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$2,500,000 Just Listed
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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.
Full Property Details
Full Property Details for 265 Chestnut St
General
- Price: $2,500,000
- Status: Active
- Type: Single Family
- Source: RE_Infolink
- MLS ID: ML82029273
- Updated: 2/12/2026
- Added to Site: 1 day(s) ago
Interior
- Fireplace(s): Other
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Family Room: Other
Additional Information
- Extras: Not Applicable
Parking
- Garage Spaces: 1
- Parking Features: Other
Location
- Area: Cordes Etc.
- County: San Mateo
- Cross Streets: Hull Dr, Manzantia Ave
Heating & Cooling
- Cooling Type: Other
- Heating Type: Central Air (Forced Air)
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Public Utilities
Structural Information
- Construction: Detached
- Foundation: Other
- Roof: Other
- Square Feet: 1,300
- Year Built: 1942
Lot Features
- Lot Size (Acres): 0.3301
- Minimum Lot Size: 14379
- Lot Size (Sq. Ft.): 14,379
- Zoning: R10006
Listed by KW Advisors, Wilson Leung
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Schools
Schools serving 265 Chestnut St
School Districts:San Carlos Elementary School District, Sequoia Union High School District
| Name | Grades | Distance |
|---|---|---|
Arundel Elementary School 200 Arundel Road, San Carlos, CA 94070 | K-3 | 0.5 mi |
Mariposa Upper Elementary School 750 Dartmouth Avenue, San Carlos, CA 94070 | 4-5 | 1 mi |
Tierra Linda Middle School 750 Dartmouth Avenue, San Carlos, CA 94070 | 6-8 | 1 mi |
Carlmont High School 1400 Alameda de las Pulgas, Belmont, CA 94002 | 9-12 | 1.2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 265 Chestnut St
Date
Details
Price
Change
Source
2/12/2026
Listed
$2,500,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 265 Chestnut St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,190
2%
$244,219
2%
2024
$4,124
4%
$239,431
2%
2023
$3,978
2%
$234,737
2%
2022
$3,911
2%
$230,135
2%
2021
$3,822
2%
$225,623
1%
2020
$3,744
2%
$223,311
2%
2019
$3,669
3%
$218,933
2%
2018
$3,554
2%
$214,641
2%
2017
$3,474
3%
$210,433
2%
2016
$3,366
—
$206,307
2%
2015
$3,356
4%
$203,209
2%
2014
$3,216
5%
$199,229
—
2013
$3,058
—
$198,330
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 265 Chestnut St
265 Chestnut St, San Carlos, CA 94070 (MLS# ML82029273) is a Single Family property with 3 bedrooms and 1 full bathroom. 265 Chestnut St is currently listed for $2,500,000 and was received on February 12, 2026. Want to learn more about 265 Chestnut St? Do you have questions about finding other Single Family real estate for sale in San Carlos? You can browse all San Carlos real estate or contact a Coldwell Banker agent to request more information.

