About this home

Situated in one of the best locations in Hillsborough, 280 Uplands Dr is a rare opportunity on a flat, private, over-half-acre corner lot, steps from Crystal Springs Uplands School & South Elementary. This estate offers 6 bedrooms, 6 full baths & 2 half baths, all en-suite, with attached ADU. A dedicated office with fireplace, home theater with theatrical lighting and built-in refreshment station, and an adjoining bonus room. Upstairs, a bedroom suite is joined by a multi-purpose room with fireplace, ideal as a gym, bar, or rec space. All mechanical systems replaced, including new roof and four separate HVAC systems for comfort and efficiency. All-new interior finishes and a chef's kitchen with premium appliances, including Sub-Zero. Private rear driveway with automatic gate. Outdoor spaces offer true California entertaining: brand-new pool and spa with automatic safety cover, outdoor kitchen, Trex decking, new hardscape and paver walkways. Ideally suited for social events, with ample parking and a layout that flows seamlessly from indoors to out.

Facts and features

Schools

• South Hillsborough School

  elementary · K-5 · 0.3 mi

  9

• San Mateo High School

  high · 9-12 · 1.4 mi

  9

• Crocker Middle School

  middle · 6-8 · 1.6 mi

  8

• Crystal Springs Uplands School

  middle · 6-12 · 0.2 mi

• Tulane Montessori Children's House

  elementary · PK-K · 0.3 mi

• Aragon High School

  high · 9-12 · 0.6 mi

  10

Price history

• Oct 30, 2026 · Price Changed$10,880,000
• Sep 4, 2026 · Price Changed$11,475,000
• Jul 17, 2026 · Listed$11,800,000
• Jul 23, 2025 · Sold$6,250,000
• Jun 29, 2025 · Price Changed$6,998,000
• Apr 25, 2025 · Listed$7,498,000
• Apr 10, 1997 · Sold$275,000
• Mar 27, 1989 · Sold$1,250,000

Tax history

• 2025$29,115 tax · $2,067,944 assessed
• 2024$28,467 tax · $2,067,944 assessed
• 2023$27,953 tax · $1,987,645 assessed
• 2022$26,843 tax · $1,948,673 assessed
• 2021$26,226 tax · $1,910,465 assessed
• 2020$25,731 tax · $1,890,877 assessed
• 2019$25,079 tax · $1,853,802 assessed
• 2018$24,301 tax · $1,817,454 assessed

Home value

$10,366,300

• Cotality$10,366,300
• Quantarium$11,333,397
• Collateral Analytics$6,754,000

Where it is