Cream together the butter and sugar until light and fluffy. Add eggs and vanilla extract, mixing until smooth. Gently mix in the dry ingredients and milk just until combined.
Divide the batter into a lined cupcake pan and bake until the cupcakes are lightly golden and a toothpick inserted in the center comes out clean. Let cool completely.
While the cupcakes cool, toss chopped strawberries with a small amount of sugar. Let them sit for 15–20 minutes so they become juicy and flavorful.
Beat the heavy cream with powdered sugar and vanilla until soft peaks form. Keep chilled until ready to use.
Top each cupcake with whipped cream and spoon the strawberries over the top. Add extra strawberry juice for even more flavor.