Recently Listed Open House 4/25 2pm - 4pm
300 Uplands Drive
Hillsborough, CA, 94010 $ 6,750,000
Bedrooms5 Baths4.1 Sq 3,800 Monthly Estimate*
$ 41,561
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
FeaturesGeneralLiving 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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InteriorInterior 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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ExteriorParking Features Attached
Lot Size Area 18089
Building Area Total 3800
Lot Size Acres 0.4153
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* Excluded FeaturesList BySternsmith GroupListing Agent
casey@sternsmith.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $41,561
- Monthly Property Taxes
- --
- Monthly Home Insurance
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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.
Learn more about how to save NearbySingle family listings in Hillsborough, CA
Average List Price $11,677,270
Percent of Sale Price 73%
About Hillsborough, CA 11,149 Population
3% Since 2002
$ 195,338 Median Income
50.58 Median Age
36% Households with Children
Trends Information provided by ATTOM Data Solutions.
0 Elementary School
0 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/24/2026 | $6,750,000 | | Listed Price |