No specific jurisdiction is indicated. References to cases where it actually has happened would be interesting, but WAG’s from attorneys or even non-attorneys would be acceptable.
Is it possible, in theory, to eliminate covenants that run with the land? E.g. if I purchase every single property in a HOA district (gaining 100% of the vote of the HOA), and I decide to abolish the HOA and vacate all the covenants on the properties requiring hedges to be trimmed monthly, forbidding paint colors other than the ones in the HOA rulebook, etc., and build myself a big fat castle, would it be possible, or am I forever beholden to an organization that I myself run?
Or, if William Jansen sells Manor Glen to Herbert McDonald with a restrictive covenant that the old house must not be torn down and that the Catholic Church must be allowed to hold services in the shed, and then Herbert McDonald sells the property to your mom, who sells the property to Neighborhood Property Investments, Inc., who sells it to George Peterson, who sells it to me, and I want to knock down the old house and kick the Catholic Church to the street, could I do it if I was able to track down William Jansen and get his permission to vacate the covenant, or, if he is dead, track down his firstborn male heir or whatever, or is the property SOL forevermore?