Since it’s speculated that Winter’s death will most likely be a copy of Neil’s death from Yrkkh, here’s what I think could happen.
Anooj and Winter would’ve gone out on the day of the party for some reason even though Anupamaa would’ve forbidden them not to. On the way home however they will see boys getting kidnapped by girls and will stop to save them. However, Winter will get grievously harmed by the goons and will later die in the hospital shocking the Shahs and Kapadia’s.
The Shahs will be in shock and will blame Anooj for his death as he took Winter with him. Vanar, Jhuli will curse, humiliate and treat him like a murderer.
Anupamaa will also be in shock and will support the Shahs and blame Anooj for killing her bakuda. She will go mad and accuse him of being a bad husband and never listening to her and will then divorce him.
Anuj will be traumatised and will leave Crapadia mansion without informing anyone and will hop on a random bus that leads to nowhere. Surprisingly, on the bus he’ll meet an Acchi Aurat called Aanchal who will care for him and take him to her house in Lonavala during these hard times.
Since Anooj would be gone and Anupamaa would be in depression and would’ve moved back to Shah House, Vanar Jhuli will go back to their old despicable selves and will join hands with BB, AM and will plot to take over Crapadia Empire.
Disclaimer: this random theory is definitely not a copy of a certain other show it is as reliable as Dukhmukh’s heart attacks.

) Story moves forward based on this 


That is the story of his progressive journey.