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265 Chestnut
ACTV
$2,500,000
List Price
3
Bedrooms
Bathrooms
1,300
Sq Ft
Welcome to 265 Chestnut Street, a rare opportunity set on an expansive 14,379 sq ft lot in one of San Carloss most desirable neighborhoods. Perched atop a hill, the property enjoys sweeping views and an elevated setting, offering exceptional potential for expansion, redevelopment, or a custom vision. The generous lot size provides ample room to reimagine the existing home, expand square footage, or create a truly special indooroutdoor living experience. Its hillside position enhances privacy and outlook, making it an ideal canvas for buyers, builders, or investors seeking a high-upside opportunity in a prime Peninsula location. Conveniently located just minutes from Hillsdale Shopping Center, Downtown San Mateo, and everyday essentials including Whole Foods, Costco, Trader Joes, and Target, the property also offers close proximity to top-rated schools, neighborhood parks, and major commuter routes. Easy access to Highway 101 ensures a seamless commute throughout the Peninsula, Silicon Valley, and San Francisco. 265 Chestnut Street presents a compelling opportunity to create something exceptional on a large lot with views, location, and long-term value in one of San Carlos most sought-after areas.
LIST_PRICE 2500000
DCID 45B284B72E1E9DC6E0631501030A03FF
BEDROOMS_TOTAL 3
LONGITUDE -122.267289
STREET_NUMBER 265
MLS_STATUS ACTV
COUNTY_OR_PARISH San Mateo
SQFT 1300
LISTING_ID ML82029273
DISPLAY_PRICE 2500000
REPORT_DISPLAY_PRICE 2500000
SOURCE_MLS MLSLISTINGS
STATE_OR_PROVINCE CA
CITY_STATE_ZIP San Carlos, CA 94070
PARCEL_NUMBER 050-045-420
POSTAL_CODE 94070
DAYS_ON_MARKET 34
STREET_DIR_PREFIX
YEAR_BUILT 1942
STREET_NAME Chestnut
SRCHPRICE 2500000
PROPERTY_TYPE RE
HOA_DISPLAY
PHOTO_VIRTUAL_TOUR
GAR_DISPLAY /
LOT_SQFT 14379
BATHS_DISPLAY
ACRES 0.3301
ALLLIST.DCID 45B284B72E1F9DC6E0631501030A03FF
RAW_STATUS ACTV
CITY SAN CARLOS
STREET_ADDRESS 265 Chestnut
LATITUDE 37.508967
BUILDING_TYPE DE
ALLLIST {'DCID': '45B284B72E1F9DC6E0631501030A03FF'}
Details fetched: March 19 2026 11:10PM
First seen: 2026-03-17 17:43 UTC  |  Last updated: 2026-03-19 23:03 UTC
Change History (1)
Date Field Old New
03/19 23:03 DAYS_ON_MARKET 32 34
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