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Hillsborough

🏙️ About This City

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Hillsborough, incorporated in 1910, is an exclusive residential town located in San Mateo County on the San Francisco Peninsula. Known for its tree-lined streets, grand estates, and quiet, hilly terrain, Hillsborough is a community deeply rooted in privacy and architectural elegance. As of 2025, the town has an estimated population of just over 11,000 residents.

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The town is entirely residential—there are no commercial zones, which preserves its tranquil, suburban character. Many homes are situated on large, landscaped lots, and architectural styles range from Mediterranean villas to contemporary masterpieces. Hillsborough is also home to several historic mansions, including the Carolands Estate.

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🗺️ Neighborhood

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Hillsborough is comprised of a handful of distinct residential neighborhoods, each known for its unique ambiance and luxury homes:

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  • Hillsborough Heights: Known for its sweeping views of the Bay, this area features large lots and a mix of historic and modern estates.

  • Lower Hillsborough: Offers proximity to downtown Burlingame and is prized for its walkability and elegant, older homes.

  • Skyfarm: A prestigious hillside neighborhood featuring newer construction homes and expansive lots with scenic vistas.

  • Tobin Clark Estate Area: One of Hillsborough’s most prestigious enclaves, home to gated estates and landmark properties.

  • Lakeview: A quieter residential area with secluded streets, often appealing to families seeking privacy.

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🎓 Schools

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🏫 Elementary Schools

Hillsborough is entirely served by the Hillsborough City School District (HCSD), which operates three elementary schools and one middle school.

Hillsborough City School District (HCSD):
Elementary schools (Grades TK–5) include:

  • North Hillsborough School

  • South Hillsborough School

  • West Hillsborough School

School assignments are based on residential location within Hillsborough’s three main zones.

📍 Use the district's boundary map or contact the district office to verify assigned schools:
https://www.hcsdk8.org/Page/85

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🏫 Middle School

Hillsborough City School District (HCSD):

  • Crocker Middle School – Serves all students in grades 6–8 across the entire city of Hillsborough

Regardless of which elementary school a student attends, they will attend Crocker for middle school.

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🏫 High School

Hillsborough is part of the San Mateo Union High School District (SMUHSD):

  • San Mateo High School – The assigned public high school for all Hillsborough residents

📍 Confirm this assignment via SMUHSD’s high school boundary map:
https://www.smuhsd.org/our-district/general-information/school-locator-and-boundaries

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📍 Determine Your Assigned Schools

To verify school assignments for a specific property in Hillsborough:

📈 Market Trends

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Hillsborough’s real estate market is one of the most exclusive and stable in Northern California:

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  • Median Home Price (2025): Approximately $5.5 million

  • Price per Square Foot: Around $1,600

  • Market Activity: Homes typically remain on the market for 25–35 days, reflecting both high demand and a patient, discerning buyer pool.

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Due to its architectural significance, school quality, and secluded nature, Hillsborough remains a coveted address for luxury buyers seeking both prestige and privacy.

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