I have a property on the barrier island that I do not want to list on MLS but I am interested in connecting with realtors or investors who typically sell or buy pocket listings and may be interested in this property.

Collecting a refundable security deposit upfront is a good way to protect yourself from damages, too.If you haven’t already, setting up a website for your property is a good idea.

When I have a situation like this, I give them a written notice to accept the property in its current condition or get out.

They took care or the property. 

I would have contacted the locksmith tech to get additional details before assuming it was tenant damage.

I am not sure what the means for insurance payouts, replacement value and property value are VERY different - does anyone know?

We will be paying nearly $50,000/year in property insurance.

Quote from @Michael Smythe: @Jerry NoguerasRecommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.Property Class will typically dictate the Class of tenant you get, which greatly IMPACTS rental income stability and property maintenance/damage by tenants.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.If you buy/renovate a property in Class D area to Class A standards, what quality of tenant will you get?

You’d probably end up with a bigger after tax gain if you sold the 2nd property for any amount of money and did that.

Yes, I have been involved with several "mold" properties that still had high mold levels after remediation.