Published October 27, 2026
Two Markets, One County: What's Really Happening in San Mateo County Real Estate
If you've been following the real estate headlines lately, you might be wondering whether the market is heating up or slowing down. From what I'm seeing across San Mateo County, the answer is actually both.
We're experiencing a pretty unusual divide right now. More typical single-family homes are taking longer to sell, and buyers in those price ranges are becoming increasingly selective. Meanwhile, at the higher end of the market, particularly in places like Menlo Park and Hillsborough, competition is incredibly strong.
I've seen homes attract aggressive offers, including a recent off-market transaction in Hillsborough where a property offered at $15 million reportedly sold for $17 million. That's a remarkable result, especially when other homes across the county are sitting longer than sellers expected.
So what's driving this divide?
Interest Rates Are Affecting Buyers Differently
For many buyers, elevated mortgage rates remain a major obstacle. When you're purchasing a home in San Mateo County, even a small change in interest rates can add hundreds of dollars to your monthly payment. That's forcing buyers to think carefully about what they're willing to pay, particularly for homes that need updates or don't quite check every box.
But at the higher end, we're seeing a different dynamic. Buyers with substantial cash reserves, stock compensation, or other assets aren't necessarily as sensitive to borrowing costs. And with limited inventory in some of our most desirable neighborhoods, they're competing aggressively for the right properties.
The AI Wealth Factor
There's another element I'm watching closely: the potential impact of upcoming AI company IPOs.
While some anticipated public offerings have been pushed toward the end of this year or into next year, the valuations being discussed could create substantial wealth for a relatively concentrated group of Bay Area employees and investors.
Not all of that wealth will immediately translate into home purchases, of course. But I expect some of it could find its way into the Peninsula's luxury housing market, particularly communities like Menlo Park, Atherton, and Hillsborough.
That possibility is already part of the conversation among buyers who are concerned about what additional competition could mean for an already limited supply of homes.
What Does This Mean for You?
The latest San Mateo County numbers reinforce what I'm seeing firsthand. Single-family sales have slowed, homes are spending a little longer on the market, yet average prices are holding relatively steady. And homes are still selling, on average, above their asking prices.
The takeaway is that today's market isn't moving in one direction. It's becoming increasingly selective.
For sellers, that means understanding exactly who your likely buyer is and preparing, pricing, and marketing your home accordingly. For buyers, it means recognizing that opportunities may exist in one neighborhood or price range while competition remains fierce in another.
As we head toward the end of the year, I'll be watching how interest rates, inventory, and the potential influx of AI wealth continue to shape our local market. There's a lot happening beneath the surface, and understanding those differences is more important than ever.
Thinking of making a move? Let's talk strategy.
Whether you're buying, selling, or simply curious about what your home could be worth in today's market, I'm here to help you make sense of the numbers and develop a plan that works for you.
Email me at kevin@pickettrealestategroup.com or call 415.283.7919.
San Mateo County Rolling 3-Month Data
Below, our data is based on averages for single-family homes in San Mateo County over the most recent 90-day period. This snapshot provides insight into pricing trends, buyer activity, and overall market momentum across the Peninsula.

Kevin Pickett
Realtor | Pickett Real Estate | Christie's International Real Estate Sereno
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