Refine Search
Sort by
$2,899,000
7 Beds 5 Baths ML82055159 MLS
**APPOINTMENT ONLY - PLEASE DO NOT DISTURB OCCUPANTS** Exceptional investor/development opportunity in the heart of San Carlos! Set on a prime corner lot this property presents a rare two-address configuration on one parcel. Featuring a 6BD/4BA main house at 590 Chestnut with a separate 1BD/1BA apartment at 580 Chestnut. Currently operating as an assisted care facility, the property offers immediate functional use with long-term potential for an investor, developer, or owner-user seeking a flexible asset in a highly desirable location. Just moments from vibrant downtown San Carlos, Laurel St. shops and restaurants, Caltrain, and Sequoia Hospital. The property also enjoys convenient access to a variety of community amenities, including the San Carlos Adult Community Center, City Hall, the San Carlos Library, Police Department, Burton Park, the San Carlos Dog Park, and the San Carlos Youth Center, all within approximately a five-minute walk. A rare chance to acquire a flexible property in a coveted San Carlos setting.

580-590 Chestnut ST, San Carlos

Listed by Bonafede Team, 831.210.0953 from Compass
(If provided) CoList: from

$1,500,000
3 Beds 2 Baths ML82049507 MLS
First acceptable bid will be accepted. San Mateo County Public Administrators Sale. Opportunity to restore and reimagine this property in the desirable San Carlos Hills. Located on a private lane near Arguello Park, this spacious 4-bedroom, 2.5-bath home offers hillside views, generous living spaces, and a functional floor plan with tremendous upside potential. The property appears to be predominantly original and may require updating and repairs, making it ideal for buyers seeking a project opportunity. Features include spacious rooms, a private backyard setting, and an oversized two-car garage. Enjoy a convenient location near downtown San Carlos, Laurel Street shops and restaurants, Caltrain, Hwy 101, 280, and major employment centers. Property to be sold strictly AS-IS. Buyer to verify all information, including condition, square footage, permits, usage, schools, and zoning to their satisfaction with appropriate professionals and the City. Rare opportunity to transform a property in one of San Carlos most sought-after neighborhoods.

34 Cottage LN, San Carlos

Listed by Steven Karp, 650-861-2292 from California Realty
(If provided) CoList: from

board logoThe data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Fine Group Real Estate are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
Based on information from MLSListings MLS as of . All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.


Copyright 2026 MLSListings Inc. All rights reserved