They structurally hold up but are not worth it to finish.

It's about much more than fixing leaky faucets; it's about enhancing tenant satisfaction, optimizing operational efficiency, and ultimately, increasing property value.

Not sure the size of your portfolio and if it is personal or you are managing for others, but if it is the latter (or you have a decent size portfolio) it might be worth while investing in that.  

We apply for Grants from the city worth $500 per unit.

its going to increase your hold costs.

The timing was perfect with the A class duplex, but that's the kind of appreciation I've experienced for most of my portfolio in Columbus on top of the cash flow getting better as the years have progressed and rents and increased. 

I sent him a lease extension agreement and in the lease extension agreement it states that we are increasing the rent to $1,650 per month and we are requesting another $3,000 for escrow for a deposit to stay in month to month.

That’s $104,664 annually (actually increasing each month since the payments to us are all interest but the amount of principal we are paying off on the underlying note is increasing with each payment), on an “investment” of $523,000 (which is calculated as the amount of additional cash we would have received by accepting the all cash offer).  

But their policy confuses me regarding refinancing (I assume BRRR play is prohibited and reached out to them too) I need to somehow calculate if the money saved is worth the velocity and freedom lost in being able to buy when and where I want and buy in the way that will make the best ROI.

For the back unit, increase it a bit once the lease is up (eg $50 a month).