$2,500,000

Estimated payment $13,326/month

3 Beds
1 Bath
1,300 Sq Ft
$1,923 Price per Sq Ft

Highlights

  • 0.33 Acre Lot
  • 1 Fireplace
  • Dining Area
  • Arundel Elementary School Rated A
  • Forced Air Heating System
  • 5-minute walk to Rosek park

About This 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 Agent

Wilson Leung

KW Advisors License #01904259 Listed on: 02/12/2026

KW Advisors

Home Details

Home Type

  • Single Family

Year Built

  • Built in 1942

Lot Details

  • 0.33 Acre Lot
  • Zoning described as R10006

Parking

  • 1 Car Garage

Interior Spaces

  • 1,300 Sq Ft Home
  • 1-Story Property
  • 1 Fireplace
  • Dining Area

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 1 Full Bathroom

Utilities

  • Forced Air Heating System

Listing and Financial Details

  • Assessor Parcel Number 050-045-420

Home Details

Home Type

Single Family

Year Built

Built in 1942

Lot Details

0

Parking

1

Listing Details

  • Subclass: Single Family Home
  • Listing Class: Residential
  • Structure Sq Ft: 1300
  • Year Built: 1942
  • Zoning Description: R10006
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Dining Room: Dining Area
  • Living Sq Ft: 1300
  • Stories: 1
  • Fireplaces Min: 1
  • Full Bathrooms: 1
  • Total Bedrooms: 3
  • Fireplace: Yes

Garage/Parking

  • Garage Spaces: 1

Utilities

  • Heating System: Central Forced Air
  • Sewer/Septic System: Sewer - Public

Lot Info

  • Parcel Number: 050-045-420
  • Lot Acres: 0.3301
  • Lot Size Area Minimum Units: Square Feet
  • Minimum Lot Size: 14379.00
  • Lot Size Area Maximum Units: Square Feet
  • Maximum Lot Size: 14379.00

Multi Family

  • Utilities: Public Utilities

MLS Schools

  • High School District Text: Sequoia Union High

Map

Range of Values:

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List Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $4,124 $244,219 $113,230 $130,989
2023 $4,124 $234,737 $108,834 $125,903
2022 $3,911 $230,135 $106,700 $123,435
2021 $3,822 $225,623 $104,608 $121,015
2020 $3,744 $223,311 $103,536 $119,775
2019 $3,669 $218,933 $101,506 $117,427
2018 $3,554 $214,641 $99,516 $115,125
2017 $3,474 $210,433 $97,565 $112,868
2016 $3,366 $206,307 $95,652 $110,655
2015 $3,356 $203,209 $94,216 $108,993
2014 $3,216 $199,229 $92,371 $106,858
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
02/12/2026 02/12/26 For Sale $2,500,000 -- $1,923 / Sq Ft
Source: MLSListings

Purchase History

Date Type Sale Price Title Company
Grant Deed -- None Listed On Document
Source: Public Records

Source: MLSListings

MLS Number: ML82029273

MLSListings

APN: 050-045-420