Parrott Drive Hillsborough Homes and Neighborhood Guide
Hillsborough neighborhood guide
The Parrott Drive area is a small southern pocket of Hillsborough reached from the San Mateo side. It sits near the de Guigne estate on Crystal Springs Road, a family property tied to Count Christian de Guigne, who came to California in 1879 and married Mary Katherine Parrott. The main house, roughly 16,000 square feet, dates to about 1912 and remains a private residence.
The pocket sits on high ground with broad views toward the Bay. Because access runs through San Mateo, Alameda de las Pulgas, Highway 92 and the Hillsdale area are close at hand, along with Beresford Park. Like the rest of Hillsborough, it is purely residential, with large lots and no commercial streets of its own. El Camino Real and US 101 are a short drive east.
Parrott Drive is shaded. Borders are approximate, see the Hillsborough map for the full picture.
At a glance
- Small southern pocket reached from San Mateo
- Near the historic de Guigne estate on Crystal Springs Road
- 1950s ranch homes and newer custom homes
- Close to Highway 92, Beresford Park and Hillsdale
Homes and Streets
Homes here include 1950s ranch houses and newer, larger custom homes built later on the same streets. Lots are large and often sloped toward views. The historic de Guigne estate, with its main house from about 1912, anchors the area's older history, while the surrounding streets reflect mostly postwar building.
See current homes for sale in Parrott Drive →
Parks and Open Space
Public Schools Nearby
School assignments follow district attendance boundaries, which can split a neighborhood and change over time. Always confirm the school for a specific address with the district, for example the Hillsborough City School District.
Getting Around
Hillsdale and San Mateo Caltrain stations are the nearest. Highway 92 and Crystal Springs Road are close, with El Camino Real and US 101 to the east.
Nearby Neighborhoods
Parrott Drive FAQ
Where is Parrott Drive in Hillsborough?
The Parrott Drive area is a small southern pocket of Hillsborough reached from the San Mateo side. It sits near the de Guigne estate on Crystal Springs Road, a family property tied to Count Christian de Guigne, who came to California in 1879 and married Mary Katherine Parrott.
What are homes like in Parrott Drive?
Homes here include 1950s ranch houses and newer, larger custom homes built later on the same streets. Lots are large and often sloped toward views.
What public schools are near Parrott Drive?
Public schools near Parrott Drive include South Hillsborough School (grades K-5), William H. Crocker Middle School (grades 6-8), Aragon High School (grades 9-12) and San Mateo High School (grades 9-12). School assignments follow district attendance boundaries and can change, so confirm the school for a specific address with the Hillsborough City School District.
What parks are near Parrott Drive?
Parks and open space near Parrott Drive include Beresford Park, San Mateo, Laurelwood Park and Sugarloaf Mountain, San Mateo and Central Park, San Mateo.
How do I get around from Parrott Drive?
Hillsdale and San Mateo Caltrain stations are the nearest. Highway 92 and Crystal Springs Road are close, with El Camino Real and US 101 to the east.
How can I find homes for sale in Parrott Drive?
Browse current listings in Parrott Drive on Joseph Suarez's site, or join his off-market list to hear about homes before they are listed publicly. Thinking of selling? Request a free home valuation for a local estimate based on recent nearby sales.
Thinking about Parrott Drive?
Whether you are buying or selling, Joseph Suarez can walk you through recent sales, street by street pricing and what is coming up before it hits the market.
See homes for saleWhat is my home worth?Get off-market listingsContact Joseph← Back to the Hillsborough neighborhood guide or browse all Peninsula neighborhoods
Updated October 2026 by Joseph Suarez, Realtor with Coldwell Banker in Burlingame, DRE 02085594.
Sources: Ed-Data. Information is believed accurate but not guaranteed.