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$2,499,000

215 Winding Way, San Carlos, CA 94070

47% above the San Carlos median of $1.7M (37 active listings)

46% of San Carlos listings have cut their price · half have been listed 37+ days

4beds
2.5baths
2,470sqft
$1012/sqft

Open Houses

Sat, Oct 24·1:00 PM – 4:00 PM
Sun, Oct 25·1:00 PM – 4:00 PM
Sat, Oct 31·1:00 PM – 4:00 PM
Sun, Nov 1·2:00 PM – 4:00 PM

Stop by during open house hours — no appointment needed.

About this home

Nestled in the hills above downtown San Carlos, this striking contemporary residence designed by Fred Herring offers a masterclass in architectural character. The home immediately impresses with its signature curved vaulted ceilings and a dramatic wall of windows that frame sweeping canyon and neighborhood views. Thoughtfully designed for both entertaining and privacy, the layout features seamless living spaces on the entry level that flow naturally toward the scenery. Two bedrooms are tucked away on their own level, providing a serene retreat with peaceful views of the surrounding trees and landscape. A third bedroom and full hall bathroom are situated on a separate split level, offering a flexible and spacious floor plan. The primary suite occupies its own expansive wing, serving as a true sanctuary. Double doors open onto a private deck, while the luxurious en suite bathroom features a generous soaking tub and a separate shower. Perfectly positioned for a modern lifestyle, this home offers close proximity to major employers including Meta, Genentech, Roblox, and Zipline, blending sophisticated design with an ideal Peninsula location.

Property details

Property type
Single Family
Year built
2003
Lot size
7,717 sqft
Garage spaces
2
Parking spaces
2
Stories
2
View
Canyon,Forest / Woods,Mountains,Neighborhood
County
San Mateo
Listed
today
MLS #
82061751
Listed by
Soraya Orumchian · Compass

Features

  • Off-Street Parking
  • Central Forced Air
  • Central AC
  • Fireplace: Gas Starter
  • Fireplace: Living Room
  • Flooring: Carpet
  • Flooring: Hardwood
  • Roof: Bitumen
  • Roof: Composition
  • Roof: Shingle
  • Construction: Concrete
  • Construction: Stucco
  • Construction: Wood
  • Skylight
  • Vaulted Ceiling
  • Wet Bar
  • Ceiling Insulation
  • Walls Insulated
  • Lot: Grade - Hillside
  • Lot: Grade - Sloped Down
  • Lot: Views
  • Utilities: Public Utilities
  • Sewer: Sewer - Public
  • Water: Public

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Location

Approximate location based on the listing address.

Copyright 2026 MLSListings Inc. Based on information from MLSListings MLS as of 10/23/2026. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. MLS Listing #82061751. Listing courtesy of Compass.