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53 E 39th AvenueSan Mateo, CA 94403

For Sale

$1,999,888

Smart Buyer Rebate $19,999

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

·

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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.