Here is what I have found so far that looks pretty good if you need the products.

Given current rents and historical expenses plus some cost escalation, I believe stabilized cash flow of $12k/year is a reasonable expectation excluding any major CapEx.

Once stabilized, you can refinance out of the hard money loan into something more conventional.

There is a product for this, but honestly its going to be more along the lines of hard money.You are going to save $$$ by just simply doing a cash out refinance and using that as your down payment; especially if you have good credit.

My crystal ball tells me that if all goes well, we should see stabilization of rents and sales prices somewhere between March – October.

BUT, the might cause more issues because 550k is already on the small side for a 5+ unit building product. 

Great tools that get updated regularly.I am on the lending side of things and would be happy to hop on a call with you anytime to discuss financial strategies and help answer any questions you may have about nearly any loan product available to help you on your journey, even if they are not products my capital partners offer.We are all here to help you learn and grow.

Here's some other copy & paste advice you might find useful:---------------------------------------------------------------------------------------Recommend 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 Class A property in Class D area, what quality of tenant will you get?

@Renee PohleStarting with a primary residence in Boston offers long-term stability, house hacking potential, and equity building, but may have high upfront costs and limited cash flow.

But with this being a 5 unit multi-family building most lenders do not offer a loan product that will take the STR revenue into account.