Woodside
About WoodsideNestled 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.
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(32) Listing No. ML82038776 Listing No. ML82043745 Listing No. ML82042531 Listing No. ML82039836 Listing No. ML82041478 Listing No. ML82032525 Listing No. ML82037743 Listing No. ML82044344 Listing No. ML82038669 Listing No. ML82037757 Listing No. ML82041776 
(21) $34,995,000
6 6 Beds
5 5 Baths
6,485 Sqft 6,485 Sqft
ML82038776 Listing No. ML82038776
House Property Type: House
(21)
VIRTUAL TOUR (65) $14,900,000
4 4 Beds
4 | 1 4 | 1 Baths
7,155 Sqft 7,155 Sqft
ML82043745 Listing No. ML82043745
House Property Type: House
VIRTUAL TOUR
(65)
VIRTUAL TOUR (52) $14,750,000
6 6 Beds
4 | 1 4 | 1 Baths
4,805 Sqft 4,805 Sqft
ML82042531 Listing No. ML82042531
House Property Type: House
VIRTUAL TOUR
(52)
(8) $13,500,000
2 2 Beds
3 | 1 3 | 1 Baths
3,200 Sqft 3,200 Sqft
ML82039836 Listing No. ML82039836
House Property Type: House
(8)
(13) $12,998,000
4 4 Beds
6 | 2 6 | 2 Baths
10,504 Sqft 10,504 Sqft
ML82041478 Listing No. ML82041478
House Property Type: House
(13)
(56) $12,988,000
6 6 Beds
5 | 1 5 | 1 Baths
6,340 Sqft 6,340 Sqft
ML82032525 Listing No. ML82032525
House Property Type: House
(56)
VIRTUAL TOUR (51) $11,988,000
5 5 Beds
5 | 1 5 | 1 Baths
6,410 Sqft 6,410 Sqft
ML82037743 Listing No. ML82037743
House Property Type: House
VIRTUAL TOUR
(51)
(50) $7,995,000
4 4 Beds
5 | 1 5 | 1 Baths
5,665 Sqft 5,665 Sqft
ML82044344 Listing No. ML82044344
House Property Type: House
(50)
VIRTUAL TOUR (26) $7,490,000
4 4 Beds
3 | 1 3 | 1 Baths
7,274 Sqft 7,274 Sqft
ML82038669 Listing No. ML82038669
House Property Type: House
VIRTUAL TOUR
(26)
VIRTUAL TOUR (37) $6,988,000
4 4 Beds
4 | 1 4 | 1 Baths
4,800 Sqft 4,800 Sqft
ML82037757 Listing No. ML82037757
House Property Type: House
VIRTUAL TOUR
(37)
VIRTUAL TOUR (42) $6,750,000
3 3 Beds
2 2 Baths
2,295 Sqft 2,295 Sqft
ML82041776 Listing No. ML82041776
House Property Type: House
VIRTUAL TOUR
(42)
(32) $5,950,000
5 5 Beds
3 | 1 3 | 1 Baths
4,885 Sqft 4,885 Sqft
ML82044125 Listing No. ML82044125
House Property Type: House
(32)
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.