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.
Sold for $2,250,000
Street View
$2,250,000
227 Winding Way, San Carlos, CA 94070
4beds
1,980sqft
Single Family Residence, Residential
Built in 1966
4,883 Square Feet Lot
$2,285,700 Zestimate®
$1,136/sqft
$7,074 Estimated rent
Home value
$2,285,700
$2.08M - $2.51M
$7,074/mo
Zestimate® history
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$7,074/mo
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$14,103/mo
Est. payment
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$14,103/mo
Est. payment
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List your homeWhat's special
Serene hillsidesUninterrupted canyon viewsLarge picture windowsTraditional layoutVaulted ceilingNatural beautyMain living spaces
Zillow last checked:
Listing updated:
Listed by:
Peter Hopelain 01953367 310-922-1977,
Compass 650-462-1111
Bought with:
, 02045710
Alliance Bay Realty
Source: MLSListings Inc,MLS#: ML82017926
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Bathroom
- Features: ShoweroverTub1, StallShower
Dining room
- Features: BreakfastNook, EatinKitchen, Skylights
Family room
- Features: SeparateFamilyRoom
Kitchen
- Features: Island, Pantry, Skylights
Heating
- Central Forced Air Gas
Cooling
- Central Air
Appliances
- Included: Dishwasher, Freezer, Disposal, Electric Oven, Refrigerator, Trash Compactor, Wine Refrigerator, Dryer, Washer, Washer/Dryer
Features
- High Ceilings, Vaulted Ceiling(s), Open Beam Ceiling
- Flooring: Hardwood
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 1,980
- Total interior livable area: 1,980 sqft
Property
Parking
- Total spaces: 4
- Parking features: Attached, Carport
- Attached garage spaces: 2
- Carport spaces: 2
- Covered spaces: 4
Features
- Stories: 1
- Patio & porch: Balcony/Patio, Deck
- Has view: Yes
- View description: Canyon
Lot
- Size: 4,883 sqft
- Features: Hillside
Details
- Parcel number: 049142080
- Zoning: R10006
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence, Residential
Materials
- Foundation: Block, Pillar/Post/Pier, Other, Reinforced Concrete
- Roof: Shingle
Condition
- New construction: No
- Year built: 1966
Utilities & green energy
- Gas: IndividualGasMeters
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Water Public
Community & neighborhood
Location
- Region: San Carlos
Other
Other facts
- Listing agreement: ExclusiveAgency
Price history
| Date | Event | Price |
|---|---|---|
| 10/13/2025 | Sold | $2,250,000-2.2%$1,136/sqft |
Source:  MLSListings Inc #ML82017926 Report a problem | ||
| 9/23/2025 | Pending sale | $2,299,888$1,162/sqft |
Source: MLSListings Inc #ML82017926 Report a problem | ||
| 9/14/2025 | Contingent | $2,299,888$1,162/sqft |
Source: MLSListings Inc #ML82017926 Report a problem | ||
| 8/26/2025 | Listed for sale | $2,299,888+49.1%$1,162/sqft |
Source: MLSListings Inc #ML82017926 Report a problem | ||
| 10/6/2021 | Sold | $1,542,000-6.5%$779/sqft |
Source:  MLSListings Inc #ML81852290 Report a problem | ||
| 9/22/2021 | Pending sale | $1,649,000$833/sqft |
Source:  RE/MAX International #ML81852290 Report a problem | ||
| 9/1/2021 | Contingent | $1,649,000$833/sqft |
Source: MLSListings Inc #ML81852290 Report a problem | ||
| 7/26/2021 | Listed for sale | $1,649,000$833/sqft |
Source: MLSListings Inc #ML81852290 Report a problem | ||
| 7/19/2021 | Contingent | $1,649,000$833/sqft |
Source: MLSListings Inc #ML81852290 Report a problem | ||
| 7/7/2021 | Listed for sale | $1,649,000$833/sqft |
Source: MLSListings Inc #ML81852290 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $20,409 +1.2% | $1,636,222 +2% |
| 2024 | $20,176 +4% | $1,604,140 +2% |
| 2023 | $19,406 +2.7% | $1,572,687 +2% |
| 2022 | $18,898 +508.5% | $1,541,850 +987.2% |
| 2021 | $3,106 +1.7% | $141,824 +1% |
| 2020 | $3,053 +1.8% | $140,371 +2% |
| 2019 | $2,999 +6.2% | $137,620 +2% |
| 2018 | $2,825 +5.2% | $134,922 +2% |
| 2017 | $2,685 +6.1% | $132,278 +2% |
| 2016 | $2,532 +3.6% | $129,685 +1.5% |
| 2015 | $2,444 | $127,738 +2% |
| 2014 | $2,444 | $125,236 +0.5% |
| 2013 | -- | $124,671 +2% |
| 2012 | -- | $122,228 |
| 2011 | -- | $122,228 +2.8% |
| 2010 | -- | $118,938 -0.2% |
| 2009 | -- | $119,222 +2% |
| 2008 | -- | $116,886 +2% |
| 2007 | -- | $114,595 +2% |
| 2006 | -- | $112,349 |
| 2005 | -- | $112,349 +4% |
| 2004 | -- | $107,988 +1.9% |
| 2003 | -- | $106,010 +2% |
| 2002 | -- | $103,932 +2% |
| 2001 | -- | $101,895 +2% |
| 2000 | -- | $99,898 |
Find assessor info on the county website
Neighborhood: 94070
Nearby schools
GreatSchools rating
- 9/10Heather Elementary SchoolGrades: K-3Distance: 0.4 mi
- 10/10Tierra Linda Middle SchoolGrades: 6-8Distance: 1 mi
- 10/10Carlmont High SchoolGrades: 9-12Distance: 0.9 mi
Schools provided by the listing agent
- District: SanCarlosElementary
Source: MLSListings Inc. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$2,285,700
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Estimated market value
$2,285,700
- California
- San Mateo County
- San Carlos
- 94070
- 227 Winding Way
Nearby cities
Nearby zip codes
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