A week ago he got caught bringing a large moving truck into the complex, turns out that he was planning to move somewhere else and I instructed the security guard to refuse the truck's entrance, later on the day, he and his family had gone from their house without brining any item/furniture from the house and had yet to be seen for a couple of days.

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If you owe the landlord any amounts of money for items that were your responsibility to pay as required by your agreement (written or oral) with the landlord.

It includes your items (DP and IC) plus closing costs.3.

You accidentally included this info in your question which wrongly (I'm confident) gives the impression that these items may factor into your decision.

What I'm having problems with is thinking of all the items to take into consideration when calculating operating expense ie property taxes, repairs etc.

Would consider CAPEX those big ticket items you would see every 5-10 years..ie New furnance , new roof, HVAC ro water heater.

Lastly, if you rehabbing yourself to keep or flip vs wholesaling, I would have about 10-15% contingency in your estimate for the unknown items that pop up during rehab.

That assumes you have something in the lease that says such items are "due as additional rent".

If you are not totally sure how much certain items might cost you IN YOUR city …would you recommend insurance adjuster tool called Xactware ?