Appreciate the support @Erin Helle!

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Focus on truly STR-friendly areas like parts of Woodstock or Hudson, where regulations support tourism.

Then there is city approval and whether they want a 2 to be a 4 (seems like the nearby properties might support it).

Guys are putting up beam support posts. 

Looking for guidance on options. new builds aren't hard to finance and I would argue they are preferred to existing fix and flip loans, especially if you have experience. banks look at your experience, your builder's experience, loan structure, permits, etc you need to get an experienced builder familiar with advanced underwriting and negotiations with local, regional, and national lenders. in columbus we do ground up construction for clients at a 20% discount so they can BRRRR out of the new build with equity and we have pages and pages of data on what we build and why and it's all supported by market statistics. 

I would call their support staff and see if they can walk you through it. 

@Zach Howardlet me know if i am missing something, but if the 200K loan is fully amortized over 5 years, then you'll have very large payments each month, and the property's income won't support it. 

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Can your existing box support the addition?