HOWEVER in the case of a sale it becomes enforced as a lien to ensure the finance company holding the paper on your equipment doesn't get discarded with the new owners.

Be prepared to enforce the terms of the rental agreement if at any point the tenant strays.

Find yourself a great local mentor too, who understands your market and the Landlord-Tenant laws for your jurisdiction.You'll need some good screening tools and a great rental agreement that you can enforce.

There are plenty of loans you can get for SFDs that are more commercial and will not be treated the same as a residential loan that must adhere to Dodd Frank and other legislation.

I don't know how strictly it's enforced.

I see the loss of income as damages.Also, what legal grounds would an HOA have to enforce a penalty?

Late notice, pay or quit, If you gave them proper notice prior to lease end that rent would be increasing.You need to download your state landlord tenant laws as it seem the PM doesn't understand them or is choosing not to enforce. 

Does the city enforce any sort of regulations that you know of?

Additionally, routine acceptance of late rent can effectively change the due date requiring the landlord to send written notification that moving forward, the terms of the lease will be strictly enforced so that the landlord can once again evict according to the terms of the lease.

I've seen chain link right along a wood privacy fence.. all depends on what you have the cash to do. call your city to find out if any permits are required and ask about fence maintenance,, maybe if it's on neighbors land they can enforce a repair or removal.