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You should avoid cutting off the top of mature cherry trees. This process is called tree topping, and it’s not recommended for cherry trees—or any trees, for that matter. Tree topping removes between one-third to half of the length of the tree trunk, resulting in structurally unsound, fruitless suckers. The only exception is for saplings. Young pie, sour, and tart cherry trees that are over 30 inches tall in the fall or winter before the tree blooms can benefit from heading cuts.

Trees don’t usually grow back after being cut down. Some particularly robust tree species may start sending up new stems from a stump to recover, but those stems won’t become a “tree” like before. Generally, trees don’t recover from being entirely cut down, which is why it’s important to be careful when making a decision. When you cut down a tree, it’s a good idea to make plans to remove the stump, even if it’s unlikely to grow back.

It is possible to cut down a tree on your property yourself, but it is generally not recommended unless specific conditions are met. You should only consider this project if the tree is small (e.g., under 4-5 inches in diameter and short enough that you don't need a ladder to reach the branches), and you are experienced in handling a chainsaw. The tree must also be located far from any power lines, fences