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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
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400 Winding Way, San Carlos – $3,200,000

  • 4 Beds
  • 4 Baths
  • 3,290 Sqft
  • ¼ Acres
  • 4 Beds
  • 4 Baths
  • 3,290 Sqft
  • ¼ Acres

400 Winding Way

A Tahoe-like retreat in the heart of Silicon Valley, featuring stunning views, custom design, and ample space for family life or entertaining. Tucked away on a scenic mountain road and surrounded by mature trees, this custom-built mountain-style home blends retreat-like privacy with everyday convenience, just minutes from downtown San Carlos and Belmont. Built in 1993, the residence is designed to capture natural light throughout the day, from sunrises to glowing sunsets, with views stretching to the Bay Bridge, San Francisco skyline, and 4th of July fireworks. The floor plan flows seamlessly from room to room, creating an inviting atmosphere for both daily living and gatherings. The modern kitchen features dual ovens and dishwashers, ideal for hosting or family meals. Multiple living areas include a cozy family room, generous bedrooms, and a convenient laundry. Step outside to enjoy wraparound decks and balconies that bring the outdoors in, perfect for morning coffee or sunset dinners. A garden, dedicated wine storage, and private spaces for entertaining make this home as functional as it is unique. Whether sharing moments around the fireplace or enjoying the serenity of the wooded surroundings, this home offers a rare combination of mountain retreat lifestyle and Silicon Valley

Essential Information

  • MLS® #ML82021689
  • Price$3,200,000
  • Bedrooms4
  • Bathrooms4.00
  • Full Baths3
  • Half Baths1
  • Square Footage3,290
  • Acres0.25
  • Year Built1993
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StatusActive

Community Information

  • Address400 Winding Way
  • Area699 - Not Defined
  • CitySan Carlos
  • CountySan Mateo
  • Zip Code94070

Amenities

  • Parking Spaces6
  • # of Garages2

Parking

Carport, Electric Vehicle Charging Station(s), Guest

Garages

Carport, Electric Vehicle Charging Station(s), Guest

View

Bay, City Lights, Canyon, Mountain(s), Neighborhood, Bridge(s)

Interior

  • InteriorCarpet, Tile, Wood
  • Interior FeaturesWine Cellar, Walk-In Closet(s)
  • CoolingCentral Air
  • FireplaceYes
  • FireplacesFamily Room
  • # of Stories3

Appliances

Disposal, Ice Maker, Microwave, Refrigerator, Vented Exhaust Fan, Trash Compactor

Exterior

  • ExteriorLog
  • Lot DescriptionSloped Down
  • WindowsBay Window(s)
  • RoofSlate
  • ConstructionLog

Foundation

Concrete Perimeter, Block, Combination

School Information

  • DistrictOther

Additional Information

  • Date ListedSeptember 16th, 2025
  • Days on Market21
  • ZoningR10006

Listing Details

  • AgentPeter Hopelain
  • OfficeCompass
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Peter Hopelain, Compass.

Based on information from California Regional Multiple Listing Service, Inc. as of October 7th, 2025 at 3:45pm 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.