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Yes, insulating ductwork in a crawl space is a worthwhile investment, especially if you live in a colder climate or run your air conditioning for most of the year. Uninsulated ducts can lose up to 30% of their heating and cooling efficiency, which can significantly impact your electricity bill. The project is a relatively small investment and typically only takes a few hours. It's a particularly simple add-on if you are already hiring someone to insulate the entire crawl space. An added benefit is that insulated ducts put off less hot or cold air, making them less attractive to pests.

If you plan on heating your garage, you must install a vapor barrier when drywalling the garage. A vapor barrier protects your garage from frost and mold that can occur through condensation. If your garage is unheated, you don't need to install a vapor barrier. The only exception is if you regularly crank the heat in your car before getting in it. In this case, you may still want to install a vapor barrier, as your car can heat your garage.

The lifespan of crawl space insulation depends on how well you maintain your insulation and the type of insulation. Fiberglass will need replacing every 15 to 20 years on average if you don't have a vapor barrier in place. If you do have vapor barriers in place, then your insulation could last much longer. Spray foam insulation can last anywhere from 80 to 100 years. 

Ductwork should be wrapped in insulation in certain locations. This includes unconditioned interior parts of the home, such as attics, crawl spaces, basement ceilings, and between floors. Duct joints should also be insulated since they're more likely to leak air than other parts of your system. Building codes in some areas also require ductwork to be insulated.