Welcome to 53-55 E 39th Street, a rare and spacious duplex located in the heart of San Mateo. This versatile property offers an incredible opportunity for investors, multi-generational living, or owner-occupants seeking additional rental income. The front unit features 3 bedrooms and 2 bathrooms with a generous layout ideal for a family or primary residence, while the rear unit offers 2 bedrooms and 1 bathroom, perfect for a small family. Each unit enjoys its own private entrance, garage, indoor laundry, and access to outdoor yard space. Interiors are bright and well-maintained, with hardwood flooring and updated kitchens throughout. Not to mention each unit has its own oversized back yard, bringing in additional cashflow for investors. Located on a quiet, tree-lined street just minutes from Hillsdale Shopping Center, Caltrain, top-rated schools, and an array of dining and retail options, this property offers a perfect blend of comfort, convenience, and long-term value. Easy access to Highways 92, 101, and El Camino Real makes commuting a breeze. Whether you're looking to live in one unit and rent the other, or add a high-quality asset to your real estate portfolio, 53 E 39th Street presents a rare and rewarding opportunity in one of the Peninsulas most desirable locations.
Listed by Hilary Saunders
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License #02014153
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Sterling Ventures
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415-525-4913
Last updated November 26, 2025
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Source: MLSListings #ML82014377
Listing Facts
TypeMulti-family
NeighborhoodSan Mateo Village
Days on Prevu54
Taxes$17,647/year
Size2,962 sqft
Price per sqft$675
Amenities
Pets Allowed
Parking
Location
Mortgage Calculator
Listing History
10/30/2025
Status changed to Active
$1,999,888
10/25/2025
Status changed to Removed from Feed
$1,999,888
10/24/2025
Status changed to Active
$1,999,888
10/24/2025
Status changed to Removed from Feed
$1,999,888
10/23/2025
Listed by Sterling Ventures
$1,999,888
Property Details for 53 E 39th Avenue
Exterior
Construction
Number Of Units Total: 2
Roof: Composition
Stories: 1
Year Built: 1935
Year Built Details: 2
Measurements
Building Area Total: 2,962
Lot Size Acres: 0.22
Lot Size Area: 9,688
Lot Size Source: Assessor
Lot Size Square Feet: 9,688
Lot Size Units: Square Feet
Financial
Residential Income
Cap Rate: 2.83
Gross Income: $80,316.00
Operating Expense Includes: Other
Taxes
Parcel Number: 040-071-100
Tax Annual Amount: $17,647.00
Interior
Measurements
Living Area: 2,962
Other
Features
Accessibility Features: Other
Parking
Parking
Carport Spaces: 4
Carport: Yes
Parking Features: Assigned Spaces, On Street
Parking Total: 4
Schools
Elementary School
Elementary School: George Hall Elementary
Elementary School District: San Mateo-Foster City Elementary
High School
High School: Hillsdale High
High School District: San Mateo Union High
Middle or Junior School
Middle Or Junior School: Abbott Middle
Utilities
Equipment
Cooling: Ceiling Fan
Heating: Forced Air
Sewer: Public Sewer
Utilities: Public Utilities, Water - Public
Water Source: Public
Frequently Asked Questions
How many bedrooms does this multi-family home have?
There is bedrooms in this multi-family home at 53 E 39th Avenue.
What schools are nearby to 53 E 39th Avenue?
Nearby schools include the George Hall Elementary, Abbott Middle, and Hillsdale High.
Does this multi-family home have parking?
Yes, there are 4 parking spaces available for 53 E 39th Avenue.
What are the annual taxes for 53 E 39th Avenue?
Annual taxes for this multi-family home are estimated at $17,647.
What is the square footage on this multi-family home?
According to the MLS, this listing is 2,962 sqft.
53 E 39th Avenue is a -bedroom multi-family home for sale in San Mateo CA 94403. On Prevu for 54 days at $1,999,888. This home features 2,962 square feet of living space, located in San Mateo. The median listing price for multi-family homes in this area is $1,402,500. Nearby schools include George Hall Elementary, Abbott Middle, and Hillsdale High. The home offers pets allowed and parking. Browse more multi-family home listings in San Mateo.
Based on information from MLSListings™️ and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.
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