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Hillsborough Real Estate

Hillsborough | San Mateo County, CA | Peninsula's Premier Estate Community

$4.5M–$7M+
Median Home Price
30 min
LIRR to Penn Station
A+
School District Rating
11,500+
Population
Min. Lot Size
0.5 Acre

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Population & Demographics

Key Demographics

Population: 11,500+

$350K+
Median Income
46 yrs
Median Age
85%
College Degree
92%
Homeownership

Schools & Education

The Hillsborough City School District is one of the highest-rated K–8 districts in California, serving approximately 1,600 students. High school students attend either Burlingame or San Mateo High School in the San Mateo Union HSD.

Math Proficiency88%
Reading Proficiency90%
SchoolLevelRating
Crocker Middle SchoolMiddleA+
North Hillsborough ElementaryElementary10/10
South Hillsborough ElementaryElementary10/10
West Hillsborough ElementaryElementary9/10

Neighborhoods & Nearby

Carolands

Historic area anchored by the landmark Carolands Chateau, featuring large estate properties with sweeping grounds and mature landscaping.

Tobin Clark Estate Area

Prestigious enclave near the former Tobin Clark estate with expansive lots, grand homes, and lush gardens.

Upper Hillsborough

Elevated neighborhood with stunning panoramic Bay and city views, featuring contemporary and Mediterranean-style estates.

Lower Hillsborough

Gracious homes on winding tree-lined roads, convenient to downtown Burlingame shops and Caltrain.

Living in Hillsborough

Transportation

Nearest Caltrain stations in Burlingame and San Mateo (~30 min to SF). Easy access to US-101 and I-280. SFO airport is approximately 10 minutes away. No commercial districts within town — purely residential.

Dining & Shopping

Hillsborough is exclusively residential with no commercial zones. Residents enjoy nearby downtown Burlingame (Broadway and Burlingame Avenues) and downtown San Mateo for dining, shopping, and entertainment.

Parks & Recreation

Vista Park, Crossroads Park, and William E. Ward Park. The town maintains miles of walking trails. Crystal Springs Golf Course and Burlingame Country Club are nearby. Private swim and tennis clubs serve residents.

Healthcare

Mills-Peninsula Medical Center (Sutter Health) in adjacent Burlingame. Stanford Health Care and UCSF facilities are within a 20–30 minute drive.

Community Events

Hillsborough Concours d'Elegance (renowned vintage car show), annual community picnic, Hillsborough Schools Foundation gala, and neighborhood garden tours.

Frequently Asked Questions

Hillsborough is an entirely residential town with no commercial properties by design. It has a half-acre minimum lot size, no sidewalks, and no through streets — all intended to maintain its estate-like character. The town was incorporated in 1910 specifically to preserve its residential nature.

K–8 students attend Hillsborough City School District schools (North, South, or West Elementary feeding into Crocker Middle School), all rated among the top in California. For high school, students are zoned to either Burlingame High School or San Mateo High School in the San Mateo Union HSD.

Hillsborough's effective tax rate is approximately 1.0–1.1%. On a $5M home, expect roughly $50,000–$55,000 per year. The town funds its own police and fire departments and maintains roads through property tax revenue.

Hillsborough is designed as a car-dependent community with winding roads and no sidewalks. Most residents drive to nearby Burlingame or San Mateo for errands, dining, and shopping. The town does have walking trails and paths for recreation.

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