$2,500,000
bedrooms
3
bathrooms
1
square feet
1,300
Acreage
0.3301
Open Houses
-
year built
1942
Full Baths
1
Half Baths
0
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.
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| Subdivision | - |
| County | - |
| Elementary School | - |
| Middle School | - |
| High School | - |
Find out more
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MLS number: ML82040005
Listing status: Active Under Contract
Listing agent:
Wilson Leung
#01904259
Listing broker:
Keller Williams Peninsula Estates
(650) 627-3700
Copyright © 2026 MLS Listings, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
[source]
Last update: Friday, May 29 2026 at 10:05 p.m. EDT
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