300 Uplands Drive Hillsborough, CA $ 6,750,000
300 Uplands Drive
$ 6,750,000
Recently Listed
Open House 4/25 2pm - 4pm
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300 Uplands Drive

Hillsborough, CA, 94010
$ 6,750,000
Bedrooms5 Baths4.1 Sq 3,800

Monthly Estimate*

$ 41,561

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View a Virtual Tour

Single Family Home for sale in Hillsborough, CA

for $6,750,000 with 5 bedrooms and 4 full baths, 1 half bath. This 3,800 square foot home was built in 1954 on a lot size of 0.4153.

Located in prime Lower South Hillsborough, this beautifully updated home sits on approximately 0.42 acres of flat, private, and meticulously landscaped grounds designed for effortless indoor-outdoor living. The front yard features manicured turf and a putting green, while the backyard offers a resort-like setting with a pool, built-in BBQ, outdoor TV, and multiple entertaining areas. Light-filled interiors showcase a seamless flow with a spacious kitchen/family room combination and formal living and dining rooms, all oriented toward the backyard. A rare highlight is the presence of two primary suites, providing exceptional flexibility. The upstairs primary retreat features dual closets, a private deck overlooking the pool, a spa-like bath with soaking tub, dual sinks, and high ceilings, plus an attached office with built-ins. A nursery is conveniently located adjacent to this suite. A second primary suite is located on the main level and overlooking the backyard. Alongside, is 2 additional bedroom suites, offering comfort and privacy for family and guests. Ideally located, mere blocks from Crystal Springs Uplands School, South Elementary, The Episcopal Day School, and just minutes to downtown San Mateo.

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Open House

4/25/2026 2:00 PM - 4:00 PM
4/26/2026 2:00 PM - 4:00 PM
300 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

$ 6,750,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 0

Style

Detached

Lot Size

0.4153

Year Built

1954

Town/City

Hillsborough

County/Region

San Mateo

MLS | Web ID

ML82044375

Features
General
Living Area 3800
Heating Forced Air
Cooling Other
Appliances Dishwasher Gas Range Microwave Oven
Zoning R100
Garage Spaces 2
Year Built 1954
Stories Count 2
Levels Two Story
Property Subtype Detached
County San Mateo
Property Type Residential
HOA false
Garage Y/N true
Full Baths 4
Status Active
City Hillsborough
High School District San Mateo Union High
MLS Area Listing
Lot Size Square Feet 18089
Virtual Tour https://youtu.be/VmgLH2krHNM
Standard Status Active
Elementary School District Hillsborough City Elementary
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Interior
Interior Amenities Dining Area Family Room Formal Dining Room
Flooring Hardwood Tile
Total Fireplaces 1
Fireplace Features Living Room
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Total Bedrooms 5
Kitchen Features Stone Counters Dishwasher Gas Range/Cooktop Kitchen Island Microwave Oven Built-in
Total Baths 5
1/2 Baths 1
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Exterior
Parking Features Attached
Lot Size Area 18089
Building Area Total 3800
Lot Size Acres 0.4153
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* Excluded Features
List By
Sternsmith Group

Listing Agent

Compass

Broker

casey@sternsmith.com

Email

Affordability Calculator

$41,561
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Monthly Principal & Interest
$41,561
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Default based on a 30-year fixed rate of 6.25% 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
4/24/2026$6,750,000 Listed Price

Map


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300 Uplands Drive, Hillsborough, CA, 94010 is a Single Family Home for sale at $6,750,000 with 3,800 sqft and a lot size of 0.4153. 300 Uplands Drive has 5 bedrooms, 4.1 baths, and was built in 1954. The property's zip code is 94010 which is in Hillsborough, CA