Yields 6-8 popsicles, depending on size
16 ounces (450 grams) strawberries, hulled and quartered
1 teaspoon balsamic vinegar (optional)
2 tablespoons granulated sugar
1 cup (240 ml) sweet red wine
Preheat oven to 375 degrees F (190 degrees C).
In a bowl, mix together the quartered strawberries, balsamic vinegar, and sugar. Spread evenly over a rimmed baking sheet and bake for 20-25 minutes, or until the berry juices have thickened (but are not burning). Remove from the oven and cool to room temperature.
Place half of the roasted strawberries and juices in a food processor and process until smooth. Stir in the red wine.
Spoon the remaining half of the roasted strawberries into the popsicle molds. Evenly pour red wine mixture into molds until close to the top. Freeze popsicles for at least 45 minutes before inserting popsicle sticks. Freeze for a remaining 4 to 6 hours, or until completely frozen, before serving.