300 Glendale Road, Hillsborough, CA 94010 (MLS # ML82026911)

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PRICE $5,788,000 dsIDX morgage calculator
BEDS 5
BATHS 4.5
HOME SIZE 4,150 sqft
LOT SIZE 19,785 sqft

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 entire United States, decade after decade. Whether around the corner from $18,000,000 estates, or less than a mile from Crystal Springs Uplands & just 1.2 mile from South School, your center of the universe could not be more distinguished or convenient! 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 Split Level | 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 hoop

DAYS ON MARKET 1 LAST UPDATED 11/6/2025
YEAR BUILT 1957 COMMUNITY 699 - Not Defined
GARAGE SPACES 2.0 COUNTY San Mateo
STATUS Active PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Other
Jr. High School Other


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Range Hood, Refrigerator
AREA 699 - Not Defined
FIREPLACE Yes
GARAGE Attached Garage, Yes
LOT 0.4542 acre(s)
PARKING Attached
POOL DESCRIPTION In Ground
SEWER Public Sewer
STORIES 2
STYLE Contemporary, Craftsman, Traditional
WATER Public
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TOTAL MONTHLY PAYMENT

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Listed with Coldwell Banker Realty

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Based on information from California Regional Multiple Listing Service, Inc. as of 11/6/25 10:10 PM PST and /or other sources. 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

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