$3,288,000
16501 Skyline BL
Woodside, CA, 94062
Perched a top of Skyline Ridge, this gated custom estate offers spectacular views of the San Francisco South Bay, including Mt. Diablo, Stanford, and San Jose. Nestled on a private 5+ acre east-facing parcel near the 942-acre Wunderlich Park, the home features 5 bedrooms, 4.5 bathrooms, 4 large decks, and a 2-car garage. The gourmet kitchen with center island, dining room, and large pantry opens to the great room with vaulted ceiling, skylights, and 3 French doors. Upstairs showcases imported slate floors, a central family/activity room, a guest half bath, a library/office, and a spacious primary suite with a walk-in shower, a 2-person jetted spa, a private deck, double sinks, a bidet, and a walk-in closet. A nearby flexible room could serve as a bedroom, nursery, or den. The laundry area opens to a flat yard suitable for a future pool, tennis court, or stables. Downstairs includes 2 bedrooms, a large bath, a sitting room, and a fully self-contained ADU with private entry and a deck. In the coveted Portola Valley/Woodside School District, the estate feels private yet is minutes from Alice’s Restaurant, Fogarty Winery, central Woodside, Stanford, and the Coast.
Property Details
Price:
$3,288,000
MLS #:
ML82023275
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Oct 9, 2025
Finished Sq Ft:
4,760
Lot Size:
242,234 sqft / 5.56 acres (approx)
Year Built:
1990
Schools
School District:
Other
Elementary School:
Other
Middle School:
Other
High School:
Woodside
Interior
Appliances
DW, RF
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
WHF
Flooring
STON, WOOD
Exterior
Architectural Style
CB
Parking Spots
8
Roof
CMP, SHN
Financial
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
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Map
Current real estate data for Single Family in Woodside as of Feb 13, 2026
15
Single Family Listed
52
Avg DOM
1,366
Avg $ / SqFt
$6,188,497
Avg List Price
Community
- Address16501 Skyline BL Woodside CA
- CityWoodside
- CountySan Mateo
- Zip Code94062
Similar Listings Nearby
Property Summary
- 16501 Skyline BL Woodside CA is a Single Family for sale in Woodside, CA, 94062. It is listed for $3,288,000 and features 5 beds, 5 baths, and has approximately 4,760 square feet of living space, and was originally constructed in 1990. The current price per square foot is $691. The average price per square foot for Single Family listings in Woodside is $1,366. The average listing price for Single Family in Woodside is $6,188,497. To schedule a showing of MLS#ml82023275 at 16501 Skyline BL in Woodside, CA, contact your James Outland agent at 8057482262.
Courtesy of The Agency. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 16501 Skyline BL
Woodside, CA






































