Preheat oven to 400 degrees F.
Place all veggies on sheet pan, cut sides down. Drizzle with olive oil. Sprinkle with salt and pepper. Bake at 400 degrees F. for about 35-45 minutes until skins begin to blacken.
Remove from oven. Remove loose skins from tomatoes and peppers. Pop garlic out of skins (remove skins). Place all roasted veggies into a blender. Puree.
Pour puree into stock pot. Add basil pesto. Thin down with chicken broth (1.2 cup at a time) until consistency desired is reached. Add sugar to taste (1/2 tbsp at a time). Salt and pepper to taste.
Garnish with parmesan and fresh basil.