$2,100,000

20421 Skyline Boulevard, Woodside, CA 94062

Price journey

No recorded price changes. We record a move the moment we see one, and we start from when this listing entered our tracking — we don’t backfill, because the feed carries no earlier history to reconstruct. So this is a gap in our records, not evidence that the price has never moved.

58% below the Woodside median of $5.0M (21 active listings)

38% of Woodside listings have cut their price · half have been listed 103+ days

3beds

2.5baths

2,180sqft

$963/sqft

Open House

Sun, Sep 27·2:00 PM – 4:00 PM

Stop by during open house hours — no appointment needed.

About this home

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.