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
Sewer Public Sewer
Possession Close Of Escrow
Roof Fiberglass Shingle
Appliances Dishwasher Gas Cooktop Microwave Refrigerator Vented Exhaust Fan
Zoning R10025
Garage Spaces 2
Pool Features In Ground
Year Built 1954
Property Subtype Single Family Residence
County San Mateo
New Construction false
Property Type Residential
HOA false
Attached Garage true
Garage Y/N true
Full Baths 4
Special Listing Conditions Standard
Status Active
Directions Cross Street: Redwood Drive
High School San Mateo
City Hillsborough
High School District Other
MLS Area 699 - Not Defined
Lot Size Units Square Feet
Lot Size Square Feet 18089
Spa Features In Ground
Elementary School Other
Property Attached Y/N false
Middle/Junior High School Other
Virtual Tour https://youtu.be/VmgLH2krHNM https://youtu.be/VmgLH2krHNM
Standard Status Active
Year Built Source Assessor
Property Sub Type Additional Single Family Residence
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InteriorInterior Amenities Walk-In Closet(s)
Flooring Carpet Tile Wood
Fireplace Features Living Room
Total Stories 2
Common Walls No Common Walls
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Total Bedrooms 5
Total Baths 5
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ExteriorWater Source Public
Total Parking 2
Lot Size Area 18089
Spa true
Lot Size Acres 0.4153
Lot Size Source Assessor
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* Excluded FeaturesList Bycasey@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
San Mateo High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/24/2026 | $6,750,000 | | Listed Price |