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265 Chestnut Street, San Carlos, CA 94070

$2,500,000

$1,923 per ft²

3 Bed

1 Bath

1,300 Sq Ft

0.3301 Acres

Listing Office: KW Advisors

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Image 8 of property listing at 265 Chestnut Street, San Carlos, CA 94070

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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.

Listing Agent: Wilson Leung

License Number: 01904259

Offered by: KW Advisors

Office Phone: (650) 627-3700

MLS: #ML82040005

California Regional MLS

Date Added: 04/28/2026 12:00:00 am

Last Update: 04/28/2026 10:25:30 pm

Days on Market: 2

Interior

A/C: true
Heating: true, Central
Fireplace: Wood Burning, Fireplace

Exterior

Parking: Underground, Parking spaces: 1

Construction

Roofing: Other
General: 1

Location

Originating MLS: CRMLS_MLSL
School District: Other
County: San Mateo

Lot

Zoning: R10006, 050045420

Utilities

Water: Public
Sewer: Public Sewer

Financial

Source: CRMLS_MLSL

Property

Year Built: 1942
Type: Single Family Home
Neighborhood: Cordes
Parcel #: 050045420

Schools

District: Other

03/31/2026Off Market

03/16/2026Active

02/23/2026Backup

02/12/2026Active

02/12/2026$2,500,000@ 1923 per ft²Listed

Listing Broker

Tade Keshishyan

1 @

License #: 02190628

Email: [email protected]

Phone: 8183592303

Location: CA

Last Updated: 04/28/2026 10:25:30 pm

Offered by: Wilson Leung, 01904259, 650-455-6035 @ KW Advisors

MLS: #ML82040005

Source: California Regional MLS

<IMG SRC='https://d37ukvrrv3in12.cloudfront.net/mls/logos/IDX_580_large.png' ALT='IDX'> Based on information from California Regional Multiple Listing Service, Inc. and /or other sources. 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. The data contained herein is copyrighted by CRMLS and is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited.<BR><BR>The information being provided by California Regional Multiple Listing Service, Inc. (“CRMLS”) is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Any information relating to a property referenced on this web site comes from CRMLS. Properties may or may not be listed by the office/agent presenting the information. Real estate listings held by brokerage firms other than this broker are marked with the Internet Data Exchange logo and detailed information about them includes the names of the listing brokers and listing agents. MLS search engine provided by <A HREF='http://www.realtywatchsolutions.com/' TARGET='_blank'>RealtyWatch Solutions</A>. This data is updated every 2 hours. Some properties appearing for sale on this display may subsequently have sold and may no longer be available. Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

View Listing

265 Chestnut Street, San Carlos, CA 94070 is a 3 Bed, 1 Bath, 1,300 Sq Ft, 0.3301 Acres, Single Family Home built in 1942.

This property is currently available and was listed by California Regional MLS on 04/28/2026 12:00:00 am. The MLS # for the property is MLS #ML82040005.