20421 Skyline Boulevard Woodside, CA $ 2,100,000
20421 Skyline Boulevard
$ 2,100,000
Share Save

20421 Skyline Boulevard

Woodside, CA, 94062
$ 2,100,000
Bedrooms3 Baths2.1 Sq 2,180

Monthly Estimate*

$ 14,504

Listed by Scott Hayes, Compass, scott@scottphayes.com
20421 Skyline Boulevard, Woodside, CA 94062 - Image 1
20421 Skyline Boulevard, Woodside, CA 94062 - Image 2
20421 Skyline Boulevard, Woodside, CA 94062 - Image 3
20421 Skyline Boulevard, Woodside, CA 94062 - Image 4
20421 Skyline Boulevard, Woodside, CA 94062 - Image 5
20421 Skyline Boulevard, Woodside, CA 94062 - Image 6
20421 Skyline Boulevard, Woodside, CA 94062 - Image 7
20421 Skyline Boulevard, Woodside, CA 94062 - Image 8
20421 Skyline Boulevard, Woodside, CA 94062 - Image 9
20421 Skyline Boulevard, Woodside, CA 94062 - Image 10
20421 Skyline Boulevard, Woodside, CA 94062 - Image 11
20421 Skyline Boulevard, Woodside, CA 94062 - Image 12
20421 Skyline Boulevard, Woodside, CA 94062 - Image 13
20421 Skyline Boulevard, Woodside, CA 94062 - Image 14
20421 Skyline Boulevard, Woodside, CA 94062 - Image 15
20421 Skyline Boulevard, Woodside, CA 94062 - Image 16
20421 Skyline Boulevard, Woodside, CA 94062 - Image 17
20421 Skyline Boulevard, Woodside, CA 94062 - Image 18
20421 Skyline Boulevard, Woodside, CA 94062 - Image 19
20421 Skyline Boulevard, Woodside, CA 94062 - Image 20
20421 Skyline Boulevard, Woodside, CA 94062 - Image 21
20421 Skyline Boulevard, Woodside, CA 94062 - Image 22
20421 Skyline Boulevard, Woodside, CA 94062 - Image 23
20421 Skyline Boulevard, Woodside, CA 94062 - Image 24
20421 Skyline Boulevard, Woodside, CA 94062 - Image 25
20421 Skyline Boulevard, Woodside, CA 94062 - Image 26
20421 Skyline Boulevard, Woodside, CA 94062 - Image 27
20421 Skyline Boulevard, Woodside, CA 94062 - Image 28
20421 Skyline Boulevard, Woodside, CA 94062 - Image 29
20421 Skyline Boulevard, Woodside, CA 94062 - Image 30
20421 Skyline Boulevard, Woodside, CA 94062 - Image 31
20421 Skyline Boulevard, Woodside, CA 94062 - Image 32
20421 Skyline Boulevard, Woodside, CA 94062 - Image 33
20421 Skyline Boulevard, Woodside, CA 94062 - Image 34
20421 Skyline Boulevard, Woodside, CA 94062 - Image 35
20421 Skyline Boulevard, Woodside, CA 94062 - Image 36
20421 Skyline Boulevard, Woodside, CA 94062 - Image 37
20421 Skyline Boulevard, Woodside, CA 94062 - Image 38
20421 Skyline Boulevard, Woodside, CA 94062 - Image 39
20421 Skyline Boulevard, Woodside, CA 94062 - Image 40
20421 Skyline Boulevard, Woodside, CA 94062 - Image 41
20421 Skyline Boulevard, Woodside, CA 94062 - Image 42
20421 Skyline Boulevard, Woodside, CA 94062 - Image 43
20421 Skyline Boulevard, Woodside, CA 94062 - Image 44
20421 Skyline Boulevard, Woodside, CA 94062 - Image 45
View a Virtual Tour

Single Family Home for sale in Woodside, CA

for $2,100,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,180 square foot home was built in 2007 on a lot size of 2.6697.

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.

See more

Single Family Active

Price

$ 2,100,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Lot Size

2.6697

Year Built

2007

Town/City

Woodside

County/Region

San Mateo

MLS | Web ID

ML82056662

Days on Market

22

Features
General
Living Area 2180
Heating Radiant
Cooling None
Roof Composition
Appliances Dishwasher
Zoning RM0000
Garage Spaces 2
Architectural Style Contemporary
Year Built 2007
View Bay Bridge(s) City Lights Mountain(s) Valley Water
Property Subtype Single Family Residence
County San Mateo
New Construction false
Property Type Residential
HOA false
Attached Garage true
Garage Y/N true
Full Baths 2
Special Listing Conditions Standard
Status Active
Directions Cross Street: Langely Hill Road
City Woodside
Disclosures Well Log Available
High School District Other
MLS Area 699 - Not Defined
Lot Size Units Square Feet
Lot Size Square Feet 116290
Property Attached Y/N false
Standard Status Active
Occupancy Type Owner
Year Built Source Assessor
Virtual Tour https://www.20421skyline.com
Property Sub Type Additional Single Family Residence
See more
Interior
Interior Amenities Walk-In Closet(s)
Flooring Wood
Fireplace Features Living Room
Total Stories 2
Common Walls No Common Walls
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Total Bedrooms 3
Total Baths 3
See more
Exterior
Water Source Well
Total Parking 2
Lot Size Area 116290
Foundation Details Concrete Perimeter
Lot Size Acres 2.6697
Lot Size Source Assessor
See more
* Excluded Features
List By
Scott Hayes

Listing Agent

Compass

Broker

scott@scottphayes.com

Email

Affordability Calculator

$14,504
Per Month
100%
0%
0%
Monthly Principal & Interest
$14,504
Monthly Property Taxes
--
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
9/21/2026$2,100,000 Listed Price

Map


See all

20421 Skyline Boulevard, Woodside, CA, 94062 is a Single Family Home for sale at $2,100,000 with 2,180 sqft and a lot size of 2.6697. 20421 Skyline Boulevard has 3 bedrooms, 2.1 baths, and was built in 2007. The property's zip code is 94062 which is in Woodside, CA