Sanguinetti | Greenman Group

Alicia Sanguinetti & Andrew Greenman present:

Hillsborough's Finest Estate

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Video Tour

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This elegant Georgian revival-style home offers an impressive pedigree. Originally built by Edward J. Tobin whose family name and fortune helped shape Hillsborough’s unique legacy (as evidenced by The Tobin Clark area which bears their name), and later, the home of Randolph Hearst, heir to publisher William Randolph Hearst, who left his own architectural statement with the hilltop edifice known as Hearst Castle. The grace of this home has been enjoyed by some of the most influential families in the bay area – past, present and now future.  


This stately circa 1914 home offers flexibility for 8 bedrooms and 6.5 baths. The home features fine details and craftsmanship, plus a light-filled floor plan that is as relevant today and in years past.  


A sense of balance and symmetry are hallmarks of this home’s design and it starts at the formal entrance hall. From the front door, your eye is immediately drawn across the large room and out to the gardens–tall French doors and transom windows let sunshine and shadows dance through the space. From this welcoming formal entry, you now have easy access to every corner of the home. A graceful stair leads to the upper-level. To the right, you’ll discover a library and office that would be the envy of any executive. Further down the foyer is a grand living room that expands into a garden room–every room on this side of the home is connected to the beautiful grounds through multiple sets of tall French doors that line each room. Across from the living room is a grand dining salon, a fireplace, stunning chandeliers, and again French doors that open to the expansive patio, makes this a comfortable space for lively family gatherings or a charitable fundraiser. There is also access off the entry to a comfortable family room where a theatre size TV is part of the appeal. Located adjacent to the completely updated kitchen is an added bonus. The eat-in kitchen offers every amenity plus the separate large breakfast/sitting room is perfect for everyday meals. The second stair in this wing leads to the second and third levels, where you will find multiple spacious bedrooms and a private master bedroom wing. And if you continue up to the third level you will find two additional bedrooms, a bath, office/den and a yoga, play space, plus large laundry. There is more, a private staff apartment with a bedroom, bath, and kitchen and a lower level where you’ll discover a wine cellar, a workshop, and exceptional storage. This home is the definition of comfort and elegance. 


The grounds provide an additional dimension to this home’s stature. An enormous patio has two large white pergolas that run the width of the home. From here you are surrounded by neatly tended gardens with walkways to explore, an imported hand-carved stone fountain, rose gardens, groves of redwoods, and a sparkling pool and level lawn. Whether you are walking among the flowers or enjoying the view from the inside the looking out–nature will provide everyday inspiration. The stunning grounds were selected by San Mateo Arboretum Society’s 20th annual garden tour, and have been maintained in all their glory by the current owners. Tucked behind private gates this impressive estate offers you a rare retreat, just minutes from all the amenities the Peninsula has to offer.  

Floor Plans

The floor plan is provided for marketing purposes and may not accurately reflect the official square footage of the property. The buyer is encouraged to independently verify any and all measurements.


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In Hillsborough, large estates are the rule rather than the exception. The town is one of the wealthiest in the country and placed No. 18 on Forbes' 2014 list of the wealthiest U.S. ZIP codes (94010). Town ordinances ensure its exclusivity by enforcing a minimum house size of 2,500 square feet and a minimum lot size of a half-acre. Hillsborough’s population is greater than 11,000. 

There are no apartments, condominiums, or townhouses in Hillsborough; Forbes calculates the median home price at $3,787,098. Notable residents past and present include entertainer Bing Crosby; publisher William Randolph Hearst; the king of Tonga, George Tupou V; diet guru Jenny Craig; and former Major League Baseball players J.T. Snow, Rickey Henderson, and Greg Maddux. 

There are no commercial districts in Hillsborough. As a wealthy suburb of San Francisco, 17 miles to the north, life in the town is unhurried and quiet. The relaxed atmosphere is enhanced by tree-lined streets that don’t follow a grid pattern and instead wind around the hilly landscape. There are few traffic signals. 

The town covers six square miles and is bounded by Burlingame to the north, San Mateo to the east and south, and Interstate 280 to the west.

get in touch


Showings by Appointment Only:

Contact Alicia or Andrew

[email protected]

[email protected]



Alicia Sanguinetti



DRE# 01183262

650.888.6432 mobile

Andrew Greenman


Broker Associate

DRE# 01874265

650.739.5596 mobile

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