Overview

Steeped in natural privacy because of its hilly setting, Hillsborough has become a prized retreat for Bay Area residents seeking a relaxed lifestyle. Since it is located between business hubs like San Francisco and Palo Alto, this exclusive town integrates sought-after centrality with a luxurious sense of seclusion.

 

An Outstanding Past

Hillsborough offers a renowned history stemming from the efforts of one leading family. William Howard, the heir of an East Coast-based shipping empire, moved into the region in the 1840s and purchased a vast amount of land to form a working ranch. The Howards prospered throughout the Gold Rush and subsequently grew into one of the most prominent families in the area. By the end of the Civil War, the family ranch had been split into many smaller estates, which drew the attention of neighbors like San Mateo and Burlingame. These communities wanted to annex the estates to accommodate swelling population sizes. In 1910, owners of the smaller estates voted to incorporate, saving them from threats of annexation.

 

Carefully Maintained

Many of these smaller estates were further reduced in size over time; in the case of properties like Uplands and Sky Farm, some were eventually converted into prestigious private academies. Though the expansive nature of its original estates may be lost to history, present-day Hillsborough maintains regulations that preserve its spacious character and attractive privacy. Lots must be at least one-half acre, and zoning ordinances require each residence to be a minimum of 2,500 square feet. An absence of commercial zoning means there are no local apartments, condominiums, or businesses, making Hillsborough seem reminiscent of a quiet, country hamlet of the past. 

 

Exclusive Status

The town of Hillsborough is a prime enclave for those who wish to have easy access to both “the City by the Bay” and Silicon Valley. In addition, the community historically has attracted elite inhabitants with its temperate climate and privacy. Money magazine has ranked Hillsborough as the most affluent town in the country, and in 2019 Bloomberg listed it in the top five richest towns in America.

 

An Enjoyable Community

The roughly 11,000 residents who inhabit Hillsborough enjoy the bucolic nature of the town and the tranquility and space it provides. The local population is tightly knit and hosts annual events such as holiday parades and the Hillsborough Concours d’Elegance, where vintage car owners proudly displace their prized vehicles. 

 

A Sterling Education

Hillsborough has its own highly regarded public elementary and middle schools, while high school students can attend schools within the San Mateo Union High School District. Also nearby are several premier private schools, including the Nueva School, Bridge School, and Crystal Springs Uplands School. 

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The calm demeanor, distinguished history, and desirable seclusion offered by tony Hillsborough are features that make this enclave as special at it is exclusive. Its large estate homes on spacious lots and relaxed, rural atmosphere provide an excellent sanctuary for those who enjoy luxury, peace, and privacy. 

 

 

Notable Residents—Past and Present

Patrick Burrell, San Francisco Giants MLB player, two-time World Series champion

Jenny Craig, weight-loss guru

William H. Crocker, founder and president of Crocker National Bank

Bing Crosby, singer and actor

William Randolph Hearst, leading newspaper publisher

Larry Probst, chairman and former CEO of Electronic Arts

Alicia Silverstone, actress

J.T. Snow, San Francisco Giants MLB player, radio and television broadcaster

George Tupou V, King of Tonga

 

Population
11,444
MedianFamily Income
238,750

The public schools are among the best in the nation. Graduates from the local high schools attend the most prestigious colleges and universities in the country, with a much larger than average number admitted to neighboring Stanford. Abundant bike paths make it easy for most students to bike to their local schools, giving them a sense of independence that is valued by parents and children alike.

active
1868 floribunda ave,
hillsborough
$45,000,000
country club manor
8Beds / 8Baths / 17907SqFt
active
240 pinehill rd,
hillsborough
$17,900,000
carolands etc.
3Beds / 5Baths / 8930SqFt
active
address not disclosed,
hillsborough
$16,800,000
carolands etc.
5Beds / 5Baths / 10180SqFt
active
119 bridge rd,
hillsborough
$13,880,000
brewer subdivision/upland
6Beds / 8Baths / 10510SqFt
active
105 baywood ave,
hillsborough
$9,880,000
brewer subdivision/upland
8Beds / 6Baths / 9355SqFt
active
77 new place rd,
hillsborough
$9,500,000
country club manor
active
400 hillsborough blvd,
hillsborough
$9,250,000
san mateo park / el cerrito park
6Beds / 6Baths / 6235SqFt
active
400 hillsborough blvd,
hillsborough
$9,250,000
san mateo park / el cerrito park
active
20 bridle ct,
hillsborough
$8,398,880
tobin clark estate / polo terrace
6Beds / 5Baths / 6510SqFt
active
255 brentwood rd,
hillsborough
$8,295,000
hillsborough park etc.
4Beds / 5Baths / 5175SqFt
pending
118 baywood ave,
hillsborough
$6,595,000
brewer subdivision/upland
5Beds / 6Baths / 5585SqFt
contingent
815 irwin ct,
hillsborough
$6,500,000
ryan tract etc.
5Beds / 7Baths / 4730SqFt
pending
10 glenbrook dr,
hillsborough
$5,380,000
parrott drive area
5Beds / 4Baths / 5440SqFt
contingent
2850 churchill dr,
hillsborough
$4,988,000
skyfarm
5Beds / 4Baths / 5045SqFt
pending
475 roblar ave,
hillsborough
$4,175,000
hillsborough heights
4Beds / 3Baths / 4280SqFt
pending
1255 kenilworth rd,
hillsborough
$3,550,000
lakeview
5Beds / 3Baths / 3970SqFt
pending
761 el cerrito ave,
hillsborough
$3,198,000
brewer subdivision/upland
4Beds / 3Baths / 3160SqFt
pending
1225 jackling dr,
hillsborough
$2,998,000
burlinhome / easton add #2 / #3 / #5
4Beds / 3Baths / 2365SqFt
pending
0 chiltern rd,
hillsborough
$99,000
hillsborough park etc.
pending
0 chiltern rd,
hillsborough
$99,000
hillsborough park etc.
sold
1750 forest view ave,
hillsborough
$6,500,000
ryan tract etc.
6Beds / 5Baths / 4950SqFt
sold
800 w santa inez ave,
hillsborough
$5,500,000
hillsborough heights
5Beds / 4Baths / 5494SqFt
sold
5 stacey ct,
hillsborough
$5,299,000
country club manor
6Beds / 4Baths / 3785SqFt
sold
760 crystal springs rd,
hillsborough
$4,895,000
brewer subdivision/upland
5Beds / 6Baths / 6175SqFt
sold
40 sugar hill dr,
hillsborough
$3,998,888
tobin clark estate / polo terrace
4Beds / 4Baths / 4980SqFt
sold
400 pullman rd,
hillsborough
$3,880,000
carolands etc.
4Beds / 3Baths / 2660SqFt
sold
20 tea tree ct,
hillsborough
$3,680,000
skyfarm
5Beds / 3Baths / 3380SqFt
sold
1816 black mountain rd,
hillsborough
$3,100,000
carolands etc.
3Beds / 2Baths / 2530SqFt
sold
10 bluebell ln,
hillsborough
$2,999,000
lakeview
4Beds / 3Baths / 4580SqFt
sold
2327 summit dr,
hillsborough
$2,995,000
hillsborough oaks etc.
4Beds / 2Baths / 2810SqFt