Combine cream cheese, vanilla, and powdered sugar in a bowl and beat until smooth. Set in fridge.
In a pan over medium heat, melt butter. Add diced apples and cook about 5 minutes.
Add brown sugar, flour, cinnamon, and water to the apples. Continue cooking until apples are soft and a sauce forms.
Remove apple filling from heat and transfer to a bowl.
Take a wonton wrapper and add about 1 teaspoon of cream cheese filling and 1 teaspoon of apple pie filling in the center.
Wet all 4 sides of the wrapper and fold diagonally. Bring in the two sides to seal, ensuring no holes.
Repeat assembly with all 25 wonton wrappers.
Heat oil on stove until it reaches 350°F.
Carefully drop wontons into hot oil, avoiding crowding, and fry until golden brown, about 4 minutes.
Remove from oil and place on paper towel-lined plate.
Dip in cinnamon sugar mixture and top with powdered sugar. Serve immediately.
