In the overwhelming majority of states, you pay sales tax on the difference between the price of the new car and the value of your trade-in. For example, in a state with a 5 percent sales tax, if you buy a $30,000 car and trade in your $20,000 car, you will only pay sales tax on the $10,000 difference. This comes to $500.
However, if you sell your old car privately, you will pay $1,500 in sales tax on the entire $30,000 cost of the new car. That means you will have to get $21,000 in your private party sale just to break even. If you doubt you can do better than this, you should probably trade your vehicle at the dealership.
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