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 Over $1,000,000
177 N El Camino Real 34, SAN MATEO
  • Condo / Townhome
  • 1 Beds
  • 1 Baths
  • 710 SqFt

177 N El Camino Real 34, SAN MATEO

$500,000
802 N Delaware St 409, SAN MATEO
  • Condo / Townhome
  • 1 Beds
  • 1 Baths
  • 693 SqFt

802 N Delaware St 409, SAN MATEO

$528,000 ↓ $10,000
430 Grand Blvd 3, SAN MATEO
  • Condo / Townhome
  • 1 Beds
  • 1 Baths
  • 710 SqFt

430 Grand Blvd 3, SAN MATEO

$529,000 ↓ $14,000
828 N El Camino Real 9, SAN MATEO
  • Condo / Townhome
  • 1 Beds
  • 1 Baths
  • 873 SqFt

828 N El Camino Real 9, SAN MATEO

$549,000
847 Woodside Way 218, SAN MATEO
  • Condo / Townhome
  • 2 Beds
  • 1 Baths
  • 847 SqFt

847 Woodside Way 218, SAN MATEO

$595,000
1 Baldwin Ave 323, SAN MATEO
  • Condo / Townhome
  • 2 Beds
  • 2 Baths
  • 1,429 SqFt

1 Baldwin Ave 323, SAN MATEO

$599,000 ↓ $50,000
1 Baldwin Ave 709, SAN MATEO
  • Condo / Townhome
  • 2 Beds
  • 2 Baths
  • 1,283 SqFt

1 Baldwin Ave 709, SAN MATEO

$599,000
401 S Norfolk St 123, SAN MATEO
  • Condo / Townhome
  • 1 Beds
  • 1 Baths
  • 734 SqFt

401 S Norfolk St 123, SAN MATEO

$599,000 ↓ $30,000
1 Baldwin Ave 517, SAN MATEO
  • Condo / Townhome
  • 2 Beds
  • 2 Baths
  • 1,429 SqFt

1 Baldwin Ave 517, SAN MATEO

$600,000 ↓ $25,000
320 N San Mateo Dr 2, SAN MATEO
  • Common Interest
  • 0 Beds
  • 0 Baths
  • 3,726 SqFt

320 N San Mateo Dr 2, SAN MATEO

$620,000 ↓ $69,000
711 S Bayshore Blvd 23, San Mateo
  • Condo / Townhome
  • 2 Beds
  • 1 Baths
  • 740 SqFt

711 S Bayshore Blvd 23, San Mateo

$649,900 ↓ $25,100
1 Baldwin Ave 503, SAN MATEO
  • Condo / Townhome
  • 2 Beds
  • 2 Baths
  • 1,425 SqFt

1 Baldwin Ave 503, SAN MATEO

$695,000

MLSListings Inc Logo Based on information from MLSListings MLS as of September 4th, 2025 at 1:40am 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.

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