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Prestige & Potential in Tobin Clark Area!

Sky's the Limit!


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...Overheard at Starbucks: "I really love open floorplans that live as ONE BIG ROOM!" At 45 Sugar Hill Drive, you will find such a modern open layout with living areas that flow together amidst 10 ft ceilings+/- and Bay views. Offered to the market by its original owner, this scenic escape is tucked on a quiet and rarely traveled block of the prestigious Tobin Clark Estate. Custom built in 1979, the design continues to ring true with an OPEN FLOORPLAN overlooking views of the Bay, Mt. Diablo, and rolling green hills. The architect took full advantage of a hillside lot of nearly 36,000 sq. ft., (.82 Acre) as sunlight filters in from the east and south--a natural canvas all around you.

Approaching the home, a warm Tahoe Lodge feeling embraces with stone accents, shingled facade, stained glass, and handcrafted aesthetic. First time guests will surely voice a "Wow" as they step in to the house and feel the high ceilings, crisp white palette, and scenery all working together. Living, Dining, Open Kitchen, Family Lounge, all flow seamlessly and out to a stunning entertainment deck. From the living room and deck, you will even catch a view of the famed Tobin Clark Mansion, the namesake estate that was once the only dwelling on these pristine lands in the 1930s.

Your designer's eye will see vast potential to re-imagine a new look within this strong  existing footprint. Imagine a new NanaWall of accordion doors opening from the living room to a new wraparound party deck. With views like this, the sky's the limit on glamorous new deck possibilties. Enhancied by soaring vistas, the eat-in kitchen also offers a bounty for the imagination, such as an extended island or perhaps even removing the fireplace wall for an even more dramatic Great Room.

Amenities include 4 bedrooms, 2.5 bathrooms throughout approx. 3,520 sq. ft. of living. From the main living areas, a wide staircase leads dramatically beanth a towering solarium window. The Primary Suite enjoys its own wing with huge bedroom, bath, walk-in closet, and view deck. Three other large bedrooms, all with deck access, are arranged in a separate hallway.

When the Tobin Clark lands were subdivided in the 1970s, it was clear that this would be a place like no other. Estates of architectural grandeur followed the hillside topography and re-defined a new Hillsborough luxury with scenic beauty and collective prestige...a true lifestyle statement. These assets come alive at 45 Sugar Hill Drive, now awaiting an exciting new chapter in Hillsborough. The stakes have risen dramatically in Peninsula real estate. To acquire a Hillsborough address of this caliber at this approachable price point is a provident investment, and a gateway to South Elementary, Crocker Middle, and Aragon High. You have arrived...

At a Glance

  • 4 bedrooms, 2.5 bathrooms
  • Approx. 3,520 sq. ft. of living (per county record)
  • Lot size is .82 Acre (per county record)
  • Attached 2-car Garage
  • Home custom built in 1979
  • Quiet and rarely traveled street of the prestigious Tobin Clark area
  • Top School assignments of South Elementary, Crocker Middle, Aragon High
get in touch


Open Houses:
Coming Soon

Brokers Tour:
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Additional Showings by Appointment:
Contact Geoffrey C. Nelson
(650) 455-3735
[email protected]

Geoffrey C. Nelson

Coldwell Banker | Global Luxury

Hillsborough Specialist

"Telling the Story of Hillsborough Real Estate"

DRE# 01313666

650.455.3735 mobile


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Neighborhood Gallery

45 Sugar Hill Drive

The Tobin Clark area offers a dramatic setting for grand-scale newer homes of the 1970s - 2000s. The average sq. ft. of the 8 homes sold in Tobin Clark for 2020 was 5,009 sq. ft., which exceeds many of the averages for other Hillsborough neighborhoods. Four of the eight Tobin Clark sales reported to MLS in 2020 closed over $8,000,000. Homeseekers can expect more modern amenities than other neighborhoods; assets such as 3-car garages, large closets, and a uniformity of grand-scale lots and homes. Cruising up the hills of Tournament Drive and Tobin Clark Drive, it is not uncommon to pass by consecutive homes of 5,000+ feet. The Tobin Clark area takes its name from the Tobin family (San Francisco financiers and  Hibernia Bank founders), and the area’s only house in 1931, originally known simply as House on Hill. Celia Tobin's (1874-1965) first husband was copper king heir Charles Clark, thus the "Tobin Clark" surname. Celia's father Richard Tobin was president of Hibernia Bank. Celia Tobin Clark's English Cotswold mansion was designed by architect David Adler. It is said that the handcrafted masonry and elaborate detail employed the entire City of San Mateo during construction in the Depression years. The house is now referred to as the Tobin Clark Estate, features over 35,000 feet on 6 gated acres at 40 Verbalee Lane. The history includes ballroom-caliber classical concerts, and visits by United States Presidents for many years. The property last changed hands in 2014 for $22,800,000. 

During the pre-War era, the Tobin Clark area consisted of only House on Hill, surrounded by polo grounds, equestrian facilities, and fox-hunting countryside. Today, the collection of luxury homes boasts some of the finest views in all of Hillsborough. There is a singular glamour that captures the senses. The pinnacle is the cul-de-sac of Tobin Clark Drive, known as “Top of the World" by locals. Here, mansions touch the sky with views soaring high above the San Francisco skyline. A more understated sub-district of Tobin Clark, before you get too far up the hill, is known as Polo Terrace. This sub-district includes streets of Clydesdale, Woodland, Bridle, Trophy Court, and Percheron.

Another sub-district in the Tobin Clark area is the circa-2000’s Stonebridge area. This is Hillsborough’s newest subdivision and includes fourteen baronial homes on Mountain Wood Lane and Mountain Wood Court. This enclave is accessed through Clydesdale Drive or San Mateo’s Yew Street. The homes date mostly from 2002 - 2010. 



  • Great opportunity for above average house size and "newer" amenities of post-war housing from 1970s-2000s. 
  • Buying Power favorable as price per sq. ft. is lower and attractive
  • Some of Hillsborough's most majestic Bay views
  • Convenience to Aragon High School, downtown San Mateo, and Highway 92. 
  • Ultimate "top of the hill" view mansion ambiance, such as the upper blocks of Tobin Clark Drive and Brandon Court.