Hillsborough Homes for Sale
20 Homes for sale in Hillsborough
$4,590,000
1548 Kingswood Drive
Hillsborough, CA 94010
$48,888,000
150 New Place Road
Hillsborough, CA 94010
$6,999,000
2801 Easton Drive
Hillsborough, CA 94010
$7,995,000
901 Hillsborough Boulevard
Hillsborough, CA 94010
$15,995,000
810 Lombardi Lane
Hillsborough, CA 94010
$11,800,000
280 Uplands Drive
Hillsborough, CA 94010
$11,000,000
433 El Centro Road
Hillsborough, CA 94010
$28,995,000
1200 Armsby Drive
Hillsborough, CA 94010
$3,750,000
1407 Carlton Road
Hillsborough, CA 94010
Browse Hillsborough by Property Type
Hillsborough Neighborhood Guide
Hillsborough is one of the most exclusive residential communities in the United States — a fully incorporated town of roughly 11,000 people on the San Francisco Peninsula, with no commercial development, no apartments, and no businesses of any kind within its borders by design. Every parcel in Hillsborough is single-family residential, sitting on a minimum lot of half an acre, and the town's winding oak-shaded roads conceal some of the Bay Area's most significant historic estates. Stanford University, Sand Hill Road venture capital, and old San Francisco family wealth have all found a home here for generations.
Why Buyers Love Hillsborough
- Privacy and Exclusivity by Zoning — No hotels, no restaurants, no through-traffic destinations means Hillsborough's residential streets carry only local traffic. The deliberate absence of commercial activity is itself the amenity.
- Historic Estate Architecture — The town contains one of the densest concentrations of significant residential architecture in California, with work by Julia Morgan, Willis Polk, and other prominent architects spanning the early 20th century to the present.
- Peninsula Location with Space — Sitting between Burlingame and San Mateo, Hillsborough offers Peninsula convenience — close to Caltrain corridors, SFO, and Silicon Valley — while delivering lot sizes and setbacks that feel genuinely rural.
- Crystal Springs Open Space — The town borders the Crystal Springs Reservoir and watershed lands, providing a permanent greenbelt and scenic backdrop that will never be developed.
Neighborhoods at a Glance
Lower Hillsborough
The western and flatter portions of the town near the Burlingame border, with some of the more accessible entry points into the market and homes that predate World War II alongside modernized estates.
Upper Hillsborough / Skyfarm
The elevated eastern section with the most dramatic views — San Francisco Bay, East Bay hills, and the peninsula spread below. Lot sizes tend to be larger and homes more contemporary on the upper roads.
Crystal Springs Road Corridor
The main spine through the center of town, lined with mature oaks and estates on multi-acre parcels. Some of the most historically significant properties in Hillsborough sit along this road.
Canada Road Area
Properties near the southern tip bordering San Mateo, often featuring larger grounds and a slightly more accessible price point for the Hillsborough market.
Local Amenities
Parks
Crystal Springs Regional Trail (hiking and biking adjacent to the reservoir), Sawyer Camp Trail (one of the Bay Area's most beloved paved trails), Hillsborough's own trail system connecting neighborhoods through open space
Shopping
Residents use downtown Burlingame (Broadway Ave and Burlingame Ave) for retail, dining, and services — a 5-minute drive for everything from Michelin-starred restaurants to boutiques to the Apple Store
Dining
Hillsborough has no restaurants of its own — this is intentional. Burlingame Avenue and Broadway offer some of the best dining on the Peninsula, from Pasta Moon to Ramen Nagi, all within minutes
Recreation
Sawyer Camp Trail (multi-use trail through the watershed), Crystal Springs Golf Course (one of two courses on the reservoir), equestrian trails throughout the town, easy access to the San Andreas Trail
Commute Times
| Destination | Drive | Transit |
|---|---|---|
| San Francisco (Downtown) | 25–40 min | 35–50 min (Caltrain from Burlingame or Millbrae) |
| Oakland (Downtown) | 30–45 min | 45–60 min (Caltrain + BART from Millbrae) |
| Silicon Valley (Palo Alto) | 20–30 min | 30–40 min (Caltrain from Burlingame) |
| SFO Airport | 10–15 min | 15 min (Caltrain + BART from Millbrae) |
Hillsborough itself has no Caltrain station, but residents are a short drive from the Burlingame and Millbrae stations. The Millbrae station offers a unique BART-Caltrain intermodal connection that makes SFO and downtown San Francisco both easily reachable.
Commute times are estimates and may vary based on traffic, time of day, and route. Data is for informational purposes only.