Prepare the Pie Crust: Combine cold butter with flour and a pinch of salt until the mixture resembles peas. Gradually add ice water, pulsing until it comes together. Wrap the dough and refrigerate for 1-2 hours. Roll out to fit your pie dish.

Par-bake the Crust: Preheat oven to 375°F. Line with parchment and fill with weights. Bake for 15 minutes, remove weights, and bake for another 5 minutes until golden.

Make the Filling: In a bowl, whisk together apple butter, eggs, brown sugar, flour, and vanilla until smooth. Stir in sweetened condensed milk until silky.

Pour and Bake: Pour the filling into the crust, lower oven to 325°F and bake for 40-45 minutes until the center is set with a slight jiggle.

Cool the Pie: Allow the pie to cool on a wire rack for about 3 hours for the filling to set properly.

Prepare Cinnamon Whipped Cream: Whip cream until starting to thicken, then gradually add sifted powdered sugar, vanilla, and cinnamon until soft peaks form.

Serve: Dollop cinnamon whipped cream over each slice of pie. Optional: drizzle additional apple butter for flavor.