Long-term this will likely raise insurance rates for all owners, compounding on top of sky-high current insurance rates.

Lots of reasons for this. 

Will a DSCR loan apply to this kind of transaction, being that the house wont be deeded in my name until after I pay my uncle the balloon payment on the seller financing amount?

Having a solid team around you like agent, lender etc.

As a new investor, I simply don't have the budget for ListSource.com or the like, with prices between $0.14 and $0.18 per lead.

Given my objectives as a young investor, which of these regions—Upstate New York or Florida—would you recommend as a more viable starting point for multifamily investments, considering factors like market trends, economic growth, and property appreciation?

Will this affect my chances of finding lenders?

I feel like thats the first thing I need to know in my planning.

Some people complain that this market makes it tough to flip and others flip for profit.

But at the same time, I feel like this chunk of equity is a huge asset I should be tapping into to get moving.