The "wealthy" can't control the FAA or obtain TFRs (look no further than the issues Elon and Taylor Swift have had with obfuscating their jet registration), so they're basically fucked when it comes to preventing aerial video observation over private property unless this "large tract of private land" exists within 14nm of Washington D.C. (these types of tracts aren't practically obtainable there) or falls within an existing flight-restricted zone (which aren't typically permanent.)