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20421 Skyline Boulevard, 
Woodside, CA 94062

$2,100,000

3

Beds

3

Baths

2,180

Sq Ft

Single Family

Virtual Tour

Active

Listed by

Scott Hayes

Compass

Last updated:

September 21, 2026, 10:00 PM

MLS#

ML82056662

Source:

Bay East CCAR bridgeMLS

About This Home

20421 Skyline Boulevard

Perched high along Skyline Boulevard on 2.67 acres, this exceptional mountain retreat offers sweeping 180-degree views stretching from San Francisco to San Jose. Surrounded by the natural beauty and serenity of the Santa Cruz Mountains, its an ideal sanctuary for remote work, writing, creative projects, or simply escaping the everyday. Built in 2007, the 2,180-square-foot home features 3 bedrooms and 2.5 baths, with expansive walls of glass that flood the living spaces with natural light. Warm straight-grain fir trim and custom baseboards add timeless character throughout. The open floor plan flows onto a spacious view deck with hot tubperfect for sunset relaxation or casual entertaining. An outdoor shower makes returning from a morning hike or gardening especially refreshing. Practical amenities include a private well, backup generator, and attached 2-car garage with covered breezeway. Enjoy exceptional privacy and mountain tranquility while remaining connected to the Peninsula, with Stanford roughly 20 minutes away and easy access to Woodside, Portola Valley, and beyond.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 2007

Price Summary

2,100,000

$963 per Sq. Ft.

MLS #:

ML82056662

Last Updated:

September 21, 2026, 10:00 PM

Added:

a day ago

Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,180 Sq. Ft.

Structure

Structure

Architectural Style:

Contemporary, Single Family Residence

Building Area:

2,180 Sq. Ft.

Year Built:

2007

Lot

Lot Size (Sq. Ft):

116,305

Finances & Disclosures

Finances

Price:

$2,100,000

Price per Sq. Ft:

$963 per Sq. Ft.

MLS Logo
Bay East 2026. CCAR 2026 bridgeMLS 2026. Information Deemed Reliable But Not Guaranteed. This information is being provided by the Bay East MLS, or CCAR MLS, or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website. This information is intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated at September 21, 2026

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.