# 280 Uplands Drive, Hillsborough, CA 94010 > **TL;DR:** 6bd/8ba single family, $11,475,000 ($1785/sqft), built 1942, 6,430 sqft. > Fireplace, Hardwood, A/C, 2-car garage. Est. $61,371/mo. Listed 104 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $11,475,000 | | Price/sqft | $1785 | | Bedrooms | 6 | | Bathrooms | 6 full, 2 half | | Square Feet | 6,430 | | Year Built | 1942 | | Lot Size | 25,456 sqft (0.58 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 104 | ## Why This Home Stands Out - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $58,024 | | Estimated Insurance | $3,347 | | **Total** | **$61,371** | ## Nearby Schools - **Elementary:** HillsboroughCityElementary - **High:** SanMateoUnionHigh ## Key Amenities - Fireplace - Hardwood - A/C - 2-car garage ## Property Highlights - Built in 1942 - 0.58 acre lot - 2 stories - Fireplace ## Description ### Agent Description 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. ## Location - **Address:** 280 Uplands Drive, Hillsborough, CA 94010 - **County:** SanMateo - **Coordinates:** 37.55842, -122.335733 - **Google Maps:** https://www.google.com/maps?q=37.55842,-122.335733 ## Virtual Tour & Media - **Video Tour:** https://www.280uplandsdr.com/unbranded ## Listing Agent - **Name:** Michael Haywood Jr. · **License:** 01494852 - **Brokerage:** eXp Realty of California, Inc. - **Broker Phone:** (888) 584-9427 x119 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/280-Uplands-Dr_Hillsborough_CA_94010_M24360-91738?f=listhub&s=MLSLCA&m=ML82054575&c=propsimple) ## Photos ![280 Uplands Drive - Photo 1](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f3323156017r.jpg) ![280 Uplands Drive - Photo 2](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f529528797r.jpg) ![280 Uplands Drive - Photo 3](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f3019084526r.jpg) ![280 Uplands Drive - 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Photo 94](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f1347606849r.jpg) ![280 Uplands Drive - Photo 95](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f3932486990r.jpg) ![280 Uplands Drive - Photo 96](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f9402646r.jpg) ![280 Uplands Drive - Photo 97](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f1195160346r.jpg) ![280 Uplands Drive - Photo 98](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f2046028005r.jpg) ![280 Uplands Drive - Photo 99](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f1116727899r.jpg) ![280 Uplands Drive - Photo 100](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f3378123946r.jpg) ![280 Uplands Drive - Photo 101](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f390551008r.jpg) ![280 Uplands Drive - Photo 102](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f1504232550r.jpg) ![280 Uplands Drive - Photo 103](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f2039132874r.jpg) ![280 Uplands Drive - Photo 104](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f3640345398r.jpg) ![280 Uplands Drive - Photo 105](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f3780169050r.jpg) ![280 Uplands Drive - Photo 106](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f1044851142r.jpg) ![280 Uplands Drive - Photo 107](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f1199419360r.jpg) ![280 Uplands Drive - Photo 108](http://lh.rdcpix.com/5cb892bf21a513dee45e3222f830c361l-f655783498r.jpg) --- **MLS#:** ML82054575 | **Updated:** 2026-10-27 **Source:** listhub *Copyright © 2026 MLS Listings, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/280-uplands-drive-hillsborough-ca-94010-4f07860c9ba848d3870efd08167cf3bb) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/280-uplands-drive-hillsborough-ca-94010-4f07860c9ba848d3870efd08167cf3bb#listing", "url": "https://www.propertysimple.ai/listing/280-uplands-drive-hillsborough-ca-94010-4f07860c9ba848d3870efd08167cf3bb", "name": "280 Uplands Drive, Hillsborough, CA 94010", "description": "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. 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