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You should repaint your fence every 1 to 3 years, depending on the appearance of wear and tear. Weather and usage will factor into how often you should paint another coat on your fence. If you need to replace a few fence boards or posts, you may want to consider repainting the fence to help protect the rest of the fence as well as the new pieces against damage and deterioration from being exposed to the elements.

Stains penetrate wood best when it's cool and dry, so you want to avoid moisture. If the wood is wet upon application, or if it rains before the stain dries, the water will soak into the wood and displace the staining solution. This leads to a flaky and blotchy look, which is the opposite of a sumptuous even coat. Once the stain has fully cured, after about 3 days, rain shouldn’t cause you any problems.

If you paint a vinyl fence, it will likely stick to it for only a brief amount of time. This is because vinyl is not a porous material, so it's not an ideal surface for holding paint. Initially, paint will stick to your fence, but it will eventually peel off. Applying primer before painting your vinyl fence will help paint last longer. Certain primers are well-suited to vinyl, which means you can paint vinyl siding with the proper preparation.

An exterior paint job typically lasts between 5 and 10 years, though this can range from 3 to 17 years depending on several factors. The longevity is influenced by the quality of the paint and primer, the quality of the application, the local climate, and the type of surface being painted. For example, paint on wood siding may need to be redone every 3 to 7 years, while painted brick can last up to 17 years. Aluminum siding often needs repainting every 5 years.