My wife and I purchased in 2015. A short bit after, there was some regret as prices were still falling.
I recently went to pick up my child at a classmate's house. They just purchased last year. I walked in and, sure enough, roughly the same house with minor differences in the layout...except it cost $300,000+ more.
Not sure how my kids are ever going to own a house in the US and I feel like I am locked into this house and mortgage forever.
In retrospect, we purchased near the bottom. Truly some generational "luck".