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Yes, it is highly recommended to wash a house's exterior before painting to ensure the best results. Cleaning the surface removes dirt, dust, grime, mold, mildew, and old paint, which allows the new paint to adhere properly and results in a smoother, long-lasting finish. Failing to clean can lead to poor adhesion, peeling, and an uneven appearance. Pressure washing is an efficient method for this, but be cautious not to use excessive pressure that could damage siding or wood. For materials like vinyl or stucco, soft washing might be a better option. After washing, allow sufficient drying time, such as three to four days, before painting to prevent trapping moisture, which can cause blistering or peeling.

Pressure washing your driveway can prevent cracks in it since it removes grease and oil, which, if left on the driveway for too long, can break down compounds in concrete and asphalt, leading to cracks. It can also help keep driveway weeds, moss, mold, and mildew at bay while boosting your home's curb appeal. 

While it can be a good idea to learn how to pressure wash brick to remove oils, algae, and debris from the surface, pressure washing isn't a good option for getting rid of white stains on brick. While you may get good temporary results, pressure washing can actually make efflorescence worse once the brick dries because the process pushes salt deeper into the brick. In addition, the intensity of pressure washing can damage brick.

The answer to how often you should pressure wash your house is the same no matter whether your siding is wood, metal, or vinyl. Plan to do a project like this once a year with occasional hand cleanings in between to remove unexpected dirt—like debris from an especially violent storm or droppings from birds flying overhead.