Pimento Grilled Cheese

Featured in: Satisfying Hearty Mains

This pimento grilled cheese elevates the classic sandwich with homemade pimento cheese spread and seasoned herb butter for extra Southern comfort.

Tags: #cheese

Clare Greco
Updated on Mon, 30 Jun 2025 11:47:58 GMT
Pimento Grilled Cheese
Pimento Grilled Cheese | recipesbyclare.com
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Pimento Grilled Cheese turns a chilled sharp-cheddar spread into four crisp, herb-buttered sandwiches. Drained pimentos, cream cheese, mayonnaise, lemon, and chives make the filling creamy and balanced, while seasoned butter browns the eight bread slices over medium-low heat.

The recipe makes exactly 4 sandwiches. It lists 10 minutes of preparation, 70 minutes of cooking, and 80 minutes total, reflecting the required minimum 1-hour chill as well as the 3–4-minute cook on each side.

Pimento Grilled Cheese Ingredients

Sharp cheddar, diced pimentos, cream cheese, mayonnaise, lemon juice, chives, seasonings, herb butter, and eight bread slices
Sharp cheddar, diced pimentos, cream cheese, mayonnaise, lemon juice, chives, seasonings, herb butter, and eight bread slices | Recipes by Clare
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For the spread, gather 8 ounces freshly shredded sharp cheddar, ¼ cup drained diced pimento peppers, 4 tablespoons room-temperature cream cheese, ¼ cup mayonnaise, ½ tablespoon fresh lemon juice, ½ tablespoon finely chopped fresh chives, ¼ teaspoon kosher salt, and ¼ teaspoon black pepper.

For four sandwiches, use 3 tablespoons softened unsalted butter, ¾ teaspoon Italian herb seasoning, ½ teaspoon kosher salt, and exactly 8 thick Texas toast or rustic bread slices.

How to Make Pimento Grilled Cheese

Four stages showing pimento cheese mixed and covered, herb butter prepared, eight bread slices assembled into four sandwiches, and four sandwiches grilled
Four stages showing pimento cheese mixed and covered, herb butter prepared, eight bread slices assembled into four sandwiches, and four sandwiches grilled | Recipes by Clare
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  1. Mix cheddar, drained pimentos, cream cheese, mayonnaise, lemon juice, chives, ¼ teaspoon salt, and ¼ teaspoon pepper until creamy.
  2. Cover and refrigerate at least 1 hour, or preferably overnight.
  3. Mix softened butter with Italian herbs and ½ teaspoon salt.
  4. Spread herb butter on one side of all 8 bread slices. Place 4 butter-side down and add about ⅓ cup pimento cheese to each unbuttered side.
  5. Top with the remaining 4 slices, butter-side up.
  6. Cook over medium-low for 3–4 minutes per side until golden and melted. Rest 1 minute, cut diagonally, and serve.

Freshly Shred Eight Ounces of Cheddar

Drain One-Quarter Cup Pimentos

Bring the Cream Cheese to Room Temperature

Add Chives, Salt, and Pepper

Do Not Skip the Chilling Stage

Prepare the Separate Herb Butter

Butter One Side of Eight Bread Slices

Start Four Sandwich Bases

Close with Four Butter-Side-Up Slices

Use Medium-Low Heat

Cook Three to Four Minutes per Side

Four golden Pimento Grilled Cheese sandwiches filled with warm sharp cheddar and diced pimentos
Four golden Pimento Grilled Cheese sandwiches filled with warm sharp cheddar and diced pimentos | recipesbyclare.com
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Rest One Minute Before Cutting

Keep Both Salt Measures Separate

Plan the Eighty-Minute Timeline

Store Extra Spread Correctly

Conclusion

Mix 8 ounces sharp cheddar, ¼ cup drained pimentos, 4 tablespoons cream cheese, ¼ cup mayonnaise, lemon, chives, ¼ teaspoon salt, and ¼ teaspoon pepper. Cover and chill at least 1 hour. Mix 3 tablespoons butter with ¾ teaspoon Italian herbs and ½ teaspoon salt. Butter one side of 8 bread slices; place 4 butter-side down, spread about ⅓ cup filling on each, and top with the remaining slices butter-side up. Grill four sandwiches over medium-low for 3–4 minutes per side, rest 1 minute, and cut.

Frequently Asked Questions

→ How long must the pimento cheese chill?

Refrigerate it for at least 1 hour; chilling overnight is also recommended for deeper flavor and easier spreading.

→ How much filling goes in each sandwich?

Use about ⅓ cup chilled pimento cheese on each of the four sandwich bases.

→ Which side of the bread gets herb butter?

Butter one side of every slice. Those buttered faces point outward toward the skillet.

→ How many sandwiches does the recipe make?

Exactly 8 bread slices make 4 sandwiches, each cooked 3–4 minutes per side over medium-low heat.

4.80 from 218 votes

Pimento Grilled Cheese

Preparation Time:
10 Minutes
Cook Time:
70 Minutes
Total Cooking Time:
80 Minutes
Number of Servings:
4
Pimento Grilled Cheese
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Southern-style grilled cheese with creamy homemade pimento cheese spread and herb butter. Comfort food at its finest!

Ingredients You'll Need

  • For the Pimento Cheese Spread

  • For the Sandwiches

How to Make It

1.

1. Make the pimento cheese: In a medium bowl, combine shredded cheddar, diced pimentos, softened cream cheese, mayonnaise, lemon juice, chopped chives, salt, and pepper. Mix everything together until well combined and creamy.

2.

2. Chill the spread: Cover the pimento cheese mixture and refrigerate for at least 1 hour, or preferably overnight. This helps the flavors meld together and makes it easier to spread.

3.

3. Prepare the herb butter: In a small bowl, mix softened butter with Italian seasoning and salt until well combined. This seasoned butter will give your sandwich extra flavor and help it brown beautifully.

4.

4. Assemble the sandwiches: Spread the herb butter mixture on one side of each bread slice. Place 4 slices butter-side down, then spread about ⅓ cup of pimento cheese on the unbuttered side. Top with remaining bread slices, butter-side up.

5.

5. Grill to perfection: Heat a large skillet over medium-low heat. Place sandwiches in the pan and cook for 3-4 minutes until the bottom is golden brown and crispy. Flip carefully and cook another 3-4 minutes until the second side is golden and the cheese is melted.

6.

6. Serve immediately: Remove from heat and let cool for just a minute before cutting. Slice diagonally and serve while the pimento cheese is still warm and gooey inside.

Extra Information

  1. Freshly shredded cheese melts much better than pre-shredded
  2. The pimento cheese tastes even better after sitting overnight
  3. Keep the heat at medium-low to prevent burning while the cheese melts
  4. The herb butter adds amazing flavor to the crispy exterior
  5. Leftover pimento cheese keeps in the fridge for up to a week

Essential Tools

  • Medium mixing bowl
  • Small mixing bowl
  • Large skillet
  • Spatula for flipping
  • Cheese grater

Allergy Warnings

Please check ingredients for potential allergens and consult a health professional if in doubt.
  • Contains dairy from cheese, cream cheese, and butter
  • Contains eggs from mayonnaise
  • Contains gluten from bread

Nutrition Details (Per Portion)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: 593
  • Total Fat: 45 g
  • Total Carbohydrate: 28 g
  • Protein: 19 g