265 Chestnut Street, San Carlos, CA 94070

About this single-family home

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 description from the June 2026 sale, as reported to CRMLS.

Sale history

$2,165,000

Sold June 2026 · listed $2,500,000, on market April 2026 · MLS #ML82040005 · Source: CRMLS

Listing Agent: Wilson Leung · Listing Office: KW Advisors · Contact: (650) 627-3700 · Bought with: Daniel Fridman · Ektra Real Estate

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