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.
MLS #
ML82037507
MLS Source
MLSListings, Inc.
Days on Site
4
Bedrooms
Ground Floor Bedroom, Primary Suite/Retreat, Walk-in Closet
Bathrooms
Double Sinks, Shower over Tub - 1, Stall Shower - 2+, Tub in Primary Bedroom, Updated Bath(s), Full on Ground Floor, Half on Ground Floor
Kitchen
Island with Sink, Pantry
Appliances
Dishwasher, Garbage Disposal, Hood Over Range, Microwave, Oven Range - Gas, Refrigerator, Wine Refrigerator, Washer/Dryer
Dining Room
Breakfast Nook, Eat in Kitchen, Formal Dining Room
Family Room
Kitchen/Family Room Combo
Fireplace
Family Room, Living Room, Primary Bedroom, Other Location, Outside
Flooring
Hardwood, Tile
Laundry
Inside
Cooling
Central Forced Air, Multi-Zone
Heating
Central Forced Air - Gas
Roof
Composition, Shake
Foundation
Concrete Perimeter and Slab
Pool
Cabana/Dressing Room, In Ground
Garage/Parking
Attached Garage, Garage: 2 Car(s)
Elementary District
Hillsborough City Elementary
High School District
San Mateo Union High
Sewer
Public Sewer
E.V. Hookup
Electric Vehicle Hookup Level 2 (240 volts)
Water
Public
Zoning
R10025
729 Chiltern Rd is a Single Family Residence in Hillsborough, CA 94010. This 6,015 square foot property sits on a 0.479 Acres Lot and features 5 bedrooms & 7 full and 1 partial bathrooms. It is currently priced at $11,995,000 and was built in 1935. This address can also be written as 729 Chiltern Rd, Hillsborough, CA 94010.
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This listing information is up-to-date as of March 09, 2026. For the most current information, please contact The Sharp Group, (650) 766-5333