265 Chestnut St

San Carlos, CA 94070

$2,500,000
Price
3
Beds
1,300 Sq. Ft.
$1,923 / Sq. Ft.
1,300
Sq. Ft.
$1,923
per Sq. Ft.
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Contingent
Contingent

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...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.
  1. Listed by Wilson Leung • DRE #01904259 • Brokerage DRE #01906450 • KW Advisors • 650-455-6035

Property Details for 265 Chestnut Street

MLS City Name
SAN CARLOS
Building Type
Detached
Garage Spaces
1
Cross Street
Hull Dr, Manzant
LISTING UPDATED: 02/23/2026 02:10 PM

Property Details for 265 Chestnut Street

StatusContingent
MLS #ML82029273
Days on Compass14
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle-Family Homes / Detached
Year Built1942
Lot Size0.33 AC / 14,379 SF
CountySan Mateo County
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Location

Listing Courtesy of KW Advisors, Wilson Leung, DRE #01904259
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Building Information for 265 Chestnut Street

Stories1Year Built1942Building Size-Lot Size0.33 AC / 14,379 SF

Payment Calculator

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$12,529 per month

30 year fixed, 6.15% Interest

Principal and Interest

$12,185

Property Taxes

$344

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 265 Chestnut Street

Features
Room Information
  • Dining Room: Dining Area
  • Family Room: Other
  • Number of Full Bathrooms: 1
Features
  • Fireplace: Yes
  • Fireplaces: Other
  • Fireplaces Min: 1
  • Living SqFt: 1300
  • Pool: No
Utilities
  • Cooling: Other
  • Heating: Central Forced Air
  • Sewer Septic: Sewer - Public
  • Utilities: Public Utilities
  • Water: Public
Garage
  • Garage and Parking: Other
  • Garage Max: 1
  • Garage Min: 1
Property Details
Homeowners Association
  • HOA Exists: 0
  • HOA Fee: $0
Property Details
  • Area Text: Cordes Etc.
  • Roof: Other
  • Stories: One Story
  • Subclass: Single Family Home
  • Year Built Source: Assessor
  • Street Number: 265
  • Street Name: Chestnut
  • Street Suffix: Street
  • Area ID: 355
Lot / Property Details
Building Information
  • Number Of Stories: 1
  • Structure SqFt: 1300
  • Structure SqFt Source: Assessor
  • Age: 83
Development Information
  • Zoning Detail: R10006
Location Information
  • Parcel Number: 050-045-420
  • County Name: San Mateo
  • City Name: SAN CARLOS
  • City Postal ID: 56
  • Postal Code: 94070
  • Elementary School District: 937
  • High School District Text: Sequoia Union High
Lot Information
  • Foundation: Other
  • Horse Property: No
  • Lot Acres: .33
  • Lot Size Area Maximum Units: Square Feet
  • Lot Size Area Minimum Units: Square Feet
  • Lot Size Source: Assessor

Property History for 265 Chestnut Street

DateEvent & SourcePriceAppreciation
Feb 20, 2026

Contingent - Show

MLSListings #ML82029273

—
Feb 20, 2026

Pending

EBRD #ML82029273

—
Feb 12, 2026

Listed (Active)

MLSListings #ML82029273

$2,500,000—
Feb 12, 2026

Listed (Active)

EBRD #ML82029273

$2,500,000—
DateEvent & SourcePrice
02/20/2026

Contingent - Show

MLSListings #ML82029273

—
02/20/2026

Pending

EBRD #ML82029273

—
02/12/2026

Listed (Active)

MLSListings #ML82029273

$2,500,000
02/12/2026

Listed (Active)

EBRD #ML82029273

$2,500,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 265 Chestnut Street

Taxable ValueLand$113,230Additions$130,989Total$244,219
Tax Record2024$4,124 ($344 / month)
Home Facts
Beds3Total Finished SqFt1,300 SqFtAbove Grade Finished SqFt1,300 SqFtStories1Lot Size14,379 SqFtStyleSingle Family ResidenceYear Built1942ZoningR10006CountySAN MATEOAPN050-045-420Fireplace TypeHas Fireplace

Schools near 265 Chestnut Street

This home is within San Carlos Elementary School District.
Rating
School
Type
Grades
Distance
Arundel Elementary School
Public - K to 3
Tierra Linda Middle School
Public - 6 to 8
Carlmont High School
Public - 9 to 12
Arroyo School
Public - 4 to 5
Rating
School
Distance
Arundel Elementary School
PublicK to 3

Tierra Linda Middle School
Public6 to 8

Carlmont High School
Public9 to 12

Arroyo School
Public4 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of KW Advisors, Wilson Leung, DRE #01904259

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.