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A tree can grow back from its stump, but full regrowth is unlikely (especially for more stubborn conifer trees). Instead, trees are more likely to send up a number of shoots from the dead stump, which will try to develop into primary stems over time. In other words, it will start to look increasingly bushy. The goal of killing and drying out a tree stump is to prevent that from happening, as well as make the stump easier to completely remove.

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.

You can shape a cherry tree by trimming vertical branches, dense branches, and intersecting branches. Your personal aesthetic comes into play, as well. If you want to simply thin and shape the tree, you can get away with trimming the aforementioned parts of your cherry tree. If you want to shorten branches, however, consider thinning cuts, which alter the length of the branches while encouraging light penetration, new buds and shoots, and a structurally-sound shape.

A tree growing close to a house can pose several risks, but removal isn't always the only or best solution. Potential problems include roots growing into the foundation and causing structural cracks, branches damaging the roof or promoting moss growth, and debris clogging gutters, which can lead to water damage. Trees can also provide access for pests and encourage mold. However, a small, healthy tree may not be a problem, and for larger, established trees, strategic trimming can be a cheaper and more beneficial alternative to removal. It is generally recommended to take action for trees within 10 to 20 feet of your home, especially if they are unhealthy or encroaching. Your best bet is to consult a professional arborist who can assess the specific situation and provide expert advice.