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.
Property Details
Price:
$2,500,000
MLS #:
ML82040005
Status:
Active
Beds:
3
Baths:
1
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Apr 28, 2026
Finished Sq Ft:
1,300
Lot Size:
14,379 sqft / 0.33 acres (approx)
Year Built:
1942
See this Listing
Schools
School District:
Other
Interior
Bathrooms
1 Full Bathroom
Heating
CF
Exterior
Common Walls
NCW
Garage Spaces
1
Parking Spots
1
Parking Total
1
Roof
OTH
Financial
Map
Community
- Address265 Chestnut ST San Carlos CA
- CitySan Carlos
- CountySan Mateo
- Zip Code94070
Subdivisions in San Carlos
Market Summary
Current real estate data for Single Family in San Carlos as of May 06, 2026
72
Single Family Listed
49
Avg DOM
1,181
Avg $ / SqFt
$2,372,650
Avg List Price
Property Summary
- 265 Chestnut ST San Carlos CA is a Single Family for sale in San Carlos, CA, 94070. It is listed for $2,500,000 and features 3 beds, 1 baths, and has approximately 1,300 square feet of living space, and was originally constructed in 1942. The current price per square foot is $1,923. The average price per square foot for Single Family listings in San Carlos is $1,181. The average listing price for Single Family in San Carlos is $2,372,650.
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