If your roof is at the end of its useful life, you will likely have a much easier time selling if the roof is replaced. Home buyers may not be able to obtain a mortgage on a home with an expired roof, and the expense of putting on a roof may scare them away. If you know it is going to be an issue but cannot afford to put the new roof on without selling the home first, speak to your agent about ways to negotiate the price of the roof into the sale of the home.