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Hillsborough, California, located just north of Silicon Valley, is one of the most sought-after residential areas in the United States. This affluent town stands out for its lack of commercial zoning, ensuring a serene, exclusive atmosphere, exceptional public schools that appeals to those looking for luxury, privacy, and a picturesque environment. Whether for its natural beauty, rich history, or proximity to both San Francisco and Silicon Valley, Hillsborough offers an exceptional lifestyle that attracts families, professionals, and high-net-worth individuals alike.

Real Estate and Architectural Diversity

The real estate in Hillsborough is among the most exclusive in the Bay Area. Homes are typically custom-built, with expansive lots ranging from half an acre to several acres, providing both privacy and space. The town’s zoning laws have preserved its architectural diversity, with a mix of Mediterranean Revival, French Chateau, Colonial, Tudor and modern designs dotting the landscape. Whether it's a stately historic mansion or a sleek, contemporary home with panoramic views, Hillsborough offers a wide variety of architectural styles that cater to different tastes.

The median price for a home in Hillsborough in 2024 was approximately $5.8 million, with homes on the market often exceeding $10 million. The town's exclusivity, lack of commercial development, and prime location make it one of the most coveted real estate markets in the region. There are 14  designated "neighborhoods" in Hillsborough: Brewer/Uplands, Carolands, Country Club Manor, Hillsborough Heights, Hillsborough Hills, Hillsborough Knolls, Hillsborough Oaks, Hillsborough Park, Homeplace, Lakeview, Parrott Drive, Ryan Tract, Skyfarm and Tobin Clark. We can tell you about each and every one of them! 

Education: Exceptional Schools

For families, Hillsborough is known for its top-tier educational options. The town is served by the Hillsborough City School District, which operates three top ranked elementary schools and one middle school. Crocker Middle School, in particular, is well-regarded for its strong academic programs and extracurricular activities. In addition to the public school system, Hillsborough is also home to prestigious private institutions such as Crystal Springs Uplands School and The Nueva School, offering exceptional educational opportunities from elementary through high school.

A Tranquil, Affluent Community

Hillsborough is known for its lush, green landscapes, its quiet ambiance, and its impressive views of the San Francisco Bay. The town, nestled in the scenic San Mateo County on the San Francisco Peninsula, is a haven of privacy and serenity. The rolling hills, mature trees, and expansive properties make it an ideal location for outdoor enthusiasts. Its residents enjoy access to a range of recreational activities, including hiking, cycling, and golfing, while the nearby Crystal Springs Regional Trail and Pulgas Ridge Preserve provide ample opportunity to explore the natural beauty of the area.

The community is composed almost entirely of residential properties, which adds to the sense of tranquility and tight-knit atmosphere. The area’s peaceful vibe is complemented by its Mediterranean climate, which offers mild, sunny weather year-round, making it an ideal place to live for those seeking an escape from the hustle and bustle of urban life without being too far from the action.

Hillsborough’s Rich Historical Heritage

Hillsborough’s history dates back to the mid-1800s when it was a part of the vast Rancho San Mateo. The land that would eventually become the town was purchased by William Davis Merry Howard, a successful businessman from New England, in 1848. Howard's acquisition of 6,500 acres marked the beginning of the area’s transformation from rural farmland into an exclusive residential neighborhood. By the time California became a state in 1850, Howard had established a grand estate, "El Cerrito." Though Howard passed away in 1856, his estate set the foundation for what would later become one of the most prestigious neighborhoods in the country.

The town was officially incorporated in 1910, driven by a desire among the local estate owners to preserve the area's rural charm and keep it free from the urbanization spreading across neighboring towns like Burlingame. This led to the establishment of stringent zoning laws, which remain in place today, ensuring that the town’s character is preserved. The town’s early 20th-century development featured the construction of grand mansions on expansive estates, which in turn attracted affluent families seeking an idyllic, private retreat near San Francisco.

Local Lifestyle: A Blend of Sophistication and Community

Living in Hillsborough means enjoying the luxury of large estates and extensive natural surroundings, but it also means being part of a community that values privacy, exclusivity, and understated luxury. The town’s commitment to residential zoning ensures that no commercial development takes place within its borders, reinforcing the tranquil and private nature of the community.

Hillsborough's residents include a mix of Silicon Valley entrepreneurs, tech founders, investors, and celebrities, making the area a magnet for high-profile individuals. While the town’s privacy is a key appeal, it’s also a place where people come together for social events, charity fundraisers, and community gatherings. 

Dining and Entertainment

Although Hillsborough itself is a strictly residential area, its proximity to neighboring towns like Burlingame and San Mateo provides access to a wealth of dining, shopping, and entertainment options. Residents enjoy the best of both worlds—privacy and seclusion at home, with easy access to refined dining and leisure activities nearby. 

For those who enjoy an active social life, there are several private country clubs nearby including Burlingame Country Club and  Peninsula Golf & Country Club. For entertainment, the San Mateo Performing Arts Center hosts Broadway-style productions and community events, and Downtown Burlingame offers a mix of boutique shopping, upscale dining, and craft cocktail bars.

Arts, Culture, and Community Spirit

While Hillsborough’s residential nature means it lacks commercial art galleries or performance spaces, the town has a vibrant arts and culture scene. The Hillsborough Arts Council, a non-profit organization, has been dedicated to fostering the arts in the community for over 50 years. This council supports local artists and organizations, providing cultural programs and events that enrich the lives of residents.

The town’s commitment to maintaining its residential atmosphere is reflected in its support for local arts initiatives, which often take the form of private events, historical exhibitions, and artistic collaborations within the community. Signature events like the Hillsborough Concours d'Elegance, a vintage car show benefiting local children's charities, showcase the town's philanthropic spirit and luxury lifestyle.

Conclusion: 

In Hillsborough, the experience of living in one of the most exclusive communities in the United States is enhanced by the town's rich history, unparalleled natural beauty, and exceptional public services. With its commitment to preserving privacy, luxury, and community, Hillsborough offers an ideal setting for those seeking a sophisticated lifestyle close to Silicon Valley, while still being able to enjoy the peace and serenity of a secluded enclave. The combination of prestigious schools, recreational opportunities, vibrant cultural offerings, and exquisite homes make Hillsborough a coveted destination for families and professionals alike.