$2,299,888 - 227 Winding Way, San Carlos

  • 4Beds
  • 3Baths
  • 1,980SQ. Feet
  • 0.11Acres

San Carlos Home Sale

Situated in the serene hillsides of Devonshire Canyon, 227 Winding Way offers a rare combination of natural beauty, timeless design, and modern upgrades. This 1,980 sq ft Contemporary-style home features a vaulted ceiling that brings light and dimension into the main living spaces, while large picture windows showcase uninterrupted canyon views. The thoughtfully reimagined floor plan offers defined living areas, perfect for those who appreciate a traditional layout with room to spread out. The kitchen, dining, and living spaces have their own identity while still feeling connected through clean lines and consistent design elements. Additional features include updated utilities throughout the home, an attached garage with built-in storage, Main-level laundry for added convenience, a Quiet location just minutes from downtown San Carlos, top-rated schools, and hiking trails. With its peaceful setting, scenic outlooks, and move-in-ready condition, this home is an ideal opportunity to enjoy the best of San Carlos living.

Sales Agent

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

Amenities

  • Parking Spaces2
  • ParkingCarport
  • # of Garages2
  • GaragesCarport
  • ViewCanyon, Neighborhood

School Information

  • DistrictOther

Essential Information

  • MLS® #ML82017926
  • Price$2,299,888
  • Bedrooms4
  • Bathrooms3.00
  • Full Baths3
  • Square Footage1,980
  • Acres0.11
  • Year Built1966
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StyleContemporary
  • StatusClosed
  • Listing AgentPeter Hopelain
  • Listing OfficeCompass

Exterior

  • WindowsBay Window(s)
  • RoofShingle
  • FoundationBlock, Pillar/Post/Pier

Additional Information

  • Date ListedAugust 13th, 2025
  • Days on Market30
  • ZoningR10006
  • Short SaleN
  • RE / Bank OwnedN

Community Information

  • Address227 Winding Way
  • Area699 - Not Defined
  • CitySan Carlos
  • CountySan Mateo
  • Zip Code94070

Interior

  • InteriorWood
  • Interior FeaturesBreakfast Area, Utility Room
  • AppliancesDishwasher, Disposal, Refrigerator, Dryer, Washer, Electric Oven, Freezer, Trash Compactor
  • CoolingCentral Air
  • FireplaceYes
  • FireplacesFamily Room
  • # of Stories1

Price Change History for 227 Winding Way, San Carlos, (MLS® #ML82017926)

Date Details Price Change
Closed
Pending
Active Under Contract (from Active)

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  • City:
    San Carlos
  • Price Range:
    $206,986 - $5,950,000
  • Current Listings:
    145
  • HOA Dues:
    $211
  • Average Price per Square Foot:
    $1,190

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Based on information from California Regional Multiple Listing Service, Inc. as of January 9th, 2026 at 8:30pm PST. 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.