It also needs about 50% of the floors replaced, windows, some drywall, paint repair, new porches and egress stairs attached properly and/ or replaced. 

Many agents do not properly explain these things as they only focus on price. 

. - assuming you're close to/in Boston proper and on transit, no shortage of roommates versus families here, and you wouldn't be limiting your prospective tenants too much.

This is a great strategy, but setting it all up properly is fairly complex.

The problem I run into is most of my tenants are young, under 25, some are 19 so they might not have a credit/debit card so they can't pay online.

Other than that, yup the monthly payment will be factored into your DTI just like a car or credit card payment.

I don't have any savings and yes I have a job but I also have debt like a car loan, personal loan, student loans , and credit card debt so if I wanted to purchase this property what are my options?

I put all the "bad debt" like our lines of credit and credit cards we use for rehab and down payments in my name and mortgages in his.  

If you go to these events leave all your credit cards at home.

But talk to the RMLO about what you need to do so that you will have a proper mortgage note that you can resell later, if you so choose.