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$2,499,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,470 Sq. Ft.
  • 2 Car Garage
  • Updated 7 hours ago

Next open house:

Open House: 1:00 PM - 4:00 PM

Saturday 10/24 1:00 PM - 4:00 PM

215 Winding Way,San Carlos, CA 94070

215 Winding WaySan CarlosCA94070

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Join us at 215 Winding Way on:

  • Open House: 1:00 PM - 4:00 PM

    Sunday 10/25 1:00 PM - 4:00 PM

    215 Winding Way,San Carlos, CA 94070
    215 Winding WaySan CarlosCA94070
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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. This residence offers a premier address with effortless access to tech hubs such as Meta and Google. Situated moments from the greenery of Highland Park, it blends urban convenience with the prestige of a highly sought-after school district. A standout choice in The City of Good Living.

Full Property Details for 215 Winding Way

General

  • Price: $2,499,000
  • Status: Active
  • Type: Single Family
  • Source: RE_Infolink
  • MLS ID: ML82061751
  • Updated: Today (10/23/2026)
  • Added to Site: Today

Interior

  • Interior Features: Skylight, Vaulted Ceiling , Wet Bar
  • Fireplace(s): Gas Starter, Living Room
  • Flooring: Carpet, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Bathroom Features: 1 Shower over Tub, Stall Shower, Tub

Bedrooms

  • Total Bedrooms: 4
  • Bedroom Features: Primary Suite / Retreat

Other Rooms

  • Family Room: No Family Room
  • Kitchen: Countertop - Quartz, Dishwasher, Freezer, Hood over Range, Microwave, Electric Oven, Oven/Range, Refrigerator, Wine Refrigerator
  • Laundry: Washer / Dryer

Additional Information

  • Extras: Not Applicable

Parking

  • Garage Spaces: 2
  • Parking Features: Off-Street Parking

Location

  • Area: Beverly Terrace Etc.
  • County: San Mateo
  • Cross Streets: Windsor Dr.

Heating & Cooling

  • Cooling Type: Central AC
  • Heating Type: Central Air (Forced Air)

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Telecomm.: Cable TV, Fiber-Ready
  • Utility Description: Public Utilities

Structural Information

  • Architectural Style: Contemporary
  • Construction: Detached, Concrete , Stucco, Wood
  • Foundation: Concrete Perimeter
  • Roof: Bitumen, Composition, Shingle
  • Square Feet: 2,470
  • Year Built: 2003

Lot Features

  • Property View: Canyon, Forest / Woods, Mountains, Neighborhood
  • Minimum Lot Size: 7717
  • Lot Size (Sq. Ft.): 7,717
  • Grounds/Landscape: Balcony / Patio
  • Zoning: Residential
  • Lot Description: Hillside, Grade Slopes Down, Views
  • Fencing (Description): Partial Fencing

Green Features

  • Energy Efficient: Ceiling Insulation, Walls Insulated

Listed by Compass, Soraya Orumchian

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Listing agent

— 215 Winding Way —

  • Soraya Orumchian

    Compass

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 215 Winding Way

School Districts:San Carlos Elementary School District, Sequoia Union High School District
NameGradesDistance
Heather Elementary School
2757 Melendy Drive, San Carlos, CA 94070
K-30.3 mi
Mariposa Upper Elementary School
750 Dartmouth Avenue, San Carlos, CA 94070
4-51 mi
Tierra Linda Middle School
750 Dartmouth Avenue, San Carlos, CA 94070
6-81 mi
Carlmont High School
1400 Alameda de las Pulgas, Belmont, CA 94002
9-120.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 215 Winding Way Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/23/2026
Listed
$2,499,000
90.76%
MLS
1/12/2007
Sold
$1,310,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 215 Winding Way

Year
Property Taxes
Change
Tax Assessment
Change
2025
$21,656
—
$1,790,216
2%
2025
$21,656
1%
$1,755,114
2%
2024
$21,410
4%
$1,720,700
2%
2023
$20,590
3%
$1,686,962
2%
2022
$20,049
1%
$1,653,886
2%
2021
$19,804
1%
$1,621,458
1%
2020
$19,625
1%
$1,604,832
2%
2019
$19,340
3%
$1,573,366
2%
2018
$18,752
2%
$1,542,516
2%
2017
$18,472
2%
$1,512,272
2%
2016
$18,045
1%
$1,482,620
2%
2015
$17,950
2%
$1,460,350
2%
2014
$17,515
1%
$1,431,744
—
2013
$17,296
—
$1,425,274
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Compass, Soraya Orumchian

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215 Winding Way, San Carlos, CA 94070 (MLS# ML82061751) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 215 Winding Way is currently listed for $2,499,000 and was received on October 23, 2026. Want to learn more about 215 Winding Way? Do you have questions about finding other Single Family real estate for sale in San Carlos? You can browse all San Carlos real estate or contact a Coldwell Banker agent to request more information.

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