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164 Winding
CS
$3,450,000
List Price
3
Bedrooms
Bathrooms
2,100
Sq Ft
Nestled in the heart of San Carlos, this stunning hillside estate offers a rare blend of privacy, natural beauty, and flexible living. Set on nearly half an acre, the meticulously landscaped grounds sit beneath a canopy of mature oaks, creating a serene, park-like retreat. A sparkling pool and tranquil canyon setting enhance the peaceful atmosphere, making the property feel like your own private getaway. The main level of the home features a spacious great room with soaring vaulted ceilings and an oversized kitchen island, perfect for gathering and entertaining. Two bedrooms and a full bathroom complete this level. Privately situated on its own level, the expansive primary suite offers a peaceful sanctuary with a private deck and dedicated office area. The property also includes a separate living unit with a bedroom, bathroom, living room, and wet bar, ideal for guests, extended family, or potential ADU use. In addition, a detached bonus office provides the perfect work-from-home environment, tucked away for privacy and focus. With multiple living spaces, flexible layouts, and resort-like outdoor amenities, this exceptional San Carlos property offers a unique opportunity to enjoy hillside living at its finest.
LIST_PRICE 3450000
DCID 4E6F44C127F499CDE0631501030A613F
BEDROOMS_TOTAL 3
LONGITUDE -122.281696
STREET_NUMBER 164
MLS_STATUS CS
COUNTY_OR_PARISH San Mateo
SQFT 2100
LISTING_ID ML82041190
DISPLAY_PRICE 3450000
REPORT_DISPLAY_PRICE 3450000
SOURCE_MLS MLSLISTINGS
STATE_OR_PROVINCE CA
CITY_STATE_ZIP San Carlos, CA 94070
PARCEL_NUMBER 049-141-570
POSTAL_CODE 94070
DAYS_ON_MARKET 0
STREET_DIR_PREFIX
YEAR_BUILT 1937
STREET_NAME Winding
SRCHPRICE 3450000
PROPERTY_TYPE RE
HOA_DISPLAY
PHOTO_VIRTUAL_TOUR
GAR_DISPLAY /
LOT_SQFT 18028
BATHS_DISPLAY
ACRES 0.4139
ALLLIST.DCID 4E6F44C127F599CDE0631501030A613F
RAW_STATUS CS
CITY SAN CARLOS
STREET_ADDRESS 164 Winding
LATITUDE 37.494089
BUILDING_TYPE Detached
Details fetched: April 13 2026 02:53AM
First seen: 2026-04-13 02:48 UTC  |  Last updated: 2026-04-13 02:48 UTC
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