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If you're like most homeowners, doing a gutter cleaning may not be on the top of your "to do" list. However, if you want to keep your gutters in good shape and avoid water damage, it's a necessary household task. If you live in an area where winters are harsh, plan on cleaning your gutters between springtime and in the fall. You don't want to use a pressure washer and have the water turn to ice. A good rule of thumb would be to use your pressure washer to perform a gutter cleaning twice a year.