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 $800,000 - $900,000 $900,000 - $1,000,000
Over $1,000,000
New
1420 Young St, SAN MATEO
  • Single Family Residential
  • 3 Beds
  • 1 Baths
  • 1,000 SqFt

1420 Young St, SAN MATEO

$1,175,000 ↓ $575,000
New
444 Villa Ter, SAN MATEO
  • Multi-Residential
  • 0 Beds
  • 0 Baths
  • 3,607 SqFt

444 Villa Ter, SAN MATEO

$2,495,000
New
711 S Bayshore Blvd 23, SAN MATEO
  • Condo / Townhome
  • 2 Beds
  • 1 Baths
  • 740 SqFt

711 S Bayshore Blvd 23, SAN MATEO

$649,000
New
1708 Newbridge Ave, SAN MATEO
  • Single Family Residential
  • 2 Beds
  • 1 Baths
  • 820 SqFt

1708 Newbridge Ave, SAN MATEO

$998,000
305 Catalpa St, SAN MATEO
  • Multi-Residential
  • 0 Beds
  • 0 Baths
  • 2,623 SqFt

305 Catalpa St, SAN MATEO

$1,495,000
2069 Shoreview Ave, SAN MATEO
  • Single Family Residential
  • 2 Beds
  • 1 Baths
  • 820 SqFt

2069 Shoreview Ave, SAN MATEO

$1,095,000
1100 Norton St, SAN MATEO
  • Residential Lots and Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

1100 Norton St, SAN MATEO

$1,400,000
223 S Humboldt St, SAN MATEO
  • Single Family Residential
  • 4 Beds
  • 2 Baths
  • 1,510 SqFt

223 S Humboldt St, SAN MATEO

$1,598,000
808 N Delaware St, SAN MATEO
  • Condo / Townhome
  • 2 Beds
  • 2 Baths
  • 1,152 SqFt

808 N Delaware St, SAN MATEO

$950,000
252 N Fremont St, SAN MATEO
  • Single Family Residential
  • 3 Beds
  • 1 Baths
  • 1,050 SqFt

252 N Fremont St, SAN MATEO

$1,325,000
315-327 Grand Blvd, SAN MATEO
  • Multi-Residential
  • 0 Beds
  • 0 Baths
  • 6,369 SqFt

315-327 Grand Blvd, SAN MATEO

$4,833,000 ↓ $62,000
902 Peninsula Ave 205, SAN MATEO
  • Condo / Townhome
  • 1 Beds
  • 1 Baths
  • 693 SqFt

902 Peninsula Ave 205, SAN MATEO

$588,000 ↓ $10,000

MLSListings Inc Logo Based on information from MLSListings MLS as of November 6th, 2025 at 5:55am 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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