280 Uplands Drive Hillsborough, CA $ 11,800,000
280 Uplands Drive
$ 11,800,000
Recently Listed
Open House 7/18 2pm - 4pm
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280 Uplands Drive

Hillsborough, CA, 94010
$ 11,800,000
Bedrooms6 Baths6.2 Sq 6,430

Monthly Estimate*

$ 74,506

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View a Virtual Tour

Single Family Home for sale in Hillsborough, CA

for $11,800,000 with 6 bedrooms and 6 full baths, 2 half baths. This 6,430 square foot home was built in 1942 on a lot size of 0.5844.

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.

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Open House

7/18/2026 2:00 PM - 4:00 PM
7/19/2026 2:00 PM - 4:00 PM
280 Uplands Drive Hillsborough, CA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 11,800,000

Bedrooms

6

Full Bath

6

Half Bath

2

Property Type

Single Family

Taxes

$ 0

Style

Detached

Lot Size

0.5844

Year Built

1942

Town/City

Hillsborough

County/Region

San Mateo

MLS | Web ID

ML82054575

Features
General
Living Area 6430
Heating Forced Air
Cooling Central Air
Appliances Oven Trash Compactor
Zoning R100
Garage Spaces 2
Year Built 1942
Electric 220 Volts in Kitchen
Stories Count 2
Levels Two Story
Property Subtype Detached
County San Mateo
Property Type Residential
HOA false
Garage Y/N true
Full Baths 6
Status Active
City Hillsborough
High School District San Mateo Union High
MLS Area Listing
Lot Size Square Feet 25455
Virtual Tour https://www.280uplandsdr.com/unbranded
Standard Status Active
Elementary School District Hillsborough City Elementary
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Interior
Interior Amenities Dining Area Family Room Formal Dining Room Utility Room
Flooring Hardwood Other
Total Fireplaces 3
Fireplace Features Gas Living Room
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Total Bedrooms 6
Kitchen Features 220 Volt Outlet Eat-in Kitchen Disposal Oven Built-in Trash Compactor
Total Baths 8
1/2 Baths 2
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Exterior
Water Source Public
Lot Size Area 25456.464
Foundation Details Other
Building Area Total 6430
Lot Size Acres 0.5844
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* Excluded Features
List By
Michael Haywood Jr.

Listing Agent

Exp Realty Of California Inc

Broker

mrhaywood@comcast.net

Email

Affordability Calculator

$74,506
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Monthly Principal & Interest
$74,506
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
7/17/2026$11,800,000 Listed Price

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280 Uplands Drive, Hillsborough, CA, 94010 is a Single Family Home for sale at $11,800,000 with 6,430 sqft and a lot size of 0.5844. 280 Uplands Drive has 6 bedrooms, 6.2 baths, and was built in 1942. The property's zip code is 94010 which is in Hillsborough, CA