The legality portion of this can be best answered through your wife's realtor board's legal council I would imagine.

If the City Council adopted an Ordinance rezoning the subject property to MFR, then revisions to the CC&Rs would remain a civil matter between the property owner and the HOA.

With other areas I might find articles about the city council discussing a ban but not a definitive answer.

An $800 fee isn't really nominal when you consider some of these LLCs may only generate 2-4k in cash flow each year.It sounds like your advice is that I really need to seek the council of a real estate attorney and CPA. 

Go to those town council meetings!

Philadelphia City Council passed a new lead bill which amends the current law regarding lead in rental properties in Philadelphia and is effective October 1, 2020.

@Raphael Collazo Typically the Planning Commission’s recommendation for approval now moves forward to the City Council for another public hearing.

Without getting too political, I think the Mayor and City Council are far too liberal/leftist to even consider that as an option.I wouldn't bet the farm (but I'd bet the cat) that if it ever gentrifies at all, that area will be the very last part of the city to do so. 

@Gennaro CosciaIt is zoned now for single family and duplex, my original plan was to build a complex of fourplexes but after an expensive and lengthy rezoning battle, the county council ultimately turned it down so that is why I decided on duplexes, I contemplated building and selling single families, but I'm more interested in holding for monthly cash flow.

A new proposed Airbnb ordinance in the Springs has me wondering whether it's now or never to buy an STR investment in some of the most popular areas of that city.Just last year, the city council passed an ordinance allowing short-term rentals in any kind of investment property.