In a medium bowl, combine the quartered strawberries and sugar. Toss gently and let it sit for about 15-20 minutes until the strawberries release their juices.
In another bowl, whip the heavy cream until stiff peaks form. Gradually fold the sweetened condensed milk and vanilla extract into the whipped cream until just blended.
Gently stir in the macerated strawberries and their juices into the cream mixture, being careful to retain some strawberry pieces for texture.
In a rectangular baking dish lined with parchment paper, sprinkle half of the crushed shortcake cookies on the bottom.
Pour half of the strawberry cream mixture over the cookies, spreading it evenly.
Sprinkle the remaining crushed cookies on top of the first layer, then pour in the rest of the strawberry cream mixture. Smooth it out to create an even layer.
If using, sprinkle white chocolate chips over the top layer and gently press them in.
Cover the dish with plastic wrap and freeze for at least 4-6 hours, or until solid.
Once frozen, remove from the freezer and let it sit for about 5 minutes to soften slightly for easier cutting.
Cut into bars and serve immediately, or store in an airtight container in the freezer for later.
Notes
Serve the ice cream bars on decorative plates with a fresh strawberry on top and a drizzle of strawberry sauce for added flair.