modern Homes Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
222 Albion AVE, Woodside, CA 94062
New
47

$10,998,000

5 Beds 5.5 Baths 3,485 SqFt

222 Albion AVE, Woodside, CA 94062

Listed by Thomas Werbe of Breakwater Properties, Inc.

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
13872 Silver Sky WAY, Woodside, CA 94062
New
78

$2,175,000

3 Beds 2.5 Baths 2,670 SqFt

13872 Silver Sky WAY, Woodside, CA 94062

Listed by Joakim Bye of Ocean Element Real Estate

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
16351 Skyline BLVD, Woodside, CA 94062
Pending
1

$8,750,000

6 Beds 7 Baths 14,270 SqFt

16351 Skyline BLVD, Woodside, CA 94062

Listed by Scott Dancer of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
135 Harcross RD, Woodside, CA 94062
Pending
1

$3,688,000

3 Beds 2 Baths 2,100 SqFt

135 Harcross RD, Woodside, CA 94062

Listed by David Kelsey of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
810 Glencrag WAY, Woodside, CA 94062
Active
71

$3,995,000

4 Beds 4 Baths 2,529 SqFt

810 Glencrag WAY, Woodside, CA 94062

Listed by John Shroyer of Golden Gate Sotheby's International Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
1142 Moore RD, Woodside, CA 94062
Active
56

$12,988,000

6 Beds 5.5 Baths 6,340 SqFt

1142 Moore RD, Woodside, CA 94062

Listed by Kia Amini of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
45 Ranch RD, Woodside, CA 94062
Active
86

$2,495,000

3 Beds 3.5 Baths 2,510 SqFt

45 Ranch RD, Woodside, CA 94062

Listed by James Milton of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
240 Glenwood AVE, Woodside, CA 94062
Active
29

$2,995,000

3 Beds 2 Baths 1,434 SqFt

240 Glenwood AVE, Woodside, CA 94062

Listed by Chris Iverson of Golden Gate Sotheby's International Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
61 Oak Haven WAY, Woodside, CA 94062
Active
43

$5,198,000

4 Beds 3.5 Baths 4,150 SqFt

61 Oak Haven WAY, Woodside, CA 94062

Listed by Alex Comsa of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
330 Ridgeway RD, Woodside, CA 94062
Price Dropped by $251K
67

$7,999,000

5 Beds 4 Baths 3,700 SqFt

330 Ridgeway RD, Woodside, CA 94062

Listed by Mariana Pappalardo of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
47 Forest View RD, Woodside, CA 94062
Active
11

$1,900,000

4 Beds 3.5 Baths 3,640 SqFt

47 Forest View RD, Woodside, CA 94062

Listed by Plank or Cline of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
16501 Skyline BLVD, Woodside, CA 94062
Active
42

$3,288,000

5 Beds 4.5 Baths 4,760 SqFt

16501 Skyline BLVD, Woodside, CA 94062

Listed by Hebe Li of The Agency

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
835 La Honda RD, Woodside, CA 94062
Active
26

$7,490,000

4 Beds 3.5 Baths 7,274 SqFt

835 La Honda RD, Woodside, CA 94062

Listed by Scott Dancer of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
1 Reids Roost RD, Woodside, CA 94062
Active
24

$3,688,000

4 Beds 6 Baths 11,885 SqFt

1 Reids Roost RD, Woodside, CA 94062

Listed by Geoffrey Nelson of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
14826 Skyline BLVD 3, Woodside, CA 94062
Active
13

$799,000

2 Beds 1 Baths 1,110 SqFt

14826 Skyline BLVD 3, Woodside, CA 94062

Listed by Stephanie Nash of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
333 Raymundo DR, Woodside, CA 94062
Active
91

$8,800,000

4 Beds 4.5 Baths 5,555 SqFt

333 Raymundo DR, Woodside, CA 94062

Listed by Jim Arbeed of Coldwell Banker Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
211 Winding WAY, Woodside, CA 94062
Active
32

$25,000,000

6 Beds 7 Baths 7,930 SqFt

211 Winding WAY, Woodside, CA 94062

Listed by Brent & Mary Gullixson of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
215 Grandview DR, Woodside, CA 94062
Active
2

$1,100,000

1.00 Acres

215 Grandview DR, Woodside, CA 94062

Listed by Costantini Team of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
11100 La Honda RD, Woodside, CA 94062
Pending
32

$3,500

2 Beds 1 Baths 800 SqFt

11100 La Honda RD, Woodside, CA 94062

Listed by Frank Vento of Intero Real Estate Services

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
0-250 Heacox, Woodside, CA 94062
Active
6

$525,000

3.00 Acres

0-250 Heacox, Woodside, CA 94062

Listed by Kimberly Hansen of Golden Gate Sotheby's International Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
0-220 Heacox RD, Woodside, CA 94062
Active
5

$600,000

4.40 Acres

0-220 Heacox RD, Woodside, CA 94062

Listed by Kimberly Hansen of Golden Gate Sotheby's International Realty

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)
152 Alta Mesa RD, Woodside, CA 94062
Active
15

$2,950,000

0.37 Acres

152 Alta Mesa RD, Woodside, CA 94062

Listed by Erika Demma of Compass

MLSListings Inc. (MLSListings)
MLSListings Inc. (MLSListings)

Based on information from the MLSListings MLS as of 02/24/2026 21:47
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. The 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 Blok are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.

The broker providing this data believes the data to be correct, but advises interested parties to confirm all information before relying on it for a purchase decision. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated at 02/24/2026 21:47
The 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 Blok are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.

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    © 2026 The Alfaro Terpening Team | LIC #01721877, #01522106 | COMPASS - All rights reserved | Privacy Policy | DMCA Policy | Powered by Blok.

    The Alfaro Terpening Team is a real estate team affiliated with Compass, a licensed real estate broker and abides by all applicable Equal Housing Opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Some or all of the listings may not belong to the firm whose website is being visited. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage.