265 Chestnut Street San Carlos, CA $ 2,500,000
265 Chestnut Street
$ 2,500,000
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265 Chestnut Street

San Carlos, CA, 94070
$ 2,500,000
Bedrooms3 Baths1.0 Sq 1,300

Monthly Estimate*

$ 15,393

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Single Family Home for sale in San Carlos, CA

for $2,500,000 with 3 bedrooms and 1 full bath. This 1,300 square foot home was built in 1942 on a lot size of 0.3301.

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.

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Single Family Active

Price

$ 2,500,000

Bedrooms

3

Full Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Detached

Lot Size

0.3301

Year Built

1942

Town/City

San Carlos

County/Region

San Mateo

MLS | Web ID

ML82040005

Features
General
Living Area 1300
Heating Forced Air
Cooling Other
Roof Other
Zoning R100
Garage Spaces 1
Year Built 1942
Stories Count 1
Levels One Story
Property Subtype Detached
County San Mateo
Property Type Residential
HOA false
Garage Y/N true
Full Baths 1
Status Active
City San Carlos
High School District Sequoia Union High
MLS Area Listing
Lot Size Square Feet 14379
Standard Status Active
Elementary School District San Carlos Elementary
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Interior
Interior Amenities Dining Area
Total Fireplaces 1
Fireplace Features Wood Burning
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Total Bedrooms 3
Total Baths 1
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Exterior
Parking Features Underground
Lot Size Area 14379.156
Foundation Details Other
Building Area Total 1300
Lot Size Acres 0.3301
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* Excluded Features
List By
Wilson Leung

Listing Agent

Kw Advisors

Broker

wilson@theownteam.com

Email

Affordability Calculator

$15,393
Per Month
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Monthly Principal & Interest
$15,393
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
4/28/2026$2,500,000 Listed Price

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265 Chestnut Street, San Carlos, CA, 94070 is a Single Family Home for sale at $2,500,000 with 1,300 sqft and a lot size of 0.3301. 265 Chestnut Street has 3 bedrooms, 1.0 baths, and was built in 1942. The property's zip code is 94070 which is in San Carlos, CA