My current mortgage balance is a little over $66,000  and my mortgage payment is $663 a month(includes taxes,insurance).

Here are the numbers I do have per a 2015  P&L (Rounded up)  There is also a 1064 sq ft office included.  

Here is the text that maters in your situation DEFINITIONS OF WORKING RELATIONSHIPSFor purposes of this document, seller also means “landlord” (which includes sublandlord) and buyer also means “tenant” (which includes subtenant).Seller’s Agent: A seller’s agent (or listing agent) works solely on behalf of the seller to promote the interests of the seller with the utmost good faith, loyalty and fidelity.

The lender will also require a "Repair Allowance" that is included with the monthly mortgage payment.

Though I live in California, my immediate family including my mother and her brother live in NJ.

Eventually it requires a membership but they have a sub-group of some type every week that is included and they also bring guest speakers like Ron LeGrand, etc. for weekend seminars.

I would find out what the utility costs are and if the rate you see on rentometer include utilities.

This can include past taxes, bank statements, credit reports etc.Stay away from anyone who says they can finance anyone from 5k-50 mil for 4% as well as anyone who asks for upfront fees.  

Over the long haul, I like to look at using IRR and time value of money, which includes the whole process of buying, income/expenses and selling the asset.

In general, when you purchase a home in an association you are bound by all of the CC&Rs a.k.a governing documents, which would've included all the rules around rentals.