When i get to the unit to assess the damage and speak to the caregiver she explains that her manager in the offices called the previous PM and he told her there was nothing he could do without my permission.

They are privately owned either way and a license doesn't entitle you to membership in an MLS.I belong to Massachusetts and New Hampshire MLS. 

Then if you have any remaining entitlement eligibility, you could use that to buy your next place that you would live in.

I'd be more than happy to speak to you or look at the unit to give you an opinion.

Your best bet is to network, speak to friends and family, and hope someone you know has past experience with what you're trying to achieve.

Jeremy Clarke Not an issue transaction wise, however, selling it to you might create a capital gains problem since she's been there 30 years.Selling it for less than it's worth to avoid cap gains can create a gift tax issue for the equity involved.You should speak with a CPA about doing it in a way that avoids any issues.

In terms of getting in contact with someone in the city to speak to if further questions arise, is there a number or contact that you have had the most luck with?

I'm also looking to seek counsel with a CPA/property tax attorney... would that be the right person to speak with?

@Eddie Egelston that was great "food for thought" as you say , like the way you put the numbers out there and let it speak for its self. 

Wholesalers only look out for their best interest, generally speaking.