20421 Skyline Boulevard, WOODSIDE, CA 94062

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20421 Skyline Boulevard, WOODSIDE, CA 94062

$2,100,000 (Active)

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Listed by: Scott Hayes - Compass

$$2,100,000

Active

est.$2,100,000/month.

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3 beds. 2 baths. 2,180 Sqft.

Upcoming Open House

Sun, Sep 27
(2:00 PM - 4:00 PM)

Discover a private mountain retreat with sweeping 180° views from San Francisco to San Jose. This light-filled 3BR/2.5BA home on 2.67 acres offers a serene setting, spacious deck, hot tub, and easy Peninsula access.

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This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Mortgage Broker

Ray Avanzino
Polaris Capital Partners
Ray@polariscappartners.com
(650) 576-6531
NMLS# 288504
Company NMLS# 01391664

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or Call Now: (650) 576-6531

20421 Skyline Boulevard, WOODSIDE, CA 94062

$2,100,000

Active

est.$2,100,000/month.

Start My Approval

3 beds 2.5 baths 2,180 Sq.ft.

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Property details for 20421 Skyline Boulevard, WOODSIDE, CA 94062

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.

Broker details: Compass

Listed by: Scott Hayes

Property Description

MLS Information

Listing: ML82056662
Listing Last Modified: 2026-09-21

Property Details

Standard Status: Active
MLS Status: Active
Property style: Contemporary
Built in: 2007
Lot size area: 116290 Square Feet

Geographic Data

County: San Mateo

Features

Interior Features

Flooring: Hardwood, Slate
Bedrooms: 3
Full baths: 2.5
Half baths: 1
Living area: 2180
Interior Features: Eat-in Kitchen, Vaulted Ceiling(s), Walk-In Closet(s), High Ceilings