$8,800,000
333 Raymundo DR
Woodside, CA, 94062
Set on a 3.1-acre, private and gated lot in one of Woodside’s most scenic settings, this exceptional, newly-updated residence offers the perfect blend of refined luxury and modern comfort – just minutes from town. Flooded with natural light from expansive floor-to-ceiling windows, the main home spans 3 levels and offers 4 bedroom suites, a library with fireplace, an office, and grand public spaces in +/-5,555sf. The open-concept living room boasts 24-foot ceilings, massive curved windows, a striking fireplace, and flows seamlessly into the sun-filled dining room. The chef’s kitchen opens to a huge family room with 10-foot ceilings, a dramatic fireplace, bar, and French doors opening to a patio-perfect for indoor/outdoor living. Designed for everyday comfort and entertainment, the home offers multiple terraces, temperature-controlled wine storage, and an expansive lower level replete with a gym, home theater, and full bath. Outdoor amenities include a pool with spa, tennis court, meandering paths that encircle the property, level lawns, and a vineyard. A detached 2BR/2BA, +/-1,135sf guest house is ideal for extended family or visitors. Access to the top-rated Woodside Elementary School completes this rare opportunity to experience a lifestyle of elegance, privacy, and convenience.
Property Details
Price:
$8,800,000
MLS #:
ML82017471
Status:
Active
Beds:
4
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Aug 8, 2025
Finished Sq Ft:
5,555
Lot Size:
135,474 sqft / 3.11 acres (approx)
Year Built:
2000
Schools
School District:
Other
Interior
Appliances
DW, FZ, GD, RF, DO
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
CA
Flooring
LAM, WOOD
Exterior
Construction Materials
STC, CON
Parking Spots
3
Roof
TLE
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
- Address333 Raymundo DR Woodside CA
- CityWoodside
- CountySan Mateo
- Zip Code94062
Similar Listings Nearby
Property Summary
- 333 Raymundo DR Woodside CA is a Single Family for sale in Woodside, CA, 94062. It is listed for $8,800,000 and features 4 beds, 5 baths, and has approximately 5,555 square feet of living space, and was originally constructed in 2000. The current price per square foot is $1,584. 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#ml82017471 at 333 Raymundo DR in Woodside, CA, contact your James Outland agent at 8057482262.
Courtesy of Coldwell Banker Realty. 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. 333 Raymundo DR
Woodside, CA





























































































