729 Chiltern Road, Hillsborough, California 94010, Hillsborough, 94010 - 5 bed, 8 bath

729 Chiltern Road, Hillsborough, California 94010 home-pic-0
ACTIVE$13,500,000
729 Chiltern Road, Hillsborough, California 94010
5Beds
8Baths
6,015Sqft
20,881Lot
Year Built
1935
Close
-
List price
$13.5M
Original List price
$13.5M
Price/Sqft
$2,244
HOA
-
Days on market
-
Sold On
-
MLS number
ML82027735
Home ConditionExcellent
Features
Pool
Spa
Patio
View-

About this home

Great Deal:The estimated price is 9% above the list price. We found 4 Cons,5 Pros. Rank: price - $13.50M(99th), sqft - 6015(98th), beds - 5(74th), baths - 8(99th).

Tucked in one of South Hillsborough's most coveted enclaves, this private gated estate blends timeless design with fresh, modern updates across an expansive floor plan. A grand motor court and curated landscaping with mature trees and hundreds of new plantings set an impressive tone on arrival. Inside, the heart of the home features an architectural chef's kitchen and great room with soaring ceilings and walls of glass that open to the outdoors. Formal living and dining rooms create an elegant setting for entertaining, while a stunning office with floor-to-ceiling windows provides the perfect workspace. Five luxurious en-suite bedrooms and seven-and-a-half beautifully designed bathrooms with spa-like amenities like a soaking tub and a steam shower. Additional highlights include four fireplaces inside the home, dual laundry rooms, a versatile media room and gym, and modern upgrades such as new electrical systems, EV charging, and dual HVAC. Outside, the resort-style grounds offer a pool, jacuzzi and cabana, water features, an outdoor kitchen, and an outdoor patio fireplace. Located close to top schools, downtown Burlingame, and easy commuter routes, this exceptional property delivers both everyday comfort and extraordinary style.

Price History

Date
Event
Price
11/23/25
Listing
$13,500,000
Condition Rating
Excellent

Despite being built in 1935, this property has undergone an extensive and high-quality modern renovation, bringing it to a virtually new condition. The description highlights 'fresh, modern updates,' an 'architectural chef's kitchen,' 'beautifully designed bathrooms with spa-like amenities,' and 'new electrical systems, EV charging, and dual HVAC.' The images confirm this, showcasing a state-of-the-art kitchen with high-end professional-grade appliances (Wolf range), modern cabinetry, marble/quartz countertops, and contemporary lighting. The bathrooms feature stylish vanities, gold-toned fixtures, and modern tiling. All visible components, including herringbone hardwood flooring and custom built-ins, appear new or virtually new, meeting current luxury standards with no deferred maintenance.
Pros & Cons

Pros

Prime Location & Privacy: Situated in one of South Hillsborough's most coveted enclaves, this private gated estate offers exclusivity and a desirable address.
Extensive Modern Upgrades: The property boasts fresh, modern updates including new electrical systems, EV charging, and dual HVAC, blending contemporary comfort with timeless design.
Luxurious Interior Amenities: Features an architectural chef's kitchen, five luxurious en-suite bedrooms, spa-like bathrooms with soaking tubs and steam showers, a media room, and a gym.
Resort-Style Outdoor Living: The grounds offer a pool, jacuzzi, cabana, water features, an outdoor kitchen, and an outdoor patio fireplace, creating an exceptional entertaining space.
Architectural Grandeur & Spaciousness: An expansive floor plan with soaring ceilings, walls of glass, formal living/dining rooms, and a grand motor court provides an impressive and open feel.

Cons

MLS Listing Discrepancy: Living area discrepancy between mls listing and other public or private record. mls listing living area = 6015, other record living area = 4510. Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 5, other record bedroom count = 4.
High Ongoing Maintenance: The extensive resort-style grounds, pool, jacuzzi, water features, and large estate size will necessitate significant ongoing maintenance and associated costs.
Exclusivity of Price Point: The $13.5 million list price targets a very niche market, which could potentially lead to a longer sales cycle compared to properties in broader price ranges.
Potential for Age-Related Concerns: Despite modern upgrades, the 1935 build year may still present unforeseen age-related structural or systemic issues, or require specialized upkeep for original elements.

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