You can expect to pay between $700 to $3,000 to paint wood siding. You’ll end up spending $1 to $3 per square foot, but typically you’ll find this material is cheaper than brick or vinyl. Wood requires some type of sealant, be it paint, stain or oil. Lumber takes well to a wide variety of coverings giving you endless options for modern, contemporary or classic looks. Some things to consider when choosing wood: Westminster House Painting