Most people would list and sell them individually because an owner occupant will often pay more than an investor. 

I would start with the rich dad poor dad series which gets you in the right mindset and has different authors as you go along that are masters in their fields. 

Yes, I had always heard that it could be hard to finance a property outright with an LLC, so I'd always assumed it would have to be done in an individual's name first and then transferred to an LLC afterwards.

Is it individuals or companies?

If none of that was done, you just made a $50 voluntary donation to someone....I suspect it will be a matter of time until the individual that received your "donation" receives a visit from the FBI for wire fraud. 

These costs for most of the individuals are considered personal in nature( unless you have RE portfolio that is run like a business- see below).

I am new investor in Chicago looking to connect with other like minded individuals.

I'm selling them individually and have the first contract. 

It is not a blanket authorization for tenants to violate the other terms of the lease. 

If you're planning to resell and they're all on their own individual parcels, you'll have to figure out what they're worth individually if you were to sell the land with the mobile home on each parcel.