53 E 39th Ave

$1,999,888
Price
Beds
Baths
2,962 Sq. Ft.
$675 / Sq. Ft.
2,962
Sq. Ft.
$675
per Sq. Ft.

Description

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...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.
  1. Listed by Hilary Saunders • DRE #02014153 • Brokerage DRE #02014153 • Sterling Ventures • 415-525-4913

Property Details for 53 East 39th Avenue

MLS City Name
SAN MATEO
Building Type
DUPLEX
Garage Spaces
0
Parking Spaces
4
LISTING UPDATED: 11/26/2025 09:40 AM

Property Details for 53 East 39th Avenue

StatusActive
MLS #ML82014377
Days on Compass51
Taxes$17,647 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeRESIDENTIAL INCOME / DUPLEX
Year Built1935
Lot Size0.22 AC / 9,688 SF
CountySan Mateo County

Location

Listing Courtesy of Sterling Ventures, Hilary Saunders, DRE #02014153
Add your commute

Building Information for 53 East 39th Avenue

Stories1Residences2Year Built1935Building Size-Lot Size0.22 AC / 9,688 SF

Payment Calculator

$11,353 per month

30 year fixed, 6.28% Interest

Principal and Interest

$9,882

Property Taxes

$1,471

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 53 East 39th Avenue

Features
Features
  • Fireplace: No
  • Living SqFt: 2962
  • Pool: No
  • Security Features: Other
  • Special Features: Other
Utilities
  • Cooling: Ceiling Fan
  • Heating: Forced Air
  • Meters: Separate Electric, Separate Gas, Separate Water
  • Sewer Septic: Sewer - Public
  • Utilities: Public Utilities
  • Water: Public
Carport and Parking
  • Carport Min: 4
Garage
  • Garage and Parking: Assigned Spaces, On Street
Property Details
Homeowners Association
  • HOA Exists: 0
  • HOA Fee: $0
Property Details
  • Area Text: San Mateo Village/Glendale Village
  • Roof: Composition
  • Subclass: Duplex
  • Year Built Source: Assessor
  • Street Number: 53
  • Street Name: 39th
  • Street Direction Prefix: East
  • Street Suffix: Avenue
  • Area ID: 423
Lot / Property Details
Building Information
  • Number Of Stories: 1
  • Number of Buildings: 1
  • Structure SqFt: 2962
  • Structure SqFt Source: Assessor
  • Age: 90
Development Information
  • Zoning Detail: R3
Location Information
  • Parcel Number: 040-071-100
  • County Name: San Mateo
  • City Name: SAN MATEO
  • City Postal ID: 62
  • Postal Code: 94403
  • Elementary School: 635
  • Elementary School District: 938
  • Middle School Text: Abbott Middle
  • High School District Text: San Mateo Union High
  • High School Text: Hillsdale High
Lot Information
  • Foundation: Sealed Crawlspace
  • Horse Property: No
  • Lot Acres: .22
  • Lot Size Area Maximum Units: Square Feet
  • Lot Size Area Minimum Units: Square Feet
  • Lot Size Source: Assessor
Multi Family Information
Building Information
  • No Of Leased: 2
General Information
  • Annual Tax Amount: $17,647
  • Building Unit Total: 2
  • Capitalization Rate: 2.83
  • Tenant Expenses: Utilities - Electric, Utilities - Gas, Utilities - Water
  • Income Includes: Rents
  • Vacancy Factor: 3
Income / Expense Details
  • Expense Insurance: $2,000
  • Expense Landscape: $0
  • Expense Maintenance: $1,000
  • Expense Management: $0
  • Expense Trash: $3,000
  • Expenses Other: $0
  • Expenses Utility: $0
  • Expenses Total: $23,647
  • Operating Expenses Include: Other
  • Gross Rent Multiplier: 24.15
  • Income Annual Gross: $80,316
  • Income Annual Rental: $82,800
  • Income Gross Scheduled: $82,800
  • Income Other: $0
Unit 1 Information
  • Unit 1 Full Bathrooms: 2
  • Unit 1 Number of Bedrooms: 3
  • Unit 1 Rent: $3,500
Unit 2 Information
  • Unit 2 Full Bathrooms: 1
  • Unit 2 Number of Bedrooms: 2
  • Unit 2 Rent: $3,400

Property History for 53 East 39th Avenue

DateEvent & SourcePriceAppreciation
Oct 23, 2025

Listed (Active)

