By using a 'portfolio lender' (we do seem to have lenders locally that are willing to be creative compared to conventional rules) would there be an more of a likelihood of working some kind of deal like that?

Because of the high assessed/implied value of the land I would be tempted to be a little more creative.

I know nothing of commercial and am a beginner investor myself, so I'm not strong on creative deals.

By using a 'portfolio lender' (we do seem to have lenders locally that are willing to be creative compared to conventional rules) would there be an more of a likelihood of working some kind of deal like that?

Craigslist comes to mind, although the rules have changed so you might have to get creative.

I am wondering if anyone has a creative solution without going back to the bank?

All she has to do is to agree to hold the loan.After that is all sorted and you have the 8 houses rented - then you can look into being more creative with adding value to the situation.Or is that not what you do?

I am new to creative real estate investing – I do own 3 properties (bought conventionally) and rent out 2 of them.

I'm still struck by analysis paralysis at this time but am looking forward to learning and to one day stumble across my first deal after I create my plan and find some creative financing.

It's awesome that you're able to go after something like this; just remember, creativity is key.