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 0.479362.
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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FeaturesGeneralLiving Area 6015
Sewer Public Sewer
Heating Forced Air
Cooling Central Air
Roof Composition Shingles
Appliances Dishwasher Microwave Tankless Water Heater
Zoning R100
Garage Spaces 2
Year Built 1935
Stories Count 2
Levels Two Story
Property Subtype Detached
County San Mateo
Property Type Residential
HOA N
Garage Y/N Yes
Green Energy Generation Solar
Full Baths 7
Status Active
City Hillsborough
High School District San Mateo Union High
MLS Area Listing
Lot Size Square Feet 20881
Virtual Tour https://vimeo.com/1139707473
Standard Status Active
Elementary School District Hillsborough City Elementary
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InteriorInterior Amenities Formal Dining Room Storage Breakfast Nook Pantry
Flooring Hardwood Tile
Total Fireplaces 5
Fireplace Features Family Room Living Room
Air Conditioning Y/N Yes
Heating Y/N Yes
Fireplace Y/N Yes
Total Bedrooms 5
Kitchen Features Breakfast Nook Dishwasher Eat-in Kitchen Disposal Microwave Pantry
Total Baths 8
1/2 Baths 1
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ExteriorExterior Amenities Back Yard
Fencing Fenced
Parking Features Attached
Water Source Public
Lot Size Area 20882.664
Building Area Total 6015
Lot Size Acres 0.4794
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* Excluded FeaturesList Bysharpies@thesharpgroup.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $73,855
- Monthly Property Taxes
- --
- Monthly Home Insurance
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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 $13,680,731
Percent of Sale Price 14%
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.
4250415 Elementary School
4250413 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/6/2026 | $11,995,000 | | Listed Price |