I presume you've Wiki'ed it at this point, but I imagine you may have to trigger it by visiting the bus stop in Winter at some particular point during a subsequent year.
I double-checked the Wiki for you: you must come from the farm to the bus stop between 6am and 4pm. FYI (at least on my version of the game) it triggers even if you're riding a horse. I had visited several times that way already so it may be the case that there is only a chance of triggering on any particular day of Winter, so I recommend trying daily through an entire season before considering this method of attempt exhausted. Also, I have no recommendation beyond that.
I apologize if you wasted a whole bunch of Winter following my advice; it had never occurred to me versions across platforms would be out of sync. At least you found the answer; thanks for replying with it. I hope you enjoy the current version of this wonderful game on your platform for all that it does offer.
OMG! I'm sorry! I'm the one who asked for your system info, because it's just part of troubleshooting... Then I didn't even realize your answer, answered the question. Yeah, Xbox is still waiting for the update. Sorry.