Mix the softened cream cheese, powdered sugar, and half a teaspoon of vanilla extract in a bowl until smooth. Fold in the diced strawberries.
Whisk the flour, baking powder, granulated sugar, and salt in a large bowl. In a separate bowl, combine the milk, eggs, melted butter, and remaining vanilla extract.
Fold the wet ingredients gently into the dry ingredients until just combined. A few lumps are fine.
Pour a small amount of batter onto a preheated, greased iron. Place a tablespoon of the cream cheese filling directly in the center.
Cover the filling immediately with another small ladle of batter. Close the iron and cook for 4 to 5 minutes until deep golden brown.