+1 on the Meermin. It's approx. $200. Another shoe to consider in your price range is Howard Yount's - I have this in suede.
If you have another $80 look at Paul Stuart.
$550 - $600 takes you to Carmina calf, C&J and Alfred Sargent. I presently have the AS Ramsey, but intend to replace it with the Carmina shell monk.
BTW, you linked to the Grenson twice. Of these 3 you linked I'd go w/ AE. I don't like the medallion on the Grenson and I've never handled a To Boot...