EBRD #ML82014377

$1,999,888
Oct 23, 2025

Listed (Active)

MLSListings #ML82014377

$1,999,888
Aug 31, 2007

Sold

RESFAR #80741352

$975,000
Aug 31, 2007

Sold

EBRD #ML80741352

$975,000
Aug 31, 2007

Sold

MLSListings #ML80741352

$975,000
Aug 27, 2007

Sold (Public Record)

Public Record #225736176

$975,000
Jul 25, 2007

Pending

MLSListings #ML80741352

Jul 25, 2007

Pending

EBRD #ML80741352

Jul 25, 2007

Pending

RESFAR #80741352

Jul 24, 2007

Listed (Active)

EBRD #ML80741352

$949,000
Jul 24, 2007

Listed (Active)

RESFAR #80741352

$949,000
Jul 24, 2007

Listed (Active)

MLSListings #ML80741352

$949,000
Aug 31, 2000

Sold

MLSListings #ML80034858

$550,000
Aug 31, 2000

Sold

EBRD #ML80034858

$550,000
Aug 31, 2000

Sold

RESFAR #80034858

$550,000
Aug 10, 2000

Pending

EBRD #ML80034858

Aug 10, 2000

Pending

RESFAR #80034858

Aug 10, 2000

Pending

MLSListings #ML80034858

Aug 8, 2000

Listed (Active)

RESFAR #80034858

$550,000
Aug 8, 2000

Listed (Active)

MLSListings #ML80034858

$550,000
Aug 8, 2000

Listed (Active)

EBRD #ML80034858

$550,000
DateEvent & SourcePrice
10/23/2025

Listed (Active)

EBRD #ML82014377

$1,999,888
10/23/2025

Listed (Active)

MLSListings #ML82014377

$1,999,888
08/31/2007

Sold

RESFAR #80741352

$975,000
08/31/2007

Sold

EBRD #ML80741352

$975,000
08/31/2007

Sold

MLSListings #ML80741352

$975,000
08/27/2007

Sold (Public Record)

Public Record #225736176

$975,000
07/25/2007

Pending

MLSListings #ML80741352

07/25/2007

Pending

EBRD #ML80741352

07/25/2007

Pending

RESFAR #80741352

07/24/2007

Listed (Active)

EBRD #ML80741352

$949,000
07/24/2007

Listed (Active)

RESFAR #80741352

$949,000
07/24/2007

Listed (Active)

MLSListings #ML80741352

$949,000
08/31/2000

Sold

MLSListings #ML80034858

$550,000
08/31/2000

Sold

EBRD #ML80034858

$550,000
08/31/2000

Sold

RESFAR #80034858

$550,000
08/10/2000

Pending

EBRD #ML80034858

08/10/2000

Pending

RESFAR #80034858

08/10/2000

Pending

MLSListings #ML80034858

08/08/2000

Listed (Active)

RESFAR #80034858

$550,000
08/08/2000

Listed (Active)

MLSListings #ML80034858

$550,000
08/08/2000

Listed (Active)

EBRD #ML80034858

$550,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 53 East 39th Avenue

Taxable ValueLand$640,334Additions$640,334Total$1,280,668
Tax Record2024$17,647 ($1,471 / month)
Home Facts
Baths3Total Finished SqFt2,962 SqFtAbove Grade Finished SqFt2,962 SqFtStories1Lot Size9,688 SqFtStyleDuplexYear Built1935Year Renovated1948ZoningR30000CountySAN MATEOAPN040-071-100Fireplace TypeHas Fireplace

Schools near 53 East 39th Avenue

This home is within San Mateo Union High School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 5
Rating
School
Distance
George Hall Elementary School
PublicK to 5

Abbott Middle School
Public6 to 8

Hillsdale High School
Public9 to 12

Beach Park Elementary
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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53 East 39th Avenue is a multi-family home for sale in San Mateo, CA 94403. This property was listed for sale on October 23, 2025 by Sterling Ventures, it's currently listed at $1,999,888. It has been on the market for a total of 51 days and was last sold on August 31, 2007. This listing's school districts are San Mateo-Foster City School District, San Mateo Union High School District. Nearby schools include George Hall Elementary School, Abbott Middle School and Hillsdale High School. 53 East 39th Avenue is a 0-bed, 0-bath, 2,962 sqft multi-family home built in 1935.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Sterling Ventures, Hilary Saunders, DRE #02014153

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.