(* marks the areas I don't know are possible)Her note to me would be 260k, and my loan is currently $187k.For #3 to occur since you have in effect seller financed the gap funding from your 220 to her 80% LTV with your own note right ?

@Gerardo WaisbaumI would love to meet up with you and discuss the different opportunities and projects occurring in Jacksonville.

When both of these events occur, I sell because it's at that moment when my deal is at its maximum potential, and I start losing money from that point forward:1 - Accumulated CF equals my DP. 

Recommending a transaction that knowingly violates the due on sale clause in the mortgage/deed of trust can be lead to you being named in a lawsuit should the transaction go south.That being said, there are various safeguards that significantly lessen the chance of problems occurring (not all problems relate to the mortgagee accelerating the note; there are problems when the seller attempts to obtain credit and the subject mortgage note is in his name, problems when the buyer offers a financial statement showing the subject property as an asset and (correctly) list the mortgage as not personal liability; numerous potential problems if and when the buyer wants to sell without paying off the existing loan.  

Your Contractor's Insurance policy will cover you if some mishap occurs while he works on your house.

Any existing loan must be paid off before seller financing can occur, unless the existing loan has an assumption clause.Good luck!

Is this gentrification occurring because of investors and is it backed by the city?

I can't believe it never occurred to us to sell the house.

This is really the only way the pro forma can be run seeing there is no way of knowing when a longer rent period will be occurring. 

Unfortunately, supply chain issues occurred and lumber pricing went through the roof.