It mostly needed cosmetic repairs and a new central air unit.

And trying to catch butterflies in the air that only you can see.

I Plan to live in it for a year after complete and then turn it into an Air BNB for medium rentals.

The air here will put hair on your back!

I have found that AIR (generally) is used by a younger crowd - not all millennials, but that gives you the idea.

Large Oil Pump - which supplies Hot water and Hot air is broken.

I would really appreciate it.Honestly, the only reason the property was at a loss last year was due to repairs to replace the water heater and air conditioning unit.

If it is allowable to do 2 STRs there, then I'd check your local competition by going on VRBO and AIR and see what others are getting for nightly/weekly stays.I don't think there is an issue with 'duplex style'....people looking for vacation lodging stay in hotels after all..IT may not have quite the same appreciation value as a typical house, but does that matter so much if you're raking in the $$ with STR guests?

I am mainly interested in subleasing appartments for travelling professionals but Air BNB also interests me.

you are still juggling a lot of balls in the air.