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.
Sold for $14,500,000
$14,500,000
729 Chiltern Rd, Hillsborough, CA 94010
5beds
6,015sqft
Single Family Residence, Residential
Built in 1935
0.48 Acres Lot
$14,498,100 Zestimate®
$2,411/sqft
$19,544 Estimated rent
Home value
$14,498,100
$13.34M - $15.80M
$19,544/mo
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$89,527/mo
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Est. payment
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List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: March 27, 2026 at 11:08am
Listed by:
The Sharp Group 70010101 650-766-5333,
KW Advisors 650-627-3700
Bought with:
Austin Herman, 01845939
Compass
Source: MLSListings Inc,MLS#: ML82037507
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 8
- Full bathrooms: 7
- 1/2 bathrooms: 1
Bedroom
- Features: GroundFloorBedroom, PrimarySuiteRetreat, WalkinCloset
Bathroom
- Features: DoubleSinks, ShoweroverTub1, StallShower2plus, TubinPrimaryBedroom, UpdatedBaths, FullonGroundFloor, HalfonGroundFloor
Dining room
- Features: BreakfastNook, EatinKitchen, FormalDiningRoom
Family room
- Features: KitchenFamilyRoomCombo
Kitchen
- Features: IslandwithSink, Pantry
Heating
- Central Forced Air Gas
Cooling
- Central Air, Zoned
Appliances
- Included: Dishwasher, Disposal, Range Hood, Microwave, Gas Oven/Range, Refrigerator, Wine Refrigerator, Washer/Dryer
- Laundry: Inside
Features
- High Ceilings, Walk-In Closet(s)
- Flooring: Hardwood, Tile
- Number of fireplaces: 5
- Fireplace features: Family Room, Living Room, Primary Bedroom, Other Location, Outside
Interior area
- Total structure area: 6,015
- Total interior livable area: 6,015 sqft
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Stories: 2
- Patio & porch: Balcony/Patio
- Exterior features: Back Yard, Barbecue, Fenced
- Pool features: Cabana Dressing Room, In Ground
Lot
- Size: 0.48 Acres
Details
- Additional structures: PoolHouse
- Parcel number: 031173040
- Zoning: R10025
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence, Residential
Materials
- Foundation: Concrete Perimeter and Slab
- Roof: Composition, Shake
Condition
- New construction: No
- Year built: 1935
Utilities & green energy
- Gas: PublicUtilities
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Public Utilities, Water Public, Solar
Community & neighborhood
Location
- Region: Hillsborough
Other
Other facts
- Listing agreement: ExclusiveRightToSell
- Listing terms: CashorConventionalLoan
Price history
| Date | Event | Price |
|---|---|---|
| 3/27/2026 | Sold | $14,500,000+20.9%$2,411/sqft |
Source:  MLSListings Inc #ML82037507 Report a problem | ||
| 3/17/2026 | Pending sale | $11,995,000$1,994/sqft |
Source: MLSListings Inc #ML82037507 Report a problem | ||
| 3/6/2026 | Listed for sale | $11,995,000+224.2%$1,994/sqft |
Source: MLSListings Inc #ML82037507 Report a problem | ||
| 4/6/2004 | Sold | $3,700,000+45.9%$615/sqft |
Source: Public Record Report a problem | ||
| 10/29/1999 | Sold | $2,536,363$422/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $65,286 +2.1% | $5,294,831 +2% |
| 2024 | $63,934 +1.6% | $5,191,012 +2% |
| 2023 | $62,922 +4.3% | $5,089,228 +2% |
| 2022 | $60,347 +2.2% | $4,989,441 +2% |
| 2021 | $59,055 +1.7% | $4,891,610 +1% |
| 2020 | $58,043 +2.3% | $4,841,455 +2% |
| 2019 | $56,735 +3% | $4,746,526 +2% |
| 2018 | $55,081 +1.6% | $4,653,458 +2% |
| 2017 | $54,224 +2.6% | $4,562,215 +2% |
| 2016 | $52,861 +4% | $4,472,762 +1.5% |
| 2015 | $50,834 | $4,405,579 +2% |
| 2014 | $50,834 | $4,319,281 +0.5% |
| 2013 | -- | $4,299,761 +2% |
| 2012 | -- | $4,215,453 |
| 2011 | -- | $4,215,453 +2.8% |
| 2010 | -- | $4,101,913 +0.4% |
| 2009 | -- | $4,085,096 +2% |
| 2008 | -- | $4,004,997 +2% |
| 2007 | -- | $3,926,469 +2% |
| 2006 | -- | $3,849,480 |
| 2005 | -- | $3,849,480 +21.9% |
| 2004 | -- | $3,157,474 +1.9% |
| 2003 | -- | $3,099,605 +2% |
| 2002 | -- | $3,038,829 +17.5% |
| 2001 | -- | $2,587,089 +2% |
| 2000 | -- | $2,536,363 |
Find assessor info on the county website
Neighborhood: 94010
Nearby schools
GreatSchools rating
- 8/10South Hillsborough SchoolGrades: K-5Distance: 0.6 mi
- 8/10Crocker Middle SchoolGrades: 6-8Distance: 1.1 mi
- 9/10San Mateo High SchoolGrades: 9-12Distance: 1.6 mi
Schools provided by the listing agent
- District: HillsboroughCityElementary
Source: MLSListings Inc. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$14,498,100
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$14,498,100
- California
- San Mateo County
- Hillsborough
- 94010
- 729 Chiltern Rd