No reason not to have others helping pay the mortgage & build equity.I know you can make that happen with conventional investment financing (25% down), but I have to defer to @Jerry Padilla on the differences/feasibility of financing it as a personal vacation property. 

Add some new counters, backsplash, tile, carpet and paint and I think 2300 -2500 was very feasible.

I may just see if it is reasonable to sub-meter, particularly on the new purchase since we are still in the feasibility/negotiation period. 

Metro Area)Can someone suggest or point me in the right direction to finding duplex triplex properties so that I can begin to research their feasibility? 

I'm wondering how he can help me in the very near future regarding reviewing the TIC paperwork (which I will be receiving in a few weeks) and maybe even evaluation of the feasibility of the investment.

This is the best way to understand what you want, if it's feasible and create a plan to get there. 

With some help I was able to itemize rehab estimates and helped her understand that it has to be a win for everyone involved and offering her anywhere near 100k was just not feasible.

Are the 2% rule and 50% rule feasible in Philadelphia?

If you just repair the old heating systems, is this really feasible in terms of the heating bills for rentals? 

If it's feasible for you I'd consider a small multi-unit and live in 1 unit (either the one you already own or a new one).