CnC Realty
1 / 45

$2,100,000

20421 Skyline Boulevard

Woodside, CA 94062

Active

3

Beds

3

Baths

2,180

Sq. Ft.

2007

Year Built

San Mateo

County

SingleFamilyResidence

Property Type

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.

Listed by Scott Hayes · DRE #01401243 · Compass
MLS #1191186783
ListedSep 21, 2026

Property Details

Architecture

Stories2
StyleContemporary
Total UnitsN/A
RoofComposition
Garage Spaces2
PoolN/A
SpaN/A

Features & Amenities

Interior FeaturesWalk In Closets
Exterior FeaturesN/A
FlooringWood
CoolingNone
HeatingRadiant
FireplaceLiving Room
LaundryN/A
Parking FeaturesN/A
Parking Total2
Patio & PorchN/A
Entry LevelN/A
Entry LocationN/A
Common WallsNo Common Walls

Property Features

Lot Size2.67 ac
Lot FeaturesN/A
ViewBay, Bridges, City Lights, Mountains, Valley, Water
DirectionsCross Street: Langely Hill Road

Community

Area699 - Not Defined
School DistrictOther

Tax & Financial

TermsN/A
Land LeaseN/A
HOA NameN/A
HOA FeeN/A

Request a Tour

Mortgage Estimate

$11,177/mo

20% down · 7% APR · 30-yr fixed

Estimate only. Does not include taxes, insurance, or HOA.

CRMLSLast updated: October 21, 2026 at 5:45 PM

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