$14,750,000 - 140 Dean Road, Woodside

  • 6Beds
  • 5Baths
  • 4,805SQ. Feet
  • 1.50Acres

Woodside Home For Sale

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. ·

Sales Agent

Sam Smith
  • Sam Smith
  • San Clemente Realtor ®
  • Phone: 949-204-5110
  • Cell: 949-204-5110
  • Contact Agent Now

Amenities

  • Parking Spaces3
  • ParkingGuest, Gated, Electric Vehicle Charging Station(s), Workshop in Garage
  • # of Garages3
  • GaragesGuest, Gated, Electric Vehicle Charging Station(s), Workshop in Garage
  • ViewMountain(s), Neighborhood
  • Has PoolYes
  • PoolIn Ground, Heated, Pool Cover

School Information

  • DistrictOther
  • ElementaryOther
  • HighWoodside

Essential Information

  • MLS® #ML82042531
  • Price$14,750,000
  • Bedrooms6
  • Bathrooms5.00
  • Full Baths4
  • Half Baths1
  • Square Footage4,805
  • Acres1.50
  • Year Built2004
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StyleContemporary
  • StatusActive
  • Listing AgentErika Demma
  • Listing OfficeCompass

Exterior

  • WindowsSkylight(s)
  • RoofTile

Additional Information

  • Date ListedApril 10th, 2026
  • Days on Market5
  • ZoningR1001A
  • Short SaleN
  • RE / Bank OwnedN

Community Information

  • Address140 Dean Road
  • Area699 - Not Defined
  • CityWoodside
  • CountySan Mateo
  • Zip Code94062

Interior

  • Interior FeaturesBreakfast Bar, Walk-In Closet(s)
  • AppliancesDouble Oven, Dishwasher, Freezer, Gas Cooktop, Disposal, Microwave, Refrigerator, Range Hood, Vented Exhaust Fan, Dryer, Washer
  • HeatingCentral, Radiant
  • CoolingCentral Air
  • FireplaceYes
  • FireplacesLiving Room, Outside
  • # of Stories1

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  • City:
    Woodside
  • Price Range:
    $699,000 - $14,750,000
  • Current Listings:
    35
  • HOA Dues:
    $57
  • Average Price per Square Foot:
    $1,479

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Based on information from California Regional Multiple Listing Service, Inc. as of April 15th, 2026 at 6:40am PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.