Welcome to Hillsborough

Prestigious community with stunning Gilded Age architecture


Hillsborough is a prestigious community with large lots containing some of the most spectacular homes in California. This private community offers a quiet residential refuge close to the vibrant downtown areas of neighboring Burlingame and San Mateo. Residents also enjoy access to great local schools.

Hillsborough extends along Burlingame and San Mateo’s western boundary. Access to I-280, Highway 101, and El Camino Real puts San Francisco within a 25 minutes’ drive depending on traffic. Landmark local properties include the Carolands Chateau, a stunning 98-room Beaux-Arts mansion inspired by the court architecture of Louis XIV. Carolands is one of several Gilded Age masterpieces within Hillsborough. The community is mostly comprised of opulent residences with incredible attention lavished on every aspect of the interior and exterior design. Hillsborough’s luxurious homes are a mix of original early-20th century residences and contemporary properties.

What to Love

  • Stunning Gilded Age architecture
  • Shopping and dining in Burlingame and San Mateo
  • Historic and contemporary masterpiece homes
  • Gorgeous natural scenery to the west

People & Lifestyle

Hillsborough is a refined community exuding Old World glamor close to Silicon Valley’s exciting contemporary tech hubs. The community was first developed with lavish estates and mansions designed for leading 19th and early-20th century industrialists and their heirs. There are many outdoor recreation opportunities in the gorgeous natural area surrounding Montarra Mountain and Crystal Springs Reservoir to Hillsborough’s west. To the east, the cities of Burlingame and San Mateo provide a wide variety of restaurants, retailers, and nightlife spots.

Dining, Entertainment & Shopping

There is no dedicated commercial area within Hillsborough itself, but homes are within easy reach of many shops, restaurants, and entertainment options in Downtown Burlingame and San Mateo. Burlingame Avenue is one of the area’s premier shopping streets with a great mix of trendy boutiques and brand-name stores. Highlights include yoga and athletic wear at lululemon athletica, curated fashion from European and American designers at Sam Malouf Authentic Luxury, and stylish womenswear and handbags at Kate Spade. Burlingame’s eclectic dining scene includes standouts such as Neapolitan-style Pizzeria Delfina and romantic Northern Italian restaurant Stella Alpina Osteria. San Mateo’s shopping and dining options are similarly extensive. Grab gourmet groceries and specialty prepared foodstuffs at Draeger’s Gourmet Market, dine on exceptional Italian cuisine at Pausa Bar & Cookery, or head to Sushi Sam’s Edomata for an excellent sushi and omakase tasting course.

Things to Do

Vista Park is a neighborhood green space in the heart of Hillsborough. The park has been extensively renovated in recent years with amenities that include an arbor, picnic tables, playing fields, climbing rocks, and a special play area for younger children. Burlingame Country Club has been a cornerstone of the community since 1893. The country club features an 18-hole golf course designed by Robert Trent Jones, Sr. Members also enjoy access to a clubhouse, a swimming pool, and tennis courts. Just across I-280 from Hillsborough’s western boundary, Crystal Springs Golf Course offers 18 holes of challenging play in a picturesque setting surrounded by a wildlife refuge. In July, Concours d’Elegance brings classic cars to Crystal Springs Golf Course for a celebration of automotive design and engineering. More than 200 vintage cars from a wide range of categories compete in the Concours d’Elegance. The festivities also include a 70-mile Tour d’Elegance, where participants take a leisurely drive through the beautiful San Mateo County hillsides. Just south of Crystal Springs Golf Course, Sawyer Camp Trail is a popular six-mile stretch of the larger Crystal Springs Regional Trail. Sawyer Camp Trail is open to hikers, joggers, horseback riders, and bicyclists, taking in diverse natural scenery with landmarks including the 600-year-old Jepson Laurel.


Hillsborough offers outstanding public education through nationally-ranked schools in the Hillsborough City Elementary School District.

  • North Hillsborough, Public, K-5
  • South Hillsborough, Public, K-5
  • West Hillsborough, Public, K-5
  • Crocker Middle, Public, 6-8
  • The Nueva School, Private, PK-12, private elementary and high school for gifted students
  • Crystal Springs Uplands School, Private, College Preparatory, 6-12

Work With Michele

Michele brings over 25 years of professional sales experience including training in Negotiation Mastery from the Harvard Business School. Michele’s clients benefit from her skilled negotiation strategies when it comes to the purchase or sale of their home.