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

Listed by Compass
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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

Lot Size

0.4153

Year Built

1954

Town/City

Hillsborough

County/Region

San Mateo

MLS | Web ID

ML82044375

Days on Market

3

Features
General
Living 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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Interior
Interior 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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Exterior
Water 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 Features
List By
Compass

Broker

casey@sternsmith.com

Email

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$41,561
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Nearby
0 Elementary School
0 Middle School
San Mateo High School High School
Pricing History
DatePricePrice ChangeDescription
4/24/2026$6,750,000 Listed Price

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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