I searched, the first hit was New York (seems odd?). I looked up average price over time, inflation adjusted. They are increasing.

https://fred.stlouisfed.org/series/NYSTHPI

Edit: DuckDuckGo seems to have served me a terrible example, further digging shows some examples which don't even need looking up, its clear that pricing has plummeted.

https://en.wikipedia.org/wiki/Shrinking_city

He’s talking about places with long run population decline.

NYC has grown by about 1.5 million people over the last 30 years.