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$11,995,000
6 Days On Site

729 Chiltern Road
HILLSBOROUGH, CA 94010

For Sale|Single Family Residence|Active
5
Beds
7.5
Total Baths
7
Full Baths
1
Partial Bath
6,015
SqFt
$1,994
/SqFt
1935
Built
County:
San Mateo
Listed by of The Sharp Group of KW Advisors (650) 766-5333
Call Now: (831) 524-2841
Is this the listing for you? We can help make it yours.
(831) 524-2841
729 Chiltern Road729 Chiltern Road729 Chiltern Road729 Chiltern Road
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Mortgage Calculator

Monthly Payment (Est.)

$54,726
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2026 Information is deemed reliable but not guaranteed.

A beautifully reimagined estate on one of South Hillsborough's most coveted streets. Set behind a private gate and an expansive driveway, this exceptional property pairs timeless architecture with a sophisticated modern remodel. Elegant formal spaces flow effortlessly outdoors, creating a home designed for entertaining. The living room opens to the terrace and gardens, while the dining room, anchored by a sculptural designer fixture, invites memorable alfresco dinners. At the heart of the home, the architectural kitchen and great room showcase a dramatic 14-foot Cristallo island, Viking and Sub-Zero appliances, custom cabinetry, and exposed beam ceilings, all illuminated by striking designer lighting. Five en-suite bedrooms and eight spa-inspired baths are complemented by a media room, gym, two laundry rooms, and five fireplaces throughout. The resort-style grounds offer a pool, jacuzzi, cabana, outdoor kitchen, and multiple terraces, surrounded by mature trees and beautifully layered landscaping. With a solar composite slate roof, EV-charging, new electrical systems, and a new multi-zone HVAC, the home pairs luxury with thoughtful modern infrastructure. Minutes to top Hillsborough schools, Burlingame Avenue, and Burlingame Country Club, this is Hillsborough living at its finest.

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Listing Snapshot
Price 
$11,995,000
Days On Site 
6 Days
Bedrooms 
5
Inside Area (SqFt) 
6,015 sqft
Total Baths 
7.5
Full Baths 
7
Partial Baths 
1
Lot Size 
0.4794 Acres
Year Built 
1935
MLS® Number 
ML82037507
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 days agoListing updated with changes from the MLS®
7 days agoListing first seen on site
General Features
Acres 
0.4794
Attached Garage 
Yes
Cross Street 
Hayne Road
Disclosures 
NHDS Report
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
2
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
6015
Water Source 
Public
Zoning 
R10025
Interior Features
Appliances 
DisposalDishwasherMicrowaveRefrigeratorWine RefrigeratorRange HoodGas RangeWasher/Dryer
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
Family RoomLiving RoomOutsideMaster Bedroom
Fireplaces 
5
Flooring 
HardwoodTile
Heating 
Forced AirNatural GasCentral
Interior 
Eat-in KitchenPantryWalk-In Closet(s)High CeilingsDouble VanityKitchen Island
Laundry Features 
Laundry RoomInside
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Exterior Features
Exterior 
Outdoor KitchenBalcony
Fencing 
Fenced
Lot Features 
Back Yard
Patio And Porch 
Patio
Pool Features 
CabanaIn Ground
Roof 
CompositionShake
Community Features
School District 
San Mateo Union High
Schools
School District
San Mateo Union High
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listed by of The Sharp Group of KW Advisors (650) 766-5333



The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than eXp Realty are marked with the Internet Data Exchange icon and detailed information about them includes the names of the listing brokers and listing agents. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, MLS Listings, Inc..
Last checked: 2026-03-13 05:17 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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