In a bowl, mix strawberries with 1/4 cup sugar. Cover and refrigerate to release juices.
Preheat oven to 400°F (204°C).
Combine flour, sugar, baking powder, baking soda, and salt.
Cut in cold butter until crumbly.
Add buttermilk and mix gently until a shaggy dough forms.
Transfer dough to a floured surface and fold several times to create layers.
Flatten and cut into biscuit rounds.
Place biscuits close together on a baking sheet.
Brush with cream and sprinkle sugar on top.
Bake for 18–22 minutes until golden.
Whip cream with sugar and vanilla until soft peaks form.
Slice biscuits and layer with strawberries and whipped cream to assemble your Homemade Strawberry Shortcake.