Skip to main content
San Carlos, CA

$2,899,000

580590 Chestnut Street, San Carlos, CA
7
Beds
5
Baths
4,800
Sq Ft
1946
Built
1
Days listed

About this home

**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.

Facts & features

Interior
Bedrooms
7
Bathrooms
5 full
Living area
4,800 sq ft
Fireplace
Wood Burning
Heating
Central
Cooling
Central Air
Laundry
In Garage
Exterior & lot
Lot size
0.127 acres (5,510 sq ft)
Year built
1946
Parking spaces
2
Community
Area
699 - Not Defined
County
San Mateo
Listing details
Status
Active
Property type
Single Family Residence
Days on market
1
Listed
2026-07-22
Parcel #
050061110
MLS #
ML82055159
Listed by
Bonafede Team · Compass

Price history

Listed
$2,899,000 · 2026-07-22
Days on market
1
Current price
$2,899,000
Financing

Could this home be yours?

Estimated monthly payment
$18,186
$14,659 principal & interest · $3,527 taxes & insurance
$579,800
Estimate only
Loan $2,319,200

Estimates only and not a loan offer. Property tax and insurance vary by location. Get pre-qualified below for your actual rate and payment.

Qualify for this home

Get pre-qualified with Your Agent and see your real rate and payment — no obligation.

Own a home?

What's your home worth?

Estimated value range nearby
$7,653,429$8,984,460

A rough estimate from current nearby price-per-square-foot — not an appraisal. A precise valuation considers condition, upgrades and recent sales.

Get a free home valuation

Thinking of selling? Your Agent will prepare an accurate, no-obligation valuation and selling consultation.

Similar homes in San Carlos

See all homes in San Carlos

Listing data provided by CRMLS

Listing courtesy of Compass. © 2026. The multiple listing data appearing on this website is owned and copyrighted by California Regional Multiple Listing Service, Inc. ("CRMLS") and is protected by all applicable copyright laws. Information provided is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. All data, including but not limited to 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. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. Last updated July 26, 2026 Equal Housing Opportunity.

Thinking about a move? Your Agent can help — get tailored listings & honest advice.