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No, homeowners insurance typically does not cover the cost of removing a dead, sick, or rotting tree that is still standing. Insurance is designed to protect against sudden and unexpected accidents, whereas a tree dying or rotting over time is considered a maintenance issue. Coverage usually only applies after a tree has fallen and caused damage to your property.

Although the terms tree trimming and tree pruning are used interchangeably, they are very different types of tree maintenance. Tree trimming involves enhancing the appearance of your tree by removing unruly branches, providing your tree with ample sunlight and nutrients and prevents unsightly overgrowth. 

Tree pruning helps keep your trees disease-free. This process removes unhealthy growths, dead branches, and other unhealthy parts of the tree. It’s more common for deciduous and ornamental trees but not so common for evergreen trees. To determine which method you need, discuss it with a tree trimming specialist.

Generally, you do not have the right to take fruit from a neighbor's tree, even if the branches overhang your property. The fruit is considered the property of the tree's owner. While you may have the right to trim branches that cross into your yard, the fruit on them typically still belongs to your neighbor. However, laws can vary by state and municipality. In some areas, branches that extend into your yard or trees that straddle a property line may entitle you to some of the fruit. The best course of action is to speak with your neighbor, as they may be happy to share. If a conversation is not possible, check your local regulations before picking any fruit.

Pruning trees during the summer can be a bad idea because the new growth will take place during the hottest months of the year, which can stress your tree out. Similarly, pruning during the early fall can be a bad idea, too, because you’d be stimulating new growth when most trees are aiming to go dormant. 

Pruning recommendations will vary by the type of tree, but generally, waiting until winter to prune your trees is a good idea.