I tried to enable "Auto Update" and saved and it displayed "Setting successfully saved" but the next day I checked the setting appeared in Disabled Mode.

After failed upgrade this settings is disabled by the system.

My host notified me of intended plan to migrate my reseller plan to another server scheduled for 26th October that i should suspend any form of update on my website during the said time and I complied.

It looks like after moving, your site files ownership wasn't set properly, this is the reason upgrade can't overwrite the files. You need to ask your hosting support to fix this problem, files must belong to the same user under which cron is run.