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Situated in the serene hills 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.
LAST UPDATED | 5/21/2025 | YEAR BUILT | 1966 |
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GARAGE SPACES | 2.0 | COUNTY | San Mateo |
STATUS | Active | PROPERTY TYPE(S) | Single Family |
PRICE HISTORY |
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ADDITIONAL DETAILS | |
AIR | Central Air |
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AIR CONDITIONING | Yes |
APPLIANCES | Dishwasher, Disposal, Dryer, Electric Range, Exhaust Fan, Range, Refrigerator, Washer |
EXTERIOR | Balcony |
FIREPLACE | Yes |
GARAGE | Attached Garage, Yes |
HEAT | Central, Forced Air, Natural Gas |
INTERIOR | Beamed Ceilings, High Ceilings, Kitchen Island, Vaulted Ceiling(s) |
LOT | 4883 sq ft |
LOT DIMENSIONS | 4883.00 |
PARKING | Attached |
POOL DESCRIPTION | None |
SEWER | Public Sewer |
STORIES | 1 |
VIEW | Yes |
VIEW DESCRIPTION | Canyon, Neighborhood |
WATER | Public |
ZONING | R10006 |
TOTAL MONTHLY PAYMENT

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Based on information from MLSListings MLS as of 6/30/25 6:10 PM PDT. 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. Properties may or may not be listed by the office/agent presenting the information.
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