In the congregation I attended in the 80s and 90s, many of the elders and ministerial servants owned homes. And this was in a relatively lower-middle class part of New York City, where there were a lot of apartment-dwellers. One of the elders was a long-time JW who knew many of the GB members pretty closely. He had a few interesting stories to tell.
I don't recall ever hearing a negative word about home ownership, aside from the usual warnings against "the love of money" and similar ideas. I can recall murmuring from people about the nice car that so-and-so owned, the nice clothes that so-and-so wore, and so on. But not about houses. I guess when the higher-ups in the congregation are home-owners, people know better than to judge.