Main Content

Home » Communities » Hillsborough

Hillsborough

Luxury and laidback living go hand-in-hand in the small town of Hillsborough in San Mateo County. And with its rugged, hilly landscape, some of the best views of the San Francisco Bay and peninsula can be enjoyed here.

Hillsborough has a total area of a little over 6 square miles and a population of about 11,300 people. Nestled along the foothills of the Santa Cruz Mountains, it’s a popular community for professionals, retirees, and families who wish to live in relative peace and quiet.

Overview of Hillsborough

Hillsborough is roughly 17 to 18 miles south of San Francisco. It is bounded by Burlingame and San Mateo to the east, Highlands-Baywood Park to the south, and Interstate 280 to the west.

Considered to be one of the richest towns in America, Hillsborough traces its history back to 1846, when the son of a wealthy shipping magnate purchased the land and settled in the area.

Hillsborough’s affluence and history is evident in the mansions and historic homes scattered throughout town. These include the Sidney Bazett Residence, which was designed by Frank Lloyd Wright, and the Carolands, which is considered to be one of America’s largest mansions.

Estates aside, Hillsborough is also home to some of California’s best schools. THe town is served by Hillsborough City School District, which has the distinction of being one of the top 10 school districts in the entire U.S.

Highlights of the locale

  • The Carolands ChateauOne of the largest mansions in America, the Carolands was designed to be the crowning jewel of the 500-acre Carolan estate. Featuring a mix of Beaux Arts and American Renaissance, Carolands is registered in the National Register of Historic Places. It is open for tours.
  • Crystal Springs Regional Trail – Located just outside Hillsborough, this regional trail is open for hiking, cycling, and running. As of date, 15.3 miles of the planned 17.5 miles has been finished and is open to the public.

Contact Michael Robles today at 415.990.1234 or mike@agentrobles.com to check out active listings in Hillsborough, CA.

210 Uplands DR HILLSBOROUGH
$14,999,000
6 Beds 4 | 1 Baths 5,030 Sqft
Details
2 Homs CT HILLSBOROUGH
$9,900,000
6 Beds 6 | 1 Baths 8,404 Sqft
Details
325 Eucalyptus AVE HILLSBOROUGH
$9,500,000
5 Beds 4 | 2 Baths 7,630 Sqft
Details
110 Stonepine RD HILLSBOROUGH
$7,595,000
5 Beds 4 | 1 Baths 3,959 Sqft
Details
989 Hayne RD HILLSBOROUGH
$6,950,000
5 Beds 5 | 1 Baths 6,635 Sqft
Details
446 El Arroyo RD HILLSBOROUGH
$6,200,000
6 Beds 6 | 1 Baths 8,670 Sqft
Details
105 Stonepine RD HILLSBOROUGH
$5,495,000
5 Beds 4 | 1 Baths 4,850 Sqft
Details
1868 Floribunda AVE HILLSBOROUGH
$68,000,000
8 Beds 8 | 2 Baths 17,907 Sqft
Details
3085 Ralston AVE HILLSBOROUGH
$15,750,000
5 Beds 6 | 1 Baths 10,495 Sqft
Details
160 New Place HILLSBOROUGH
$11,900,000
6 Beds 6 | 2 Baths 6,175 Sqft
Details
100 New Place RD HILLSBOROUGH
$11,000,000
7 Beds 8 | 1 Baths 11,875 Sqft
Details
1765 Willow RD Hillsborough
$9,488,000
5 Beds 6 Baths 4,750 Sqft
Details
Address
Price
Beds
Baths
Lot Size
$14,999,000
6
4 | 1
5,030 sqft
$9,900,000
6
6 | 1
8,404 sqft
$7,595,000
5
4 | 1
3,959 sqft
$6,950,000
5
5 | 1
6,635 sqft
$6,200,000
6
6 | 1
8,670 sqft
$5,495,000
5
4 | 1
4,850 sqft
$68,000,000
8
8 | 2
17,907 sqft
$15,750,000
5
6 | 1
10,495 sqft
$11,900,000
6
6 | 2
6,175 sqft
$11,000,000
7
8 | 1
11,875 sqft

© 2024 MLSListings Inc. All rights reserved.
The data relating to real estate for sale on this website comes in part from the Internet Data Exchange (IDX) program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than Coldwell Banker are marked with the IDX icon (a stylized house inside a circle) and detailed information about them includes the names of the listing brokers and listing agents. Based on information from MLSListings MLS as of the date shown below. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some properties appearing for sale on this website may subsequently have sold and may no longer be available.
MLSListings data last updated at March 27, 2024 9:39 PM PT