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.
Single-familyProperty Type
1935Year Built
0.48 acresLot Size
$2,411Price/Sq.Ft.
2 car garageParking
Listed by The The Sharp Group•DRE #70010101• KW Advisors
Est. $10,875 per month, based on comparable rentals
Sale and tax history for 729 Chiltern Rd
Sale History
Tax History
Date
Event
Price
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML82037507
Mar 27, 2026
Sold
$14,500,000
$2,411/sq ft
Mar 27, 2026
Sold
$14,500,000
$2,411/sq ft
Mar 16, 2026
Pending
—
Mar 16, 2026
Pending
—
Mar 6, 2026
Listed
$11,995,000
$1,994/sq ft
Mar 6, 2026
Listed
$11,995,000
$1,994/sq ft
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.
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML82027735
Dec 31, 2025
Listing Removed
—
Nov 23, 2025
Listed
*
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML80357072
Apr 6, 2004
Sold
$3,700,000
$615/sq ft
Apr 6, 2004
Sold
$3,700,000
$615/sq ft
Feb 27, 2004
Listing Removed
—
Oct 9, 2003
Listed
$3,998,000
$665/sq ft
Oct 9, 2003
Listed
$3,998,000
$665/sq ft
Public Records
Oct 29, 1999
Sold
$2,536,363
$422/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$65,286 (+2.1%)
$4,265,387 + $1,029,444
$5,294,831
2024
$63,934 (+1.6%)
$4,265,387 + $1,029,444
$5,294,831
2023
$62,922 (+4.3%)
$4,181,752 + $1,009,260
$5,191,012
2022
$60,347 (+2.2%)
$4,099,757 + $989,471
$5,089,228
2021
$59,055 (+1.7%)
$4,019,370 + $970,071
$4,989,441
2020
$58,043 (+2.3%)
$3,940,559 + $951,051
$4,891,610
2019
$56,735 (+3.0%)
$3,900,154 + $941,301
$4,841,455
2018
$55,081 (+1.6%)
$3,823,681 + $922,845
$4,746,526
2017
$54,224 (+2.6%)
$3,675,203 + $887,012
$4,562,215
2016
$52,860 (+1.4%)
$3,675,203 + $887,012
$4,562,215
2015
$52,145 (+2.6%)
$3,603,141 + $869,621
$4,472,762
2014
$50,834 (+3.6%)
$3,479,499 + $839,782
$4,319,281
2012
$49,071 (+2.6%)
$3,463,774 + $835,987
$4,299,761
2011
$47,814 (+2.1%)
$3,395,857 + $819,596
$4,215,453
2010
$46,843 (+0.1%)
$3,329,272 + $803,527
$4,132,799
2009
$46,776 (+2.3%)
$3,304,390 + $771,023
$4,075,413
2008
$45,712
$3,312,241 + $772,855
$4,085,096
Public record
Public record
Permits
Beds
4
Baths
4.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.48 Acres
Year renovated
1970
Sq. Ft.
4,510
Year built
1935
Style
Single Family Residential
County
San Mateo County
APN
031173040
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 15, 2026.
May 29, 2026 • Final
Hvac
Replace three furnaces, air conditioning systems, and ductwork.
HVAC
Mar 19, 2026 • Final
Remodel
Remodel a kitchen and bathrooms with like-for-like replacements.
Bathroom
Kitchen
Remodel
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
Garage (Minimum): 2
Garage (Maximum): 2
Parking Description: Attached Garage
Electric Vehicle Hookup Type: Electric Vehicle Hookup Level 2 (240 volts)
Bathroom Description: Double Sinks, Full on Ground Floor, Half on Ground Floor, Shower Over Tub, 2+ Stall Shower, Tub in Master Bedroom, Updated Bath(s)
Kitchen Description: Dishwasher, Garbage Disposal, Hood Over Range, Island with Sink, Microwave, Oven Range (Gas), Pantry, Refrigerator(s), Wine Refrigerator
Interior Features
Laundry: Inside, Washer/Dryer
Flooring: Hardwood, Tile
Fireplace Information
Has Fireplace
Fireplace Description: In Family Room, In Living Room, In Other Location, Outside, In Primary Bedroom