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The longevity of paint on wood depends on factors like the quality of the paint, surface preparation, exposure to elements, and maintenance. Exterior paint on wood surfaces can last 5 to 15 years or more with proper care and maintenance. Interior paint tends to have a longer life span, often 10 years or more. Regular cleaning, touch-ups, and addressing any issues like peeling or cracking can extend the life of the paint. 

You can weather a new wood fence by applying vinegar with steel wool as a way to fade some of the coloring. You may also find it easier to stain your entire fence a new color instead of trying to get newer fence boards to match an older one.

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.

The number of coats you need to apply when whitewashing a surface depends on how opaque you want the final product to be. If you're going for a transparent, barely there look, a single coat or two may suffice. For fuller coverage, you'll want to use multiple coats. Another option is to use a less diluted paint to get a thicker coverage.