265 Chestnut Street, San Carlos, CA 94070

• 3 beds |
• 1 bath |
• 1,300 sqft

Property Description

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 Status:

Active

Date Added:

February 12, 2026

Data Last Updated:

February 16, 2026 at 2:16PM

Listing Office:

KW Advisors : (650) 627-3700

Listing Agent:

Wilson Leung : 650-455-6035

MLS ID:

ML82029273

Interior

• A/C:
• Heating: Central
• Fireplace: Fireplace

Exterior

• Parking: OtherParking spaces: 1

Construction

• Roofing: Other
• General: 1

Location

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

Lot

• Zoning: R10006050045420

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: CRMLS_MLSL