No! No! A thousand times - No! "Deciding" to CC because you want to avoid any possible conflict that comes from confusion and misreading of the rule plays right into their hands and gives them a win by default that they really are not entitled to.
Not sure what you are getting at when saying both you and the residents "are empowered". Getting negative comments should not matter to you, unless the negative comments are sufficiently loud or provocative as to cause a breach of the peace - in which case you might want to ask the LOW cops to enforce the laws against committing breaches of the peace or assaults.
If you believe that "the residents"would have the authority to make any decision about you being told to secure your handgun in your vehicle, then you believe in mob rule. The property management has already articulated their position regarding the lawful carry of firearms on LOW property, which you have already quoted. To restate - they say that unless you are breaking some state or federal law by the way you are carrying, or where you are carrying, then they have no problem with you carrying, and while they might get a bit testy about your having discharged your firearm, since you are not "a law enforcement officer in the performance of his duty", but as already mentioned there are several circumstances when you could discharge your firearm without running afoul of their regulation.
The residents are not "part owners" and even if they were, a subset of "all the owners" can not lawfully up and create a regulation without following each and every step in the by-laws of the corporation that is LOW. And even if they did follow each and every step they could not create a regulation that applied only to you.
I suggest that, for purposes of state preemption
http://leg1.state.va.us/cgi-bin/legp504.exe?000+cod+15.2-915 the LOW police department qualifies as "any authority or to a local governmental entity, including a department or agency" for the purposes of enforcing state law. Couple that with the published regulation that says LOW will follow state and federal law regarding the carry of firearms. I read the bottom line as saying as long as you remain a LAC you should (as opposed to saying you will) have no problems with LOW regarding OCing. I am purposely staying far, far away from the social aspects of your attending "a function" there. (Something about the relationship between valor and discretion.
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stay safe.