Assessing the current market conditions and property values in your area can provide a clearer picture.Current Market Dynamics: Consider other factors like inventory levels, the competitiveness of the market, and personal circumstances.

On the other hand, leverage could allow me to acquire multiple properties faster.Considering my circumstances (unknown target market, family support in Fort Wayne, long-term goals), what approach would you recommend?

LOL.It was probably the best ROI I could get under the circumstances.  

The property had sat vacant and neglected since then, rapidly deteriorating and becoming an eyesore to the neighborhood.  

@Saji Ijiyemi There could be extenuating circumstances.

A simple one page option saying. 1) I understand because of your circumstances you’d like to lease  MTM.2) I don’t usually do MTM leases and it’s harder to lease my property in the “winter”3) because you’ve been such good tenants I’d be willing to make an exception for you at the rate of $x+$200 with the stipulation your provide more at least a 31 day notice to give me time to find a new tenant.

You should not, under any circumstances, try to flip a house based on what you said above.

I tend to agree that often it doesn't make sense to hold an already tax-advantaged asset class within a retirement account, however I wouldn't call it stupid.What makes sense is going to depend on the person's facts, circumstances, and goals.

Based on only the facts and circumstances listed above and if it meets the 2 out of 5 year test, it will be considered under the $250,000 income threshold and non-taxable.

Would I need a broker's license to manage this property under these circumstances?