Long-Term takes the least amount of time, Short-Term the most.Unless you have the time & discipline for this, SELL.4) If you sell, would it make sense for you to re-invest in other rental properties?

Your primary residence - if you've lived in it for 2 out of the 5 years prior to selling you'll get the $250K/$500K tax free iike @Clint Galliano said. 

FWIW, I would sell the Houston primary for sure.

What are the comps selling for (last 3-6 months)in the neighborhood?

Looking for points of view on selling or keeping properties in Toronto, Ontario.

Tyler local, so sparked my interest whenever I see anyone post about the area.Given that your duplex is fully paid off and generating a steady cash flow of $1400 per month, it's understandable that you're having second thoughts about selling it.

Playing around with my Excel spreadsheet and got to thinking about selling my rental property in the next few months vs waiting until it's paid off in Jun 2027. 

Be mindful of a gift tax implications if you sell a house for less than FMV.Also be mindful of transactions between related parties when selling at a loss.

I’d hope that the inspection fee and markup would cover the costs you are mentioning.He sells all the renters insurance.  

For a land cost of $150k, how would you think about how much the completed home would need to sell for to make that land cost worth it?