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265 Chestnut StreetSan Carlos, CA 94070

For Sale

$2,500,000

Smart Buyer Rebate $25,000

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.

Listed by Wilson Leung

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License #01904259

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KW Advisors

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650-455-6035

Last updated March 16, 2026

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Source: MLSListings #ML82029273

Listing Facts

  • TypeSingle-family
  • NeighborhoodCordes
  • Bedrooms3
  • Days on Prevu33
  • Size1,300 sqft
  • Price per sqft$1,923

Amenities

  • Pets Allowed

Location

Mortgage Calculator

Listing History

03/16/2026
Status changed to Active
$2,500,000
02/23/2026
Status changed to In Contract
$2,500,000
02/12/2026
Listed by KW Advisors
$2,500,000

Property Details for 265 Chestnut Street

Exterior

Construction

  • Roof: Other
  • Stories: 1
  • Year Built: 1942
  • Year Built Details: 2

Measurements

  • Building Area Total: 1,300
  • Lot Size Acres: 0.33
  • Lot Size Area: 14,379
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 14,379
  • Lot Size Units: Square Feet

Financial

Taxes

  • Parcel Number: 050-045-420

Interior

Features

  • Fireplace Features: Other
  • Fireplaces Total: 1

Measurements

  • Living Area: 1,300

Rooms

  • Bathrooms Full: 1
  • Bedrooms Total: 3

Parking

Parking

  • Garage Spaces: 1
  • Garage: Yes
  • Parking Features: Other

Schools

Elementary School

  • Elementary School District: San Carlos Elementary

High School

  • High School District: Sequoia Union High

Utilities

Equipment

  • Cooling: Other
  • Heating: Central Forced Air
  • Sewer: Public Sewer
  • Utilities: Public Utilities, Water - Public
  • Water Source: Public

Frequently Asked Questions

How many bedrooms does this single-family home have?

There are 3 bedrooms in this single-family home at 265 Chestnut Street.

Does this single-family home have parking?

Yes, there is 1 parking space available for 265 Chestnut Street.

How does 265 Chestnut Street compare to other single-family homes in Cordes?

This single-family home is listed 25% below the average price for single-family homes in Cordes and has been on the market for 12 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,300 sqft.

265 Chestnut Street is a 3-bedroom single-family home for sale in San Carlos CA 94070. On Prevu for 33 days at $2,500,000. This property features 1,300 square feet of living space, located in Cordes. The median listing price for single-family homes in this area is $2,291,500. Additional amenities include pets allowed. Browse more single-family home listings in San Carlos.

Based on information from MLSListings™️ 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 Prevu or the MLS. Information is provided exclusively for 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.