Tools like Cashflow Analyzer Pro with Deal Instant Analyzer from Asset AFC can help you break this down and understand your potential cash flow and return on investment.

I do know that the rent collected from my buddy and the tenant in the midterm rental will come close to, if not break even, with my mortgage, taxes, and insurance.

Feel free to DM me, if you'd like to chat about your plans. 

So, the total base move-in costs would be $2500, all paid prior to lease signing.Since choosing a place to live is a very personal decision, please feel free to do a “drive by” of the property, located at 123 Main St., so you can get a feel for the neighborhood.

You have used home equity lines of credit to purchase investment rentals and want to know the best way to pay down the HELOCs.Between the two properties you bought, after expenses, you have $250 a month positive cashflow to use.What I like to do is pay down some principal every month with my positive cashflow.I use my extra active income from real estate commissions helping other investors to pay down the principal even more which just frees up that credit for me to use again.I know I can refinance the HELOC debt before it changes to principal and interest as it is just interest only payments as yours are.One difference is the cashflow, I have greater positive cashflow and could make the principal and interest payment in the future with the extra cashflow I already enjoy.I always get HELOCs on my income properties as well after purchasing them to pull out as much of my downpayment as possible.

Feel free to shoot me a text on my cell anytime. 

Please feel free to reach out for discussion. 

I have been looking as well and have started free trials for both JookSMS and EZTexting.

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Start with BiggerPockets Ultimate Beginners Guide (free).