Does this home selling/buying idea make sense?

Does this home selling/buying idea make sense? I live in a desirable home in a popular mid-sized city suburb with dramatic appreciation the past few years and good continuing appreciation. I bought my home five years ago for $265k with a 30 year mortgate, and it appreciated to $500-550k let's say. I owe just under $250k on the mortgage at 4.375%. I am thinking of moving for long-term reasons...

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