Start with whatever your son's natural talents and inclinations lean toward.

Naturally my DTI is high, however my only debt is our primary residence mortgage I have had since 2020.

I'm also confused by the nature of your charity.

Due to the nature of the STR property criteria in Cape Coral, it's very rare that a STR could be converted to a successful LTR.

And natural wood interior walls for that cabin feel.. can you post a link to what you recommend a  cabin should look like I am just curious . 

So you will naturally see more of those higher-priced homes in those markets.

its just human nature and reality..

@Bruce Woodruff You’ve captured the unpredictable nature of real estate perfectly!

Items cannot be stacked against wall prohibiting natural air flow to guard against mold, etc ?? 

However, I have no idea how to choose from the remaining cities, it seems there are a lot of potential options:- Midwest - Michigan (ie: Grand Rapids) seems to have options, also seeing Columbus Ohio and Indianapolis coming up- Reno - I've seen mentioned several times on here- Pittsburgh / Philadelphia / Twin Cities - All mentioned as lower cost to get started, and seem to be experiencing growthI'd ideally like to find a place that has strong potential for future growth, a diversified economy, and I don't mind living in (being close to nature would be a plus).