53 E 39th Avenue, San Mateo, California 94403, San Mateo, 94403 - bed, bath

53 E 39th Avenue, San Mateo, California 94403 home-pic-0
ACTIVE$1,999,888
53 E 39th Avenue, San Mateo, California 94403
0Bed
0Bath
2,962Sqft
9,688Lot
Year Built
1935
Close
-
List price
$2M
Original List price
$2M
Price/Sqft
$675
HOA
-
Days on market
-
Sold On
-
MLS number
ML82014377
Home ConditionFair
Features
Patio
View-

About this home

We found 3 Cons,5 Pros. Rank: price - $2.00M(50th), sqft - 2962(50th), beds - undefined(50th), baths - undefined(50th).

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.

Price History

Date
Event
Price
10/23/25
Listing
$1,999,888
Condition Rating
Fair

Built in 1935, this property is well-maintained but shows its age in key areas. While the description mentions 'updated kitchens' and 'hardwood flooring,' the images reveal kitchens with older-style white cabinetry, basic countertops, and a mix of dated white and newer stainless steel appliances, suggesting a refresh rather than a modern renovation. The flooring is a mix of tile and what appears to be laminate/engineered wood, not consistent hardwood. The property is functional and move-in ready, but the kitchens and likely the bathrooms (no images provided) are stylistically outdated and would benefit from cosmetic updates to meet current market expectations. Major systems are not detailed, and given the property's age, they may require future attention.
Pros & Cons

Pros

Income-Generating Duplex: This versatile property is explicitly designed as a duplex, offering significant opportunities for investors, multi-generational living, or owner-occupants seeking additional rental income.
Prime San Mateo Location: Situated on a quiet, tree-lined street, the property boasts proximity to Hillsdale Shopping Center, Caltrain, top-rated schools, and major highways (92, 101, El Camino Real), enhancing convenience and long-term value.
Well-Maintained & Updated Interiors: The interiors are described as bright and well-maintained, featuring hardwood flooring and updated kitchens throughout, reducing immediate renovation needs for a new owner.
Individual Unit Amenities: Each unit benefits from its own private entrance, garage, indoor laundry, and access to outdoor yard space, providing enhanced privacy and appeal for tenants or multi-generational living.
Generous Lot Size & Private Yards: With a substantial lot size of 9688 sqft and oversized private backyards for each unit, the property offers valuable outdoor space and potential for additional cash flow.

Cons

Age of Property: Built in 1935, the property's age may imply potential for older infrastructure (e.g., plumbing, electrical, foundation) that could require significant maintenance or upgrades not explicitly detailed as updated.
Lack of Specific System Updates: While kitchens are updated, the description lacks specific details regarding the condition or recent updates of major systems such as HVAC, roofing, or windows, which could be a concern for a property of this vintage.
Undefined School District Information: The high school district is listed as 'Other' and the MLS area as 'Not Defined', which might necessitate further investigation for buyers prioritizing specific school zones or detailed neighborhood data.

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