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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.
| Last Updated | 7/17/2026 | Year Built | 1942 |
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| Community | 699 - Not Defined | Garage Spaces | 2.0 |
| County | San Mateo |
Additional Details
| AIR | Central Air |
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| AIR CONDITIONING | Yes |
| APPLIANCES | Disposal, Trash Compactor |
| AREA | 699 - Not Defined |
| FIREPLACE | Yes |
| GARAGE | Yes |
| HEAT | Central |
| LOT | 0.5844 acre(s) |
| LOT DIMENSIONS | 25455 |
| POOL DESCRIPTION | In Ground |
| STORIES | 2 |
| WATER | Public |
Location
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