A little background to start out because I'm feeling a little scatterbrained with the directions to take next: I'm 23 and currently own 2 duplexes with gross income just shy of $4k per month, net after mortgages, taxes, utilities, repairs, etc. is about $2,125 give or take depending on the month.

With utilities in place city roads   jv deals

And the maintenance on all 4, including utilities is much less. ehh, i would have to see the numbers.

No formula can be accurate across the board because even “cookie cutter” properties next store to each other differ as to view, location to the street, topography of the land, lot size, physical condition of the property, past remodeling, quality of the mechanical systems, sunlight, utility bills, past use, etc.  

If you do it right e.g. always carry a reserve for repairs/vacancies, hire a GOOD property manager, keep the tenant happy by doing reasonable repairs, etc, then investing OOS is a great option to build wealth.Good luck and be sure to utilize the BP community if you need help down the road. 

Utilize Your Equity in the Multi-Family PropertyCash Out Refinance: Since your multi-family property in CT has significant equity (around $200k), consider doing a cash-out refinance.

What strategies have you found to be most effective in fairly splitting utility costs among tenants?

Are there other loan products similar to the DSCR loans that can also be utilized for investment properties?

If there is an additional 250+ athletes and their families annually, those tenants do not have the luxury short term accommodations the market demands. 

The document or whatever instrument allows this would ensure that the obligation to pay for the mortgage and expenses (Taxes/utilities/maintenance etc...) falls to the corporation and not myself and would be paid directly by the corporation so as to not look like income in the form of a transfer from corp to me to lender.