Bucolic, Bay Area estate living at its absolute finest.
While traversing the rolling hills, thick foliage, and preserve-like setting of Hillsborough, it's easy to forget you're just thirty minutes south of San Francisco. The allure of the affluent Hillsborough is unmistakable—this enclave affords residents a lifestyle unlike few others in the Bay Area.
Framed by the 4,000-acre Rancho Corral de Tierra, a stretch of Interstate 280 along the town's western edge is the only indication that big cities and tech centers lie nearby. This keys into one of Hillsborough's primary draws—more hectic Bay Area locales are close, yet remain comfortably at arm's length.
Hillsborough offers exclusive estate-style single-family living—no condos, no townhomes, and no zero-lot-line communities. Price points range from $2.5 million to $7 million and up, where grand, eight-figure estates aren’t uncommon. This outlay, however, is well worth it. The majority of homes exceed 5,000 square feet of living space, and lot sizes of a half-acre or more are the rule, not the exception.
Whether it’s a primary residence or a second home, Hillsborough is ideal for those who want luxurious accommodations and seclusion without actually being secluded. Excellent schools— both public and private—serve as the primary draw for most families. However, residents also easily fall in love with the town's natural surroundings.
Nearly 250 acres of open space is set aside as non-development zones. The enclave's location in the middle of the San Francisco Peninsula places it within reach of the city, Silicon Valley, the Bay, and the Pacific Ocean.
Hillsborough's lack of commercial development makes it a uniquely private spot for residents and their families to escape from society's everyday machinations. But on occasions when daytime shopping or evening dinner reservations are in order, the town's convenient location proves to be the perfect starting point for such experiences.
Downtown Burlingame’s bustling collection of shops and restaurants are two and a half miles away. The even buzzier Downtown San Mateo is four miles from Hillsborough. For those willing to venture further, Hillsdale Shopping Center and the adjacent North Block entertainment district are a fifteen-minute drive to the south.
Burlingame is home to the ultra-exclusive Hillsborough Golf and Country Club. This private club includes 18-holes of championship golf, eight tennis courts, a pool, and dining and social opportunities. To the west, the Crystal Springs Golf Course plays host to the Hillsborough Concours d'Elegance, which celebrates the best in automotive engineering and design while raising money for the Hillsborough Schools Foundation.
For those seeking excursions that celebrate very diverse architectural perspectives, Hillsborough is home to two decidedly different addresses. The first is The Flintstone House, a single-family residence that mirrors the accommodations of the namesake Hanna-Barbera cartoon from the 1960s. For a more stately experience, there's the Carolands Chateau, a 46,000 square foot Beaux-Arts mansion with gardens built during the Gilded Age.
Hillsborough is home to many excellent schools. Top educational opportunities include:
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