DRE# 02439552 · Keller Williams Peninsula Estates
a peninsula real estate journal

The Peninsula Letter

"Market reports, neighborhood guides, and quiet thinking on the homes and streets of San Mateo County."
Volume I · Fall 2026 · Edited by Elaine Li
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This EditionOct. 20, 2026 · San Mateo County, Calif.
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The Archive

26 articles · Published as I write them

Four Millbrae homes. Four different buyers.

Four Millbrae homes coming to market at once, and four different buyers: the walk to school, the rental income, five bedrooms downtown and the biggest lot.

Six questions buyers asked me this fall. What sellers should hear.

Most of what I write is for buyers. This one is for the homeowners: six questions from open houses this fall, and what each one tells you about your house.

Hundreds of pages. About ten that matter.

A Peninsula disclosure package can run a few hundred pages. Whether I’d chase the house often comes down to about ten of them.

They met in Millbrae

Half the visitors at a Millbrae open house came from San Francisco. The other half drove up from the South Bay. The house brought them in — the station kept coming up.

Nobody asked about the house

More than 20 groups came through a Foster City waterfront open house. They asked about the lagoon, the HOA, the new Osaka Marketplace, cash versus financing — and, quietly, whether I’d live on the water.

More homes, more time, and still over asking

August 2026 numbers for eight Peninsula cities. Inventory rose almost everywhere and homes sat longer, yet all eight single-family markets still closed over asking. Condos went the other way.

A tech slowdown doesn't make the Peninsula cheap

Dreamforce raised the question again: what happens to Peninsula real estate if the AI boom cools? The last pullback is the clue — and August's numbers say the market is not quiet yet.

Belmont is not the affordable San Carlos

Yes, the median is lower than San Carlos. But Belmont sells competitively, and the hills — not the discount — are what make it different.

Your property tax basis may move with you

The low assessed value you've held for decades isn't necessarily tied to the house. What Proposition 19 lets qualifying homeowners 55+ carry with them.

The better question isn't how many days

Days on market measures the listing calendar before it measures demand. What the number actually says — before the offer date, and after it.

San Mateo is one city and several housing markets

The seams between San Mateo's markets follow blocks, not neighborhoods. Eight local details to check before you trust a citywide average.

The overbid number tells you almost nothing

A house sells $600,000 over asking and it reads like a verdict. It isn't. What that headline actually measures — and the numbers worth reading instead.

Eight Peninsula cities, one July snapshot

July 2026 numbers for eight Peninsula cities — single-family homes still sold over ask in days, while condos gave patient buyers room to breathe.

Summer isn't slow. Mispricing is.

Summer's slow, we'll list in the fall." On the mid-Peninsula that usually costs sellers money. What the July numbers really show.

The July 4 week is the buyer’s quietest advantage

Everyone treats the holiday week as a dead zone for homebuying. For a prepared buyer, it’s the opposite — and the mid-Peninsula numbers show why.

So much for the summer slowdown

Everyone said summer would be slow. Then a Belmont home listed at $1.7 million went pending around $2.2 million — no contingencies. Demand didn't disappear. It got selective.

8 honest things about San Carlos

It isn't hidden, and it isn't cheap. Here's why people pay anyway — in eight honest cards and a short letter.

Six Peninsula cities, one May snapshot

May 2026 single-family numbers for Belmont, Burlingame, Menlo Park, Palo Alto, Redwood City, and San Mateo — and what the data actually says.

Bay Area careers move fast. Homes don't.

The typical U.S. homeowner stays about 12 years — in San Jose it's closer to 19. Forever may not exist, but optionality does.

The first two weeks: why your home's launch window decides the sale

A home gets the most attention in its first two weeks on the market. Here's why that window decides your sale — and how to prepare before you list.

Moving here for the schools? Buy near the right one

Moving for the schools? Here's how to choose a Peninsula town — Belmont to Palo Alto — around the school that actually fits your child.

May 2026: Peninsula market snapshot

San Mateo County single-family homes are still going over ask in under three weeks while condo inventory sits longer and negotiates closer to list.

I make good money. Why does Bay Area housing still feel impossible?

On the Peninsula, the buyers who win aren't always the ones with the highest offer. They're the ones with the clearest plan.

The cap table and the cap rate

A Salesforce PM asked me if she should buy or rent. The real question turned out to be different.

Most people avoid Daly City. That's exactly why I went there.

Notes from an open house in Daly City — and a thesis about which Peninsula neighborhoods are quietly where wealth gets built next.

From Salesforce to real estate: why I made the leap

After 20 years in tech, I traded dashboards for doorknobs. Here’s the question that kept pulling me here.