$2,500,000

beds

bath

1,300

square ft

265 Chestnut Street

San Carlos, California 94070

New / MLS #82040005 / Single Family / San Carlos

Listing information updated 4/28/2026 at 5:24pm

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.

Full Features

Beds Above Grade:

Cooling System:

Other

Heating System:

Central Forced Air

Main Level Primary Bedroom:

Fireplace:

Yes

Pool:

Age:

84 Years

Roof Type:

Other

Parking Spaces:

Garage:

Garage - 1 Car(s)

Square Feet:

1,300

Lot Size:

14379 SquareFeet

Acreage:

0.33

Taxes & Assessments

Tax Amount:

N/A

Tax Year:

N/A

Location

Zip Code:

94070

City:

San Carlos

County:

San Mateo

Schools

School District(s):

San Carlos Elementary, Sequoia Union High

Elementary School:

N/A

Middle School:

N/A

High School:

N/A

Beds Above Grade:

Cooling System:

Other

Heating System:

Central Forced Air

Main Level Primary Bedroom:

Fireplace:

Yes

Pool:

Age:

84 Years

Roof Type:

Other

Parking Spaces:

Garage:

Garage - 1 Car(s)

Square Feet:

1,300

Lot Size:

14379 SquareFeet

Acreage:

0.33

Tax Amount:

N/A

Tax Year:

N/A

Zip Code:

94070

City:

San Carlos

County:

San Mateo

School District(s):

San Carlos Elementary, Sequoia Union High

Elementary School:

N/A

Middle School:

N/A

High School:

N/A

Listing Agent: Wilson Leung

Listing Office: KW Advisors

Disclaimer: The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings MLS system. Real estate listings held by brokerage firms other than Christie’s International Real Estate Sereno are marked with the Internet Data Exchange icon (a stylized house inside a circle) and detailed information about them includes the names of the listing brokers and listing agents. Based on information from the MLSListings MLS as of 4/28/2026 at 5:24pm (date the MLS data was obtained). 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.