$5,788,000 - 300 Glendale Road, Hillsborough

  • 5Beds
  • 5Baths
  • 4,150SQ. Feet
  • 0.45Acres

Hillsborough Home Sale

LOWER SOUTH CHALET: ARCHITECTURAL SIGNIFICANCE MEETS FAMILY WARMTH! Homes are simply not built with this high style anymore! A rarity to the market, this is an architecturally significant statement equally at home as a fine art gallery or warm and cozy family retreat. Sophistication cascades throughout truly ENORMOUS room sizes, while never compromising daily function and inviting indoor/outdoor character. In the heart of Lower South Hillsborough, we celebrate one of the San Francisco Peninsula's top luxury enclaves, a neighborhood ranking within the Top 10 on median sales price in the United States, decade after decade. Around the corner from $18,000,000 estates, less than a mile from Crystal Springs Uplands, just 1.4 mile from North Elementary, 1.7 mile to downtown Burlingame Ave Apple Store. The romance of the Chalet is the theme: rustic charm with contemporary features. Sequestered within noble trees, imbued with spirit of a special-occasion getaway, & arresting in design flair, this is your conversation piece. | 5 beds, 4.5 baths | Expanded & Updated by acclaimed architect John A. Matthews, AIA | Huge Master Suite | Side Party Terrace | Separate Pool Area | Mill Valley-style woodsy vibes w/easy ADU potential | 4-car attached garage + motor court for basketball & yard access

Sales Agent

Sam Smith
  • Sam Smith
  • San Clemente Realtor ®
  • Phone: 949-204-5110
  • Cell: 949-204-5110
  • Contact Agent Now

Amenities

  • Parking Spaces4
  • # of Garages4
  • Has PoolYes
  • PoolIn Ground

School Information

  • DistrictOther
  • ElementaryOther
  • MiddleOther

Essential Information

  • MLS® #ML82026911
  • Price$5,788,000
  • Bedrooms5
  • Bathrooms5.00
  • Full Baths4
  • Half Baths1
  • Square Footage4,150
  • Acres0.45
  • Year Built1957
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StyleCraftsman, Contemporary, Traditional
  • StatusClosed
  • Listing AgentGeoffrey Nelson
  • Listing OfficeColdwell Banker Realty

Exterior

  • RoofSlate
  • FoundationConcrete Perimeter

Additional Information

  • Date ListedNovember 6th, 2025
  • Days on Market12
  • ZoningR10025
  • Short SaleN
  • RE / Bank OwnedN

Community Information

  • Address300 Glendale Road
  • Area699 - Not Defined
  • CityHillsborough
  • CountySan Mateo
  • Zip Code94010

Interior

  • InteriorCarpet, Wood
  • Interior FeaturesBreakfast Area
  • AppliancesDishwasher, Refrigerator, Range Hood
  • CoolingCentral Air
  • FireplaceYes
  • FireplacesLiving Room
  • # of Stories2

Price Change History for 300 Glendale Road, Hillsborough, (MLS® #ML82026911)

Date Details Price Change
Closed
Pending
Active Under Contract (from Active)

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  • City:
    Hillsborough
  • Price Range:
    $3,388,000 - $14,999,000
  • Current Listings:
    48
  • HOA Dues:
    $0
  • Average Price per Square Foot:
    $1,596

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Based on information from California Regional Multiple Listing Service, Inc. as of December 12th, 2025 at 3:56am PST. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.