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300 Uplands Drive, HILLSBOROUGH, CA 94010

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Listed by: Sternsmith Group - Compass

300 Uplands Drive, HILLSBOROUGH, CA 94010

$
Active
est.$6,750,000/month.
5 beds. 4 baths. 3,800 Sqft.

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300 Uplands Drive, HILLSBOROUGH, CA 94010

$6,750,000
Active
est.$6,750,000/month.
5 beds 4.5 baths 3,800 Sq.ft.
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Property details for 300 Uplands Drive, HILLSBOROUGH, CA 94010
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.
Broker details: Compass

Listed by: Sternsmith Group
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Property Description

MLS Information

  • Listing: ML82044375
  • Listing Last Modified: 2026-04-29

Property Details

  • Standard Status: Active
  • MLS Status: Active
  • Built in: 1954

Geographic Data

  • County: San Mateo
Features

Interior Features

  • Flooring: Carpet, Hardwood, Tile
  • Bedrooms: 5
  • Full baths: 4.5
  • Half baths: 1
  • Living area: 3800
  • Interior Features: Walk-In Closet(s), Double Vanity, Kitchen Island
  • Fireplaces: 1

Exterior Features

  • Roof type: Fiberglass, Shingle
  • Pool: Pool/Spa Combo, In Ground
  • Foundation: Concrete Perimeter

Parking

  • Garage spaces: 2

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Heating: Forced Air, Natural Gas, Central
Property Information

Tax Information

    Disclaimer

    2023 MLSListings Inc. All rights reserved. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than DeLeon Realty are marked with the IDX icon (a stylized house inside a circle) and detailed information about them includes the names of the listing brokers and listing agents. Based on information from MLSListings MLS as of the date shown below. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some properties appearing for sale on this website may subsequently have sold and may no longer be available.
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    Home Description

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