In a bowl, toss together sliced peaches, lime juice, and 1 tablespoon of sugar. Cover with plastic wrap and allow to sit for 20 minutes until peaches expel juice.
Place peach mixture, remaining ¼ cup sugar, wine, and Grand Marnier raspberry peach in a blender. Process until mixture is smooth.
Place peach slices and raspberries in the popsicle mold. Use chopsticks or the back of spoon to help press fruit into the sides of the mold.
Gently pour liquid mixture into the popsicle mold. Insert wooden popsicle sticks. Freezer for at least 6 hours until popsicles are solid.