Samuel,Thank you for the insight.

so it's not like deal 3 is going to be life changing. 

Websites like Zillow, Rentometer, and local real estate sites can provide initial insights.

You can also be hit with special levies or increases in the fees as well as the condo board changing rules regarding rentals.Three years ago when I was looking at a higher end condo vs a single family home, the comparables in terms of rent were a condo for about $240K with monthly fees of $250 (I think) vs a single family home for $270K. 

I have also been around real estate my entire life, rehabbing properties and assisting my family manage their properties throughout the years.         

It still had the owner living in it after we got title to the the property and he had 5 cats that he never changed the litter boxes.  

It will probably not positively cash flow while you are living in it (unless you make some changes that I will get to in a sec) but it would still be a win because you would be paying down a mortgage rather than renting and I imagine your monthly housing cost might end up lower, AND you will now benefit from appreciation.

But I've had a lot of issues with the accuracy of Zillow's estimate in terms of accuracy as it really isn't; in my opinion, structured to predict changes in rent over time or take into consideration any additional amenities or upgrades.

Hello everyone, hope all are well, I'd appreciate insight on a question- if I take bonus depreciation after a cost segregation study in a year, then do STR and it's just not for me, can I then convert to long term leases the next year and still benefit from the deduction in year one or is that owed back somehow (other than recapture at time of sale) Thanks!

@Gino BarbaroThanks for the insight.