Lenders can take your owner occupied and second home properties up to 95% LTV nationwide.

If it had limited buildable land, high new construction cost, historically outstanding appreciation, great climate, cultural diversity then that would be bonus (but then it would be San Diego).Good luck

As far as nationwide from what we have seen (we are Denver only) it seems to be a trade-off between appreciation and return.

The outstanding Tax Debt itself is significant which would make the property unfeasible for purchase and development.Any thoughts and advice is sincerely appreciated.

Assuming $325k, your property has appreciated about 2.6% per year on average. considering you only put in 3% of the purchase price, that's an OUTSTANDING return (That's a whopping 30% annualized return). 

The 1st mortgage remained outstanding. 

Regarding meetups in Indiana, I attended a meetup this past Monday which, to me, is one of the best in my area, due to the fact that the networking is great and the meetings only involve local investors/industry experts(as the speakers) and not the nationwide gurus who are trying to pitch you there courses.

According to Philadelphia, yes"This license is required of any entity that rents any type of housing unit." https://business.phila.gov/housing-inspection-lice...They want to make sure that your rental is safe, no outstanding L&I issues, and that they get a cut of your profits.  

My thought is to approach the note holders to see if they would accept a short sale but I am not sure how to navigate that since my offer would be so much less than what is outstanding.

I am assuming that it is a soft plea to landlords to not slam tenants with late fees.I hope this information holds true nationwide as that means landlords will have their money next month.