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Woodside

About Woodside

Nestled in the picturesque foothills of the Santa Cruz Mountains, Woodside is a tranquil and exclusive community known for its stunning natural beauty, equestrian culture, and luxurious estates. Just a short drive from bustling Silicon Valley, Woodside offers a serene retreat with a distinct rural charm.

The town’s idyllic setting is characterized by rolling hills, redwood forests, and expansive open spaces, making it a haven for outdoor enthusiasts. Popular destinations like Wunderlich Park and Huddart Park offer miles of scenic hiking, horseback riding, and biking trails, allowing residents to immerse themselves in nature.

Woodside’s quaint downtown is small yet charming, featuring locally-owned restaurants, cafes, and shops that cater to the tight-knit community. The iconic Alice’s Restaurant, a favorite among locals and visitors, embodies the town’s laid-back and welcoming vibe.

Known for its large properties and custom homes, Woodside is a premier destination for those seeking privacy and luxury. Many homes are situated on sprawling lots with breathtaking views, offering a peaceful retreat while still being conveniently located near major tech hubs and amenities.

With its top-rated schools, equestrian-friendly lifestyle, and unspoiled beauty, Woodside provides a unique blend of rural tranquility and Silicon Valley sophistication, making it one of the most desirable places to call home in the Bay Area.

Min. Price
Max. Price
Beds
Baths
211 Winding WAY WOODSIDE, CA 94062
$25,000,000
6 Beds 6 | 2 Baths 7,930 Sqft Listing No. ML82012031 Property Type: House camera (32)
Details
1142 Moore RD WOODSIDE, CA 94062
$12,988,000
6 Beds 5 | 1 Baths 6,340 Sqft Listing No. ML82032525 Property Type: House camera (56)
Details
333 Raymundo DR Woodside, CA 94062
$8,800,000
4 Beds 4 | 1 Baths 5,555 Sqft Listing No. ML82017471 Property Type: House camera Virtual Tour camera (91)
Details
330 Ridgeway RD Woodside, CA 94062
$7,999,000
5 Beds 3 | 2 Baths 3,700 Sqft Listing No. ML82030200 Property Type: House camera (66) Open House: Feb 14, 2026, 1:00 PM - 4:00 PM
Details
835 La Honda RD WOODSIDE, CA 94062
$7,490,000
4 Beds 3 | 1 Baths 7,274 Sqft Listing No. ML82023995 Property Type: House camera Virtual Tour camera (26)
Details
61 Oak Haven WAY Woodside, CA 94062
$5,198,000
4 Beds 3 | 1 Baths 4,150 Sqft Listing No. ML82031749 Property Type: House camera Virtual Tour camera (43) Open House: Feb 14, 2026, 2:00 PM - 4:30 PM
Details
810 Glencrag WAY WOODSIDE, CA 94062
$3,995,000
4 Beds 4 Baths 2,529 Sqft Listing No. ML82033084 Property Type: House camera Virtual Tour camera (66) Open House: Feb 14, 2026, 2:00 PM - 4:00 PM
Details
411 Glenwood AVE WOODSIDE, CA 94062
$3,850,000
3 Beds 2 Baths 3,380 Sqft Listing No. ML82028752 Property Type: House camera (38) Open House: Feb 21, 2026, 2:00 PM - 4:00 PM
Details
1 Reids Roost RD WOODSIDE, CA 94062
$3,688,000
4 Beds 4 | 4 Baths 11,885 Sqft Listing No. ML82017325 Property Type: House camera Virtual Tour camera (24)
Details
135 Harcross RD WOODSIDE, CA 94062
$3,688,000
3 Beds 2 Baths 2,100 Sqft Listing No. ML82034218 Property Type: House camera (39) Open House: Feb 14, 2026, 2:00 PM - 4:00 PM
Details
16501 Skyline BLVD WOODSIDE, CA 94062
$3,288,000
5 Beds 4 | 1 Baths 4,760 Sqft Listing No. ML82023275 Property Type: House camera (36)
Details
240 Glenwood AVE Woodside, CA 94062
$2,995,000
3 Beds 2 Baths 1,434 Sqft Listing No. ML82032025 Property Type: House camera (29) Open House: Feb 14, 2026, 2:00 PM - 4:00 PM
Details
211 Winding WAY, WOODSIDE, CA 94062
camera (32)
price

$25,000,000

beds

6 6 Beds

baths

6 | 2 6 | 2 Baths

lot size

7,930 Sqft 7,930 Sqft

listing no.

ML82012031 Listing No. ML82012031

property type

House Property Type: House

gallery photos

camera (32)

1142 Moore RD, WOODSIDE, CA 94062
camera (56)
price

$12,988,000

beds

6 6 Beds

baths

5 | 1 5 | 1 Baths

lot size

6,340 Sqft 6,340 Sqft

listing no.

ML82032525 Listing No. ML82032525

property type

House Property Type: House

gallery photos

camera (56)

333 Raymundo DR, Woodside, CA 94062
camera VIRTUAL TOUR camera (91)
price

$8,800,000

beds

4 4 Beds

baths

4 | 1 4 | 1 Baths

lot size

5,555 Sqft 5,555 Sqft

listing no.

ML82017471 Listing No. ML82017471

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (91)

330 Ridgeway RD, Woodside, CA 94062
camera (66)
price

$7,999,000

beds

5 5 Beds

baths

3 | 2 3 | 2 Baths

lot size

3,700 Sqft 3,700 Sqft

listing no.

ML82030200 Listing No. ML82030200

property type

House Property Type: House

gallery photos

camera (66)

Open House: Feb 14, 2026, 1:00 PM - 4:00 PM

835 La Honda RD, WOODSIDE, CA 94062
camera VIRTUAL TOUR camera (26)
price

$7,490,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

7,274 Sqft 7,274 Sqft

listing no.

ML82023995 Listing No. ML82023995

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (26)

61 Oak Haven WAY, Woodside, CA 94062
camera VIRTUAL TOUR camera (43)
price

$5,198,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

4,150 Sqft 4,150 Sqft

listing no.

ML82031749 Listing No. ML82031749

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (43)

Open House: Feb 14, 2026, 2:00 PM - 4:30 PM

810 Glencrag WAY, WOODSIDE, CA 94062
camera VIRTUAL TOUR camera (66)
price

$3,995,000

beds

4 4 Beds

baths

4 4 Baths

lot size

2,529 Sqft 2,529 Sqft

listing no.

ML82033084 Listing No. ML82033084

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (66)

Open House: Feb 14, 2026, 2:00 PM - 4:00 PM

411 Glenwood AVE, WOODSIDE, CA 94062
camera (38)
price

$3,850,000

beds

3 3 Beds

baths

2 2 Baths

lot size

3,380 Sqft 3,380 Sqft

listing no.

ML82028752 Listing No. ML82028752

property type

House Property Type: House

gallery photos

camera (38)

Open House: Feb 21, 2026, 2:00 PM - 4:00 PM

1 Reids Roost RD, WOODSIDE, CA 94062
camera VIRTUAL TOUR camera (24)
price

$3,688,000

beds

4 4 Beds

baths

4 | 4 4 | 4 Baths

lot size

11,885 Sqft 11,885 Sqft

listing no.

ML82017325 Listing No. ML82017325

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (24)

135 Harcross RD, WOODSIDE, CA 94062
camera (39)
price

$3,688,000

beds

3 3 Beds

baths

2 2 Baths

lot size

2,100 Sqft 2,100 Sqft

listing no.

ML82034218 Listing No. ML82034218

property type

House Property Type: House

gallery photos

camera (39)

Open House: Feb 14, 2026, 2:00 PM - 4:00 PM

16501 Skyline BLVD, WOODSIDE, CA 94062
camera (36)
price

$3,288,000

beds

5 5 Beds

baths

4 | 1 4 | 1 Baths

lot size

4,760 Sqft 4,760 Sqft

listing no.

ML82023275 Listing No. ML82023275

property type

House Property Type: House

gallery photos

camera (36)

240 Glenwood AVE, Woodside, CA 94062
camera (29)
price

$2,995,000

beds

3 3 Beds

baths

2 2 Baths

lot size

1,434 Sqft 1,434 Sqft

listing no.

ML82032025 Listing No. ML82032025

property type

House Property Type: House

gallery photos

camera (29)

Open House: Feb 14, 2026, 2:00 PM - 4:00 PM

© 2026 MLSListings Inc. All rights reserved.
The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than Christie's International Real Estate Sereno are marked with the IDX icon (a stylized house inside a circle) and detailed information about them includes the names of the listing brokers and listing agents. Based on information from MLSListings MLS as of the date shown below. 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. Some properties appearing for sale on this website may subsequently have sold and may no longer be available.
MLSListings data last updated at February 14, 2026, 1:14 PM PT
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