The Boyenga Team | Silicon Valley REALTORS®

San Mateo Real Estate

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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 Over $1,000,000
New
222 8th Ave 306, San Mateo
  • Condo / Townhome
  • 2 Beds
  • 2 Baths
  • 1,579 SqFt

222 8th Ave 306, San Mateo

$1,495,000
New
31 Tidal Way, SAN MATEO
  • Condo / Townhome
  • 4 Beds
  • 3 Baths
  • 1,983 SqFt

31 Tidal Way, SAN MATEO

$1,499,000
New
808 Kathryne Ave, San Mateo
  • Single Family Residential
  • 2 Beds
  • 1 Baths
  • 820 SqFt

808 Kathryne Ave, San Mateo

$1,088,000
New
240 N Humboldt St, San Mateo
  • Single Family Residential
  • 2 Beds
  • 1 Baths
  • 970 SqFt

240 N Humboldt St, San Mateo

$1,180,000
New
111 9th Ave 105, SAN MATEO
  • Condo / Townhome
  • 3 Beds
  • 3 Baths
  • 1,620 SqFt

111 9th Ave 105, SAN MATEO

$1,200,000
436 Turner Ter, SAN MATEO
  • Single Family Residential
  • 4 Beds
  • 3 Baths
  • 2,993 SqFt

436 Turner Ter, SAN MATEO

$1,995,000
436 Turner Ter, SAN MATEO
  • Multi-Residential
  • 0 Beds
  • 0 Baths
  • 2,993 SqFt

436 Turner Ter, SAN MATEO

$1,995,000
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

$799,000
555 Laurel Ave 614, SAN MATEO
  • Condo / Townhome
  • 3 Beds
  • 3 Baths
  • 2,510 SqFt

555 Laurel Ave 614, SAN MATEO

$3,250,000
320 Peninsula Ave 409, San Mateo
  • Condo / Townhome
  • 2 Beds
  • 2 Baths
  • 930 SqFt

320 Peninsula Ave 409, San Mateo

$719,000
229 N Humboldt St, SAN MATEO
  • Multi-Residential
  • 0 Beds
  • 0 Baths
  • 3,328 SqFt

229 N Humboldt St, SAN MATEO

$1,798,888
126 N Ellsworth Ave, SAN MATEO
  • Multi-Residential
  • 0 Beds
  • 0 Baths
  • 3,663 SqFt

126 N Ellsworth Ave, SAN MATEO

$2,300,000

MLSListings Inc Logo Based on information from MLSListings MLS as of January 28th, 2026 at 10:25pm PST.
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.

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