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.
MLS #
ML82029273
MLS Source
MLSListings, Inc.
Days on Site
4
Dining Room
Dining Area
Family Room
Other
Fireplace
Other
Cooling
Other
Heating
Central Forced Air
Roof
Other
Foundation
Other
Garage/Parking
Other, Garage: 1 Car(s)
Elementary District
San Carlos Elementary
High School District
Sequoia Union High
Sewer
Public Sewer
Water
Public
Zoning
R10006
265 Chestnut St is a Single Family Residence in San Carlos, CA 94070. This 1,300 square foot property sits on a 0.33 Acres Lot and features 3 bedrooms & 1 full bathrooms. It is currently priced at $2,500,000 and was built in 1942. This address can also be written as 265 Chestnut St, San Carlos, CA 94070.
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This listing information is up-to-date as of February 13, 2026. For the most current information, please contact Wilson Leung, (650) 455-6035