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265 Chestnut Street, 
San Carlos, CA 94070

$2,500,000


3

Beds


1

Bath


1,300

Sq Ft


Single Family

Active

Listed by

Wilson Leung

Kw Advisors

650-627-3700

Last updated:

February 28, 2026, 11:38 AM

MLS#

ML82029273

Source:

CRMLS

About This Home

265 Chestnut Street

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.

Home Facts

Single Family

1 Bath

3 Bedrooms

Built in 1942

Price Summary

2,500,000

$1,923 per Sq. Ft.

MLS #:

ML82029273

Last Updated:

February 28, 2026, 11:38 AM

Added:

16 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

1

Full Bathrooms:

1

Interior

Living Area:

1,300 Sq. Ft.


Structure

Structure

Building Area:

1,300 Sq. Ft.

Year Built:

1942


Lot

Lot Size (Sq. Ft):

14,379


Finances & Disclosures

Finances

Price:

$2,500,000

Price per Sq. Ft:

$1,923 per Sq. Ft.

Source:CRMLS
The information being provided by California Regional MLS (Southern California) is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the California Regional MLS (Southern California). Coldwell Banker Kivett-Teeters Associates is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of Coldwell Banker Kivett-Teeters Associates, a broker participant of California Regional MLS (Southern California). This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. The accuracy of all information, regardless of source, including but not limited to open house information, square footages and lot sizes, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. The data contained herein is copyrighted by California Regional MLS (Southern California) and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. Copyright 2021 California Regional MLS (Southern California). All rights reserved.

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Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.