I wouldn't touch that deal without contractor support, a proper walkthrough, pictures, and more experience. 

Just make sure to consume contents here as much as possible and feel free to ask any questions you may have.

I'm writing now because I've been at the center of all coordination and communication - our property manager for the association has been supportive in working on this, but I'm clearly the one in the driver's seat.

After a divorce and some recent changes to my W2 job status ... left my employer of 22 years and now contract directly with the same school districts I have provided IT support to for the past 20+ years ... which increased my annual income by $35,000, of course taxes and health insurance have to come out of that $35k, I feel like I am on the right path.On the REI side of things I have an overall understanding of getting started.

You'll find that this is a really supportive and knowledgeable forum.

From cash flow perspective they both support, I am not able to decide between 1 or 2 bedroom.

Good tenants are the result of:Targeting the right tenant poolSelecting property properties that attract your target tenant poolA skilled property managerHow do you determine the right tenant pool that will support your financial goals?

Just make sure to consume contents here as much as possible and feel free to ask any questions you may have.

My lawyers say we could file eviction, but it's likely going to be a long road to enforce the eviction without a lot of supporting evidence other than "he said, she said" and anecdotal evidence. 

Alternatively, I was considering bridging the two units and converting it to a luxury family residence (neighborhood does hit million dollar homes) but not sure if the market will support the price tag (this part is easier, and I think the fact that the current owner who claims to be an investor himself yet hasn't made it work... this tells me it probably isn't favorable towards a flip). it definitely is not favorable as a duplex rental so the only way i see it working is to add doors.