Eviction records are challenging as there is no clearing house for them like there is with say credit reports.

I recently moved out of my first house hack which was a duplex.

@Kyle Weinapplehas the house gone up enough in value such that you could do a cash out refinance? 

Having seen earlier proposals for Boston ordinances it seems a pretty reasonable compromise proposal to allow residents to offset Boston’s sky high prices by renting out all or part of their homes, while preventing non-local investors from further removing already limited housing supply (the ultimate fear of all housing departments).

Good deals (great deals) are WORKED - negotiated, bartered, set up creatively, and necessitate understanding the opposite parties motivations, desires, needs, pressures, etc.

Agreed with @Nathan Gesner and @Paul De LucaI'd also set up keywords alerts here on BP so that you can be notified when an area or topic of interest is mentioned on the forums.This will familiarize you with some frequently asked questions and shorten your learning curve.All the best!

Home is also kind of mess ..with weed smoking in the house and dog poo in backyard not cleaning up after and so forth.How to proceed here ?

I plan to take equity out of my house .

I have 4 homes in a golf cart community and each house has a golf cart included with the rental.

The HELOC can be set up quickly and acts like another bank account, which you can use when needed, and only what is needed.