Moe Arshad
Real Estate Source, Inc.
(650) 667-7805
17 Total Sales
1 in Cordes
$1,820,000 Price
Estimated Value: $2,214,514
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.
Last Buyer's Agent
Dan Fridman
Ektra Real Estate License #02223329
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Moe Arshad
Real Estate Source, Inc.
(650) 667-7805
17 Total Sales
1 in Cordes
$1,820,000 Price
Tim Proschold
Luxuriant Realty
(650) 753-7481
27 Total Sales
1 in Cordes
$1,715,000 Price
Bill Robertson
Coldwell Banker Realty
(562) 280-2922
72 Total Sales
1 in Cordes
$3,100,000 Price
Vickie Burgess
Realsmart Properties
(650) 744-3694
114 Total Sales
2 in Cordes
$2M - $2.7M Price Range
Sushama N. Thakker
Sushama Thakker, Broker
(650) 209-6105
36 Total Sales
1 in Cordes
$2,400,000 Price
Todd Montgomery
Compass
(650) 502-5427
205 Total Sales
1 in Cordes
$2,800,000 Price
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 06/02/2026 06/02/26 | Sold | $2,165,000 | -13.4% | $1,665 / Sq Ft |
| 05/12/2026 05/12/26 | Pending | -- | -- | -- |
| 04/28/2026 04/28/26 | For Sale | $2,500,000 | -- | $1,923 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $4,190 | $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 |
Seller's Agent in 2026
Wilson Leung
KW Advisors
(415) 828-7809
1 in this area
10 Total Sales
DF
Buyer's Agent in 2026
Dan Fridman
Ektra Real Estate
Source: MLSListings
MLS Number: ML82040005
APN: 050-045-420
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