At a bare minimum, I'd have a T-12 and rent roll for the property, together with your current property analysis, future cash flow projection, and an exit strategy or two.

You are essentially selling more than just a home your planning a future for each buyer/investor. 

I am planning to expand and in a near future add more houses to my portfolio.

You're monthly allocation of "roof future cost" doesn't happen when you want it to, it'll rear it's ugly head when it wants to.

I'm looking forward to shifting my portfolio in the future to longer term tenants. 

Treat it as a business, this is not your money, it is your future... treat it as such. 

If not feasible, consider increasing rent, reducing purchase price, incorporating future benefits, or targeting multifamily properties.

@Rocky Gibson how much are you needing for your future development projects?

@Sendil Thangavelu you really need to hire a professional property manager or real estate attorney to help direct you in the right direction from now and the future

In the future if you plan to continue to invest in STRs, would encourage other areas - shoot me a DM and happy to walk you through where I'm seeing the most friendly regulations and best cash flow.