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Yes, basement insulation needs a vapor barrier due to its susceptibility to moisture seeping in from the outside of the house. You should install a moisture barrier before you install insulation or purchase insulation that comes prebuilt with a moisture barrier to avoid water damage in your insulation and costly mold and water remediation expenses. 

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.

Each of the three types of wool insulation has particular disadvantages. While their R-value is higher, they all cost more than fiberglass versions. Installing mineral wool and sheep wool requires protective gear. Because of its vulnerability to insects, chemicals are used in its production. Hemp wool is more costly to install than other types because additional tools and labor are involved.

Insulating a detached garage won't reduce your home's heating or cooling bills—and insulating an attached garage will only have a small effect on your home's energy efficiency. However, insulating an attached garage can reduce the transfer of heating and cooling to and from the outdoors, which can reduce the amount of energy your home needs to stay comfortable. Also, having an insulated garage is just more pleasant. Balance the cost of insulating your garage with how you'll use the space to determine if the project is worth it.