729 Chiltern Rd, Hillsborough, CA 94010 - Photo 1

1/1

$14,500,000

Sold
Closed
Single Family
5 Beds
7 Full Baths
1 Partial Bath
6,015 Sq. Ft.
2 Car Garage

1/1

Property Description

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.

Full Property Details

Full Property Details for 729 Chiltern Rd

General

Sold For: $14,500,000
Status: Closed
Type: Single Family
Source: RE_Infolink
MLS ID: ML82037507
Added to Site: 92 day(s) ago

Interior

Rooms/Areas: Den / Study / Office, Formal Entry, Laundry Room, Media / Home Theater, Storage
Interior Features: High Ceiling , Walk-In Closet
Fireplace(s): Family Room, Living Room, Other Location, Outside, Primary Bedroom
Flooring: Hardwood, Tile

Rooms

Bathrooms

Total Bathrooms: 8
Full Bathrooms: 7
Half Bathrooms: 1
Bathroom Features: Double Sinks, Full on Ground Floor, Half on Ground Floor, 1 Shower over Tub, 2 Stall Showers or More, Tub in Primary Bedroom, Updated Bath

Bedrooms

Total Bedrooms: 5
Bedroom Features: Ground-Floor Bedroom, Primary Suite / Retreat, Walk-In Closet

Other Rooms

Family Room: Kitchen / Family Room Combo
Kitchen: Dishwasher, Garbage Disposal, Hood over Range, Island with Sink, Microwave, Gas Oven/Range, Pantry, Refrigerator, Wine Refrigerator
Laundry: Inside, Washer / Dryer

Additional Information

Pool: Yes
Pool Description: Cabana / Dressing Room, Pool - In Ground
Extras: Not Applicable

Parking

Garage Spaces: 2
Parking Features: Attached Garage

Location

Area: Hillsborough Heights
County: San Mateo
Cross Streets: Hayne Road

Heating & Cooling

Cooling Type: Central AC, Multi-Zone
Heating Type: Central Air (Gas/Forced Air)

Utilities

Sewer: Public Sewer
Water: Public
Utility Description: Public Utilities

Structural Information

Construction: Detached
Foundation: Concrete Perimeter and Slab
Roof: Composition, Shake
Square Feet: 6,015
Year Built: 1935

Lot Features

Lot Size (Acres): 0.4794
Minimum Lot Size: 20881
Lot Size (Sq. Ft.): 20,881
Grounds/Landscape: Back Yard, Balcony / Patio, BBQ Area, Fenced, Outdoor Kitchen
Zoning: R10025
Fencing (Description): Fenced

Green Features

Energy Efficient: Solar Power, Tankless Water Heater

Listed by KW Advisors, The Sharp Group
Sold by Apr, Austin Herman

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Listing agent

— 729 Chiltern Rd —

The Sharp Group

KW Advisors

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Schools

Schools serving 729 Chiltern Rd

School Districts:Hillsborough City Elementary School District, San Mateo Union High School District

Name	Grades	Distance
South Hillsborough School 303 El Cerrito Avenue, Hillsborough, CA 94010	K-5	0.6 mi
Crocker Middle School 2600 Ralston Avenue, Hillsborough, CA 94010	6-8	1 mi
San Mateo High School 506 North Delaware Street, San Mateo, CA 94401	9-12	1.6 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 729 Chiltern Rd

Date

Details

Price

Change

Source

3/27/2026

Sold

$14,500,000

20.88%

MLS

3/06/2026

Listed

$11,995,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Just Listed

$5,295,000

Open House

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Single Family
Active
Updated 7 hours ago

4
Beds
4
Total Baths
3,065
Sq. Ft.

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Just Listed

$1,928,000

Open House

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Single Family
Active
Updated 6 days ago

3
Beds
2
Total Baths
1,460
Sq. Ft.

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Just Listed

$1,798,000

Open House

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Single Family
Active
Updated 2 days ago

2
Beds
1
Total Bath
1,020
Sq. Ft.

Listed by Morgan Aiello (CalRE#: 02217730) (650) 270-0842

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Just Listed

$1,898,000

Open House

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Single Family
Active
Updated 2 days ago

2
Beds
2
Total Baths
1,260
Sq. Ft.

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Duplex
Active
Updated 4 days ago

4
Beds
2
Total Baths
1,996
Sq. Ft.

Listed by Compass, Mark R Chow and Compass, Zach DeRossette

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Price Reduced

-$245,000 (-6.13%)

$3,750,000

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Residential Lots
Active
Updated 22 hours ago

0.8169
Acres

Listed by Jeffrey Katz,Broker, Jeffrey Katz

Price Reduced

-$245,000 (-6.13%)

$3,750,000

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Single Family
Active
Updated 22 hours ago

5
Beds
4
Total Baths
5,394
Sq. Ft.

Listed by Jeffrey Katz,Broker, Jeffrey Katz

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Condo
Active
Updated 2 days ago

2
Beds
2
Total Baths
1,260
Sq. Ft.

Listed by KW Advisors, Laura Bryant

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Sold

$12,500,000

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Single Family
Closed

8
Beds
8
Total Baths
7,629
Sq. Ft.

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729 Chiltern Rd, Hillsborough, CA 94010 (MLS# ML82037507) is a Single Family property that was sold at $14,500,000 on March 27, 2026. Want to learn more about 729 Chiltern Rd? Do you have questions about finding other Single Family real estate for sale in Hillsborough Knolls? You can browse all Hillsborough Knolls real estate or contact a Coldwell Banker agent to request more information.

729 Chiltern Rd Hillsborough, CA 94010