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Tomato-Prosciutto Grilled Cheese

A gourmet grilled cheese sandwich featuring homemade tomato jam, prosciutto, and melted cheddar cheese on whole-grain bread. The sweet and tangy tomato jam perfectly complements the salty prosciutto and sharp cheddar.

4 servings
47 min
Published October 4, 2025

Ingredients

  • •½ can canned San Marzano tomato, diced
  • •⅛ cup chopped red onion
  • •½ clove garlic clove, minced
  • •1 tablespoon red wine vinegar
  • •½ teaspoon honey
  • •8 pieces whole-grain bread
  • •2 cups shredded lowfat cheddar
  • •8 slices prosciutto
  • •4 tablespoons olive oil
  • •divided

Cooking Instructions

  1. 1.

    Heat oven to 350°F. In a small pot over medium heat, cook tomato, onion and garlic until tomato breaks down and resembles jam, 15 minutes.

    15 min

  2. 2.

    Add vinegar and honey; cook until jam thickens, 15 minutes. Season with salt and black pepper; remove from heat.

    15 min

  3. 3.

    On a cookie sheet, arrange bread in a single layer. Top each slice with 1/4 cup cheese and 1 slice prosciutto; bake until cheese melts, 3 minutes.

    3 min

  4. 4.

    Divide tomato jam among 4 sandwich halves; top with remaining sandwich halves.

    2 min

  5. 5.

    In a medium skillet over medium heat, heat 1 tablespoon oil. Cook one sandwich, flipping once, 3 minutes per side. Repeat with remaining oil and sandwiches.

    12 min

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