That doesn’t mean Hillsborough Oaksbridge real estate is Hillsborough’s most expensive. The dignified, pre-war homes of Hillsborough Oaksbridge often sell for far below the town median. Gorgeous English country homes and Spanish-style villas on Baileyana and Jackling Drives, for example, can be had for around or less than $4 million. Ranging in size from 3,000 to 4,000 square feet, they are not as large as the neighborhood’s newer homes, which tend to run at least 1,000 square feet larger.
Hillsborough Oaksbridge real estate is not without its share of newer homes; what is unique is that the neighborhood lacks a significant inventory of 1950s ranch-style houses, unlike many Hillsborough neighborhoods. The neighborhood does include larger, older homes that echo “old” Hillsborough’s grand estates. These homes can sell for upwards of $9 million. Many have full and interesting histories all their own.
Also unique is Hillsborough Oaksbridge’s location, within walking distance of Burlingame’s Broadway downtown neighborhood. Easy access to shopping and dining, El Camino Real and the 101 freeway makes this a neighborhood for pragmatists, something singer/actor Bing Crosby must have considered when he purchased a home on Jackling Drive in the 1960s. Crosby lived in the home until his passing. His widow Kathryn Crosby, continues to live there today. The home was one of five homes featured on the 2010 Hillsborough Centennial Historic Homes Tour.
To view a detailed google map of the Hillsborough Oaksbridge neighborhood, click here.
The elementary school for Hillsborough Oaksbridge is North Hillsborough Elementary, located in the Country Manor neighborhood on Eucalyptus Avenue. It’s about a 4-6 minute drive from Hillsborough Oaksbridge.
There is one public middle school in Hillsborough, Crocker Middle School, which is located in the Country Club Manor neighborhood on Ralston Avenue. It’s a 6 minute drive from Hillsborough Oaksbridge and located next to North Hillsborough Elementary School.
Hillsborough does not have its own public high school. Most of the residents in the neighborhood attend Burlingame High School, located in Burlingame on Mangini Way. To search a high school by a specific address using a School Locator, click here.
Hillsborough Oaksbridge neighborhood is all about subtlety and grace
Hillsborough Oaksbridge doesn’t announce itself with blaring horns and balloons. Instead, it simply evolves, appearing on quiet residential lanes as they head west out of Burlingame. Suddenly, the atmosphere quiets. Thick foliage replaces neatly-trimmed trees and the homes get larger. Hillsborough Oaksbridge, a smaller (population approximately 800, total area of a half-mile square) neighborhood in lower Hillsborough bordering the southern edge of Burlingame’s Easton Addition, is about subtlety and grace. Like Ryan Tract, its next-door neighbor, Hillsborough Oaksbridge has been impressive for so long that there’s no one left to impress.