Welcome to 2919 Churchill Drive.

Sitting majestically on a wide cul-de-sac in the hills of Hillsborough, this expansive and stately executive home offers wonderful public spaces for entertaining, generous rooms for living, along with little secret gardens and patios throughout. This property is truly special!

  • Five bedrooms, five full baths
  • Master suite boasts a huge versatile bonus space that can be used as a nursery, study, crafts room, gym, or whatever you choose
  • Formal living room with fireplace
  • Formal dining room with gorgeous crystal chandelier
  • Large and sunny breakfast room
  • Spacious and efficient kitchen
  • Light-filled family room with fireplace
  • Office downstairs
  • Ground floor bedroom is wonderful for guests, parents, au-pair and more
  • High ceilings
  • Laundry room
  • Three car garage
  • Lovely grounds, including an expansive outdoor patio area perfect for al-fresco dining
  • Gleaming pool and spa
  • Fruit trees abound!
  • Approximately 4,340+/- sqft  of living space on a 32,200 +/- sq ft lot




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.


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Caroline K. Huo Group

Caroline K. Huo Group

Luxury Property SpecialistExcellence Always, In All WaysKeller WilliamscalDRE# 01419566650.627.3769 office650.245.3690