Wash and slice the green tomatoes into halves or quarters, depending on their size.
In a saucepan, combine the vinegar, water, salt, and sugar. Bring the mixture to a gentle simmer over medium heat, stirring until the sugar and salt are completely dissolved.
Pack the green tomatoes into a clean glass jar. As you layer the tomatoes, add the garlic, black peppercorns, bay leaves, dill, and red chili flakes.
Pour the hot brine over the tomatoes, making sure they are fully submerged. You may need to gently press them down.
Let the mixture cool to room temperature, then seal the jar tightly and refrigerate for at least 24 hours before eating.
The pickled green tomatoes will develop a more intense, complex flavor over time. They can be stored in the refrigerator for up to one month.
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