Another lesson learned here is to make sure that the security deposit is a sufficient amount (many get a full month's rent) and have it stated in writing that the security deposit is non-refundable, but gets converted to a refundable type once certain conditions are met.  

However,Depending on the roof condition there may be more options.

I am a new landlord and rented my property 1x so far for 6 months to someone I know and work with that did not turn out well at all - I was completely scammed I convinced him into leaving my property without going through the eviction process and he took care of the house as in keeping it in good condition. 

All four people were weathered investors. 

@Chuck King / @Justice CannieIf you're buying distressed and fixing them up to add value then you can achieve up to 2% rent-to-value ratios based on your cost basis.If you're buying in like-new condition (little to no renovations) then your rent-to-value ratios will be lower, often around 1% in the right areas and in balanced markets.Keep in mind that all of the above is a scale that is highly market dependent.Continued success!

I just recently found out that the air conditioning condenser unit may need to be replaced at one of the properties I bought a few months ago.

You have to look at current market conditions and not assume that recent appreciation will continue into the foreseeable future.  

The tenant has a right to expect the house to be in relatively the same condition as it was when they signed the lease minus a little bit of wear and tear.

You have to compare size, condition, specific neighborhood and street, to get an idea if it's a good deal. 

Size, type (sfr, condo,) price, possible rent amount, condition, etc.