@Jason Khoury I purchased my current residence, a duplex, from a local non-profit about 5 years ago.

I would consider the tenant's past, as well as the condition of the unit, my local market, and other factors.

First you have to face the local municipalities & will be extremely difficult to get the zoning approved. 

I honestly wouldn't trust anyone else with my clients but him when it comes to that local market.

If the locals say it's rare then I would not worry.

A buddy of mine who invests out in Phoenix once had a client facing a similar timing mismatch on a rehab project.. they ended up working closely with a local credit union who was more open to interim valuations.

You could even try reaching out directly to local agents or small real estate firms.

At a minimum where is that local market headed, what is your personal strategy, are you in the growing phase or beyond etcOne really strong argument for selling is that you can upgrade big times.

Glad you have experience investing locally. 

A good property manager can help with tenant screening, enforce lease terms, and handle evictions more efficiently if it comes to that.Require a Larger Security Deposit: Within the bounds of local regulations, a larger deposit can provide a cushion in case of damage or unpaid rent.Consider Rent Guarantee Insurance: Some companies offer insurance products that can cover lost rent in case of tenant default.