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Grilled Cheese with Peak Tomatoes

4.5

(6)

Image may contain Food Toast Bread and French Toast
Gentyl & Hyers

Progression of a tomato sandwich: On buttered bread with salt; on bread with mayo and cheddar; seasoned and grilled with cheddar and mayo. They’re all pretty perfect, but we’ll take the advanced version, thanks.

Recipe information

  • Yield

    4 Servings

Ingredients

2

large beefsteak or other tomatoes

Kosher salt, freshly ground pepper

8

slices sourdough bread or other country-style loaf

¼

cup mayonnaise

1

pound sharp white cheddar, coarsely grated

1

small shallot, very thinly sliced

Preparation

  1. Step 1

    Slice tomatoes as thin as possible (a serrated knife works great) and place on a wire rack set inside a rimmed baking sheet; season with salt and pepper. Let sit, turning once, until they have released some of their liquid, 20–30 minutes.

    Step 2

    Heat 2 dry large skillets over low (or use 1 skillet and work in 2 batches). Spread 1 side of 4 slices with half of mayonnaise. Set slices, mayo side down, on a cutting board. Mound cheese on slices, pressing down gently to pack onto bread. Top with shallot and close sandwiches. Cook, mayo side down, pressing gently, until bottom sides are golden brown (you should barely hear any sound of sizzling as the bread hits the skillet; low and slow is key), 6–8 minutes. Spread remaining mayonnaise over top slices of bread and carefully turn sandwiches over. Cook until other side is golden brown and cheese is melted, 6–8 minutes. Transfer to a cutting board and carefully pry each sandwich open. Add a thin layer of tomatoes and close back up; slice in half.

Nutrition Per Serving

Calories (kcal) 1120 Fat (g) 49 Saturated Fat (g) 26 Cholesterol (mg) 125 Carbohydrates (g) 125 Dietary Fiber (g) 6 Total Sugars (g) 14 Protein (g) 54 Sodium (mg) 2180
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Reviews (6)

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  • This recipe makes the perfect gourmet grilled cheese sandwich. It's so good I make one almost everyday. There is no way, however, to pry open the sandwich after the cheese has melted to add the tomatoes. I put them on the bread, then top with the cheese. It's also good if you add a piece of prosciutto. I put the prosciutto on the tray with the tomato so it crisps up a little bit. I use it instead of bacon. And the sourdough bread is key . . . Also use mayo on the bread. It makes it crispy and golden brown. If I could take a photo before I eat it, I would. But it looks just like the photo here. If you love grilled cheese sandwiches, you simply must give this recipe a try. If I could give it 10 stars, I would. 😘

    • Mgrillone

    • New York

    • 8/5/2020

  • 4 stars when prepared as-is. 5 stars when I added 3 slices of extra thick bacon, cooked to just-crispy, to each sandwich. Well worth the effort.

    • Anonymous

    • Northern VA

    • 9/15/2019

  • "Pry it open." Madness.

    • Countryepicurean

    • Barre VT

    • 8/1/2019