$14,750,000
140 Dean RD
Woodside, CA, 94062
Designer Transformation on 1.5 Acres Steps to Town! A remarkable whole-home transformation has elevated this property into a showcase of design, quality, and livability. Modern and full of sun lit spaces, the setting unfolds with park-like grounds that capture the essence of Woodside country living. Offering a stunning 4 bedroom 3.5 bath main house and a well-appointed 2 bedroom guest house with full kitchen and laundry adds exceptional flexibility for extended family, guests, or even office use. Inside, a beautifully orchestrated floor plan offers predominantly single-level living with subtle elevation changes that define spaces while maintaining an open, flowing arrangement ideal for both everyday living and entertaining. Outdoor amenities are equally compelling, highlighted by a sparkling pool, vast lawn areas, and a bountiful orchard alongside a charming chicken coop that enhances the propertys country appeal. All of this plus access to acclaimed Woodside Elementary School, offering a rare combination of privacy, scale, and convenience. Attached 3-car garage with 2 EV outlets. This home is a must see with too many amenities to mention. ·
Property Details
Price:
$14,750,000
MLS #:
ML82042531
Status:
Active
Beds:
6
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Apr 10, 2026
Finished Sq Ft:
4,805
Lot Size:
65,340 sqft / 1.50 acres (approx)
Year Built:
2004
Schools
School District:
Other
Elementary School:
Other
High School:
Woodside
Interior
Appliances
DW, FZ, GD, MW, RF, GS, DO, HOD, VEF
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
CA
Heating
RA, CF
Laundry Features
DINC, WINC
Exterior
Architectural Style
CNT
Attached Garage YN
1
Common Walls
NCW
Garage Spaces
3
Parking Spots
3
Parking Total
3
Roof
TLE
Spa Features
HT, IG
View
MT, NE
Window Features
SK
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 Apr 12, 2026
41
Single Family Listed
40
Avg DOM
1,576
Avg $ / SqFt
$5,468,656
Avg List Price
Community
- Address140 Dean RD Woodside CA
- CityWoodside
- CountySan Mateo
- Zip Code94062
Similar Listings Nearby
Property Summary
- 140 Dean RD Woodside CA is a Single Family for sale in Woodside, CA, 94062. It is listed for $14,750,000 and features 6 beds, 5 baths, and has approximately 4,805 square feet of living space, and was originally constructed in 2004. The current price per square foot is $3,070. The average price per square foot for Single Family listings in Woodside is $1,576. The average listing price for Single Family in Woodside is $5,468,656. To schedule a showing of MLS#ml82042531 at 140 Dean RD in Woodside, CA, contact your James Outland agent at 8057482262.
Courtesy of Compass. 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. 140 Dean RD
Woodside, CA






















































