Do have currently some buyers, and some properties under contract.

but the $7000 to pay off the vehicle will only save me about $600 in interest whereas investing that 7k into another home or renovations, like adding a new bathroom to my current 3bed 1bath home, would yield way more than the money saved.

You should be able to get a 75% loan against your current property.  

Purchase price: $490,000 Cash invested: $61,000 Sale price: $649,000 Nestled in the highly sought Silver Sands neighborhood of New Smyrna Beach, this 4-bedroom, 2-bathroom home offers the ultimate coastal living experience.

Would love to hear your experience. and people have been telling me that it's currently about $150-180/sqft to build new so I don't know if it's financially viable for me to do it at this point.

I expect MKE prices long term (10 years) to at least increase to the national average, there is really no reason why Milwaukee should not get there based on a current trajectory as well as infrastructure spending and re-development we are seeing downtown.We have seen consistent appreciation never below 6%, but also never over 8% over the last 9 years, which basically means median prices have doubled.

I live a couple hours from Logan, and have been to Hocking Hills a few times.  

I think you're onto something...that VRBO is not currently investing much advertising spend in your market and is instead focusing elsewhere. 

None of the very small handful of students I have spoken with that are currently partnering with Ryan and Tyler on deals are happy with them and feel like Ryan and Tyler only have their own best interest at heart and don’t really care about their student’s success beyond lip-service.

Sad part is that they were remodeled and renovated to current standards.