21 E 39th Ave, San Mateo, CA 94403
Property image
Property image
OFF MARKET

$2,035,900

Trulia Estimate
as of Oct 31, 2026
  • 2 Beds
  • 1 Bath

21 E 39th Ave, San Mateo, CA 94403

San Mateo Village

Home Highlights

Single-Family Home
Attached Garage

Local Information

  • Map ViewExplore the area around 21 E 39th Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Quiet owner-occupied duplexAdditional driveway parking available
2-bedroom, 1-bath unit in a quiet, owner-occupied duplex on a residential street in San Mateo Village.

Parking: 1-car attached garage included at no extra charge. Additional driveway parking available.

Nearby:
Mollie Stone's Market 3 blocks
Whole Foods ~1 mile
George Hall Elementary 5-minute walk
Hillsdale Shopping Center 2-minute drive
Roblox HQ ~1miles
SamTrans bus stop at El Camino & 39th on your block
Hillsdale Caltrain ~1 mile

Renter is responsible for PG&E (gas and electric), water, and trash. Sewer is landlord-paid.
Security deposit: $4,000. 12-month lease required.
Credit and background check required before approval.
Cats and small dogs welcome with additional monthly pet rent. No smoking on the property.
Late fee of $170 applies if rent is received after the 5th of the month. NSF fee of $25 for first returned check, $35 thereafter.
Garage parking included at no additional cost.
Tenant is responsible for general upkeep and cleanliness of the unit, including keeping the front yard and driveway clean.

Aviable for tour in mid to late March. Please reach out to schedule a showing.
21 E 39th Ave, San Mateo, CA 94403 is a 2 bedroom, 1 bathroom single-family home in San Mateo Village. It last sold for $1,400,000 on Jun 14, 2021 (39,900% above the $3,500 asking price). More recently, it was listed as a rental in March 2026 with an asking price of $3,500 per month. That rental listing was removed on March 19, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,035,900, with a rent estimate of $3,415/month.

Home Details for 21 E 39th Ave

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DryerWasher

Exterior Features

Parking & Garage
Parking: Attached Off Street, On Site

Comparable Sales for 21 E 39th Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3605 Pacific Blvd, San Mateo, CA
0.21
Single-Family Home
$1,350,000
01/12/26
2
1
940 sqft
55 Burbank Ave, San Mateo, CA
0.24
Single-Family Home
$1,380,000
03/17/26
2
1
910 sqft
3801 Orinda Dr, San Mateo, CA
0.28
Single-Family Home
$1,620,000
08/07/26
2
1
1,000 sqft
18 Culver Ct, San Mateo, CA
0.32
Single-Family Home
$1,600,000
11/26/25
2
1
1,100 sqft
3920 Regan Dr, San Mateo, CA
0.33
Single-Family Home
$1,575,000
06/05/26
2
1
860 sqft
73 Poinsettia Ave, San Mateo, CA
0.36
Single-Family Home
$1,510,000
09/29/26
2
1
1,050 sqft
208 San Miguel Way, San Mateo, CA
0.36
Single-Family Home
$1,140,000
11/11/25
2
1
950 sqft
345 E 39th Ave, San Mateo, CA
0.40
Single-Family Home
$1,300,000
12/15/25
2
1
860 sqft
925 North Rd, Belmont, CA
0.42
Single-Family Home
$1,540,000
04/30/26
2
1
1,100 sqft
197 41st Ave, San Mateo, CA
0.43
Single-Family Home
$1,490,000
03/19/26
2
1
1,300 sqft

Nearby homes

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Price and Tax history

DateEventPrice
Mar 19, 2026
Source: Zillow Rentals
ListingRemoved
$3,500
Mar 3, 2026
Source: Zillow Rentals
Listed For Rent
$3,500
Nov 28, 2021
Source: Zillow Rental Manager
ListingRemoved
Oct 28, 2021
Source: Zillow Rental Manager
Listed For Rent
$3,300
Oct 9, 2021
Source: Zillow Rental Manager
ListingRemoved

Around this home

Neighborhood Overview

San Mateo Village
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about San Mateo Village

This October

Trick-or-Treat Score

Built from what locals say about San Mateo Village.
  • 91% say there are sidewalks
  • 88% say there's holiday spirit
  • 51% say neighbors are friendly
Trulia Trick or TreatStart Ghost Hunt
At least 18 Trulia users voted on each feature.

  • 91 % Say there are sidewalks

  • 88 % Say there's holiday spirit

  • 85 % Say parking is easy

  • 83 % Say kids play outside

  • 83 % Say it's dog friendly

  • 79 % Say people would walk alone at night

  • 77 % Say streets are well-lit

  • 72 % Say it's walkable to restaurants

  • 68 % Say yards are well-kept

  • 68 % Say it's quiet

  • 67 % Say car is needed

  • 65 % Say they plan to stay for at least 5 years

  • 56 % Say it's walkable to grocery stores

  • 51 % Say neighbors are friendly

  • 43 % Say there's wildlife

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Paul
    "We’ve lived here since May 2020 and love it here. Very kid and dog friendly neighborhood. Lots of young families here or people who’ve been here generations. It has a middle class feel to it, in all the right ways."
    0
    Flag
  • Trulia User
    "This is a very dog friendly neighborhood and people are friendly too. Many people walking late at night, very safe place to walk."
    0
    Flag
  • Unspecified
    "Very safe neighborhood! Also close enough to downtown, shopping and restaurants that you can walk to some and 2 min drive to others. Feels like a strong community."
    0
    Flag
  • Unspecified
    "People go all out decorating for holidays, it’s fun and safe to walk around and see all the decorations"
    3
    Flag
  • Unspecified
    "I work in downtown San Mateo and live in the village. Easy commute, 5-10min tops with traffic. Awesome food options all over San Mateo close to the village neighborhood"
    0
    Flag
  • Akubovcik
    "I've lived here for 23 years. Hilldale shopping center is within walking distance, so is Caltrain, Bay Meadows shopping districe. Very nice neighbors."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 E 39th Ave

  • What is 21 E 39th Ave estimated to be worth?
    Trulia's estimated value for 21 E 39th Ave in San Mateo, CA is $2,035,900.
  • What is the price history for 21 E 39th Ave?
    21 E 39th Ave in San Mateo, CA last sold for $1,400,000 in June 2021.
  • Is San Mateo a buyer's or seller's market?
    San Mateo is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in San Mateo?
    The median sale price in San Mateo is $1.68M. That is down $56.17K from the prior month.
  • Does 21 E 39th Ave have laundry facilities?
    Yes, 21 E 39th Ave in San Mateo, CA has in-unit laundry.
  • Does 21 E 39th Ave have parking?
    Yes, 21 E 39th Ave in San Mateo, CA has on-site parking.

Homes for rent near 21 E 39th Ave

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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