We then purchased 2 houses for investment purposes.

I am back to getting the house rehabbed. 

A "lake house" might be in a residential zoned area where a commercial use would be prohibited or at least require a variance (approval) to make an exception.

In fact, I’d like to turn the primary into a rental and then house hack in a multi-unit.

https://www.har.com/content/department/newsroom?pid=2141Houston Real Estate Highlights for December and Full-Year 2024:
-Following two consecutive years of declines, single-family home sales rebounded in 2024 with 85...

Which insurance providers or claims adjusters typically handle displacement housing arrangements?

As it stands now, the sweet spot in that area in the market for rent seems to be a little larger 2/2 house with large living area for guests.

I don't know a single person who regrets starting out with a quad and house hacking.

I'm assuming the House is worth roughly $400k.Goals1.

Bloomington is a city located in south-central Indiana, approximately 52 miles southwest of Indianapolis. en.wikipedia.orgRecently, the city has been exploring co-living arrangements as a strategy to enhance affordable housing options.