The Boyenga Team | Silicon Valley REALTORS®

San Mateo Real Estate

(CONTINUED)

came to San Mateo in 1849. De Peyster created what would be the first business enterprise in San Mateo when he opened a stagecoach stop in the now abandoned mission outpost. By opening this business, de Peyster established what would be the main road through San Mateo. In May 1861, under the direction of Charles B. Polhemus, the construction of a railroad to link San Francisco with San Jose began. The track was completed in January 1864 and the first service through San Mateo was on October 17, 1863. The train made the trip from San Francisco to San Mateo in thirty-seven minutes. With Polhemus in the role of director of railroad construction, the decision about where the central business district would be located lay in his hands. The first building to be erected near the tracks was the train station, but it wasn't long before buildings began springing up in the area of Main Street and Railroad Avenue. This was the beginning of downtown San Mateo. The opening of railroad service in San Mateo attracted many wealthy San Franciscans to the area. San Mateo became an ideal place for building summer and weekend homes for people who worked in San Francisco. These estates were built for some of the most powerful people in the West. The resulting population that developed in San Mateo was largely made up of people employed in the service of these great mansions. During this period, the wealthy estate owners bought up large parcels of land, keeping the majority of San Mateo property owned by a few families. During this period, there were some families that established their own wealth through enterprises in the area. One of the most successful of these businesses was the building company owned by the Wisnom family. Robert Wisnom became the best known builder during this era and he is credited for erecting many buildings in San Mateo.

San Mateo Homes for Sale

All Listings $500,000 - $600,000 $600,000 - $700,000
$700,000 - $800,000 $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000
New
2141 Meadow View Pl, SAN MATEO
  • Single Family Residential
  • 2 Beds
  • 2 Baths
  • 1,076 SqFt

2141 Meadow View Pl, SAN MATEO

$1,187,000
New
226 N Kingston St, SAN MATEO
  • Single Family Residential
  • 3 Beds
  • 2 Baths
  • 1,420 SqFt

226 N Kingston St, SAN MATEO

$1,398,000
New
119 E Poplar Ave, SAN MATEO
  • Multi-Residential
  • 0 Beds
  • 0 Baths
  • 2,490 SqFt

119 E Poplar Ave, SAN MATEO

$1,598,000
New
833 N Humboldt St 314, SAN MATEO
  • Condo / Townhome
  • 1 Beds
  • 1 Baths
  • 693 SqFt

833 N Humboldt St 314, SAN MATEO

$605,000
New
119 N Claremont St, SAN MATEO
  • Single Family Residential
  • 3 Beds
  • 4 Baths
  • 1,740 SqFt

119 N Claremont St, SAN MATEO

$1,497,888
815 N Humboldt St 209, SAN MATEO
  • Condo / Townhome
  • 2 Beds
  • 1 Baths
  • 839 SqFt

815 N Humboldt St 209, SAN MATEO

$729,000
1022 E Santa Inez Ave, SAN MATEO
  • Single Family Residential
  • 2 Beds
  • 1 Baths
  • 990 SqFt

1022 E Santa Inez Ave, SAN MATEO

$989,000
222 8th Ave 302, San Mateo
  • Condo / Townhome
  • 2 Beds
  • 2 Baths
  • 1,538 SqFt

222 8th Ave 302, San Mateo

$1,495,000
217 8th Ave 203, SAN MATEO
  • Condo / Townhome
  • 2 Beds
  • 2 Baths
  • 1,321 SqFt

217 8th Ave 203, SAN MATEO

$1,000,000
209 Ryder St, SAN MATEO
  • Single Family Residential
  • 4 Beds
  • 2 Baths
  • 1,490 SqFt

209 Ryder St, SAN MATEO

$1,608,000
369 N Claremont St 3, SAN MATEO
  • Condo / Townhome
  • 2 Beds
  • 2 Baths
  • 1,448 SqFt

369 N Claremont St 3, SAN MATEO

$1,149,000
425 N El Camino Real 203, SAN MATEO
  • Condo / Townhome
  • 2 Beds
  • 2 Baths
  • 1,324 SqFt

425 N El Camino Real 203, SAN MATEO

$840,000

MLSListings Inc Logo Based on information from MLSListings MLS as of September 16th, 2025 at 4:40am PDT.
All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS.
All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

What's Your Home Worth? Find out now, for Free.

Let's Go