Recently Listed Open House 3/8 1pm - 4pm
729 Chiltern Road
Hillsborough, CA, 94010 $ 11,995,000
Bedrooms5 Baths7.1 Sq 6,015 Monthly Estimate*
$ 73,855
for $11,995,000 with 5 bedrooms and 7 full baths, 1 half bath. This 6,015 square foot home was built in 1935 on a lot size of 0.4794.
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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Open House
3/8/2026 1:00 PM - 4:00 PM
729 Chiltern Road 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
FeaturesGeneralLiving Area 6015
Sewer Public Sewer
Cooling Central Air
Possession Close Of Escrow
Roof Composition Shake
Appliances Dishwasher Disposal Microwave Refrigerator Range Hood
Zoning R10025
Garage Spaces 2
Pool Features In Ground
Year Built 1935
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 7
Special Listing Conditions Standard
Status Active
Directions Cross Street: Hayne Road
City Hillsborough
High School District Other
MLS Area 699 - Not Defined
Lot Size Units Square Feet
Lot Size Square Feet 20881
Spa Features In Ground
Property Attached Y/N false
Virtual Tour https://vimeo.com/1139707473 https://vimeo.com/1139707552
Standard Status Active
Occupancy Type Vacant
Year Built Source Assessor
Property Sub Type Additional Single Family Residence
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InteriorInterior Amenities Breakfast Area Walk-In Closet(s)
Flooring Tile Wood
Fireplace Features Family Room Living Room Outside
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 8
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ExteriorWater Source Public
Total Parking 2
Lot Size Area 20881
Spa true
Lot Size Acres 0.4794
Lot Size Source Assessor
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* Excluded FeaturesList Bysharpies@thesharpgroup.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $73,855
- Monthly Property Taxes
- --
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Hillsborough, CA
Average List Price $14,039,606
Percent of Sale Price 17%
About Hillsborough, CA 11,149 Population
3% Since 2002
$ 195,338 Median Income
50.58 Median Age
36% Households with Children
Trends Information provided by ATTOM Data Solutions.
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/6/2026 | $11,995,000 | | Listed Price |