Does this counteract the liability benefits of using an LLC in the first place?

The prop. taxes increase because of increased benefits, social programs and costs to operate the city/schools. 

If so, I am having trouble deciding on whether to create an LLC in Maryland (where the properties are) or Wyoming (cause of the know benefits).

You are exposing them to risk for your benefit.  

If you pay it outright you won't maximize your tax benefits with mortgage interest and not taking advantage of the leverage.

It's Alot I want to dive into that will benefit me income-wise short term long term.Looking forward to connecting with you all.

The PMC is aware of my intention to sell, so there's a possibility they may become less inclined to provide assistance since it doesn't benefit them in any way.The PMC was supposed to link me with one of their eviction attorneys, but after our conversation two days ago, I haven’t heard anything from him.

What has been your experience, and what benefits have you seen?

However if this is an appreciating market, although your monthly cash flow might be neutral or negative, you may over time actually have what we consider phantom cash flow, which is gained through appreciation and tax benefits. in most cases, if you need true “cash flow” use the simple one percent rule.

They should be able to guide you through the benefits of each scenario... just tell them you're thinking about living in the quad or potentially just renting out all four units.