Hillsborough home-buyer guide · 2026

Homes for sale in Hillsborough — what the listing photos don't tell you.

Hillsborough median home price in 2026: $4,850,000. Price per sqft: $1276. Average days on market: 30. Peninsula's residential-only enclave — half-acre minimums, mature trees, top schools, no commercial.

Roger Grubb has been transacting in Hillsborough for 18 years and sees roughly 1-in-4 homes off-market before they hit MLS. If the home you want doesn't exist on Zillow yet, Roger may already know about it.

Hillsborough insider knowledge

North Hillsborough trades fastest. Lower South + Hayne / Tobin areas have the trees + lots. Country Club estates have the prestige.

What Hillsborough isn't: Walkable. Same as Atherton — drive to everything.

Hillsborough home-buying FAQ

What is the median home price in Hillsborough in 2026?

Hillsborough median is $4,850,000, at $1276/sqft, with 30 days on market.

Is Hillsborough a good place to buy a home?

Buyers with $4M+ wanting Peninsula school + half-acre lots, less rarefied than Atherton.

What schools serve Hillsborough?

Key schools: North Hillsborough Elementary (rating 10/10), Crystal Springs Uplands School (rating 10/10).

What is Hillsborough like as a community?

Residential-only luxury. Half-acre minimum lots, mature canopy, three private country clubs. Burlingame-adjacent.

What kinds of buyers does Hillsborough attract?

Peninsula wealth, Long-term family hold, Move-up from Burlingame.

What should I know about Hillsborough before buying?

Walkable. Same as Atherton — drive to everything. North Hillsborough trades fastest. Lower South + Hayne / Tobin areas have the trees + lots. Country Club estates have the prestige.

How do I see homes for sale in Hillsborough?

Roger Grubb is a 18-year Hillsborough-area realtor. Call (510) 504-0402 to get on Roger's buyer list — he sees off-market homes in Hillsborough before they hit MLS.

Buying in Hillsborough? Start with one call.

Roger answers his own phone. (510) 504-0402.