You’re going to have a hard time getting conventional financing with an llc which is these sorts of things usually work.I think you’d both have to be on the loan and that could get messy.

That seems unlikely, given the drumbeat of political pressure against STRs in Boston.The purported rationale is that STRs remove units from the inventory available for long term leases, driving up rental prices and reducing availability for renters. 

My wife and I own and live in a 3-unit house, purchased in 2015 for $400k with conventional financing and 20% down.

I split my time between Gulf Coast & Miami, yes there is lots of inventory but it depends on your price range. 

The only areas of potential development if you believe in conventional thinking are the CC side of the Leland boom (greater Wilmington) and Tabor City (greater Myrtle Beach). 

I don't have the $500K(20%) to put down for a conventional loan. 

Currently own my home in Hastings now under more conventional and affordable financing. 

When the bust hit there was lots of inventory but banks immediately stopped lending.

Would this loan have to be a commercial loan or should we be able to do a conventional loan? 

Once the deal goes through and I refinance, how do I determine the ARV to ensure it's a good time to refinance with a conventional loan and pay back my hard money lender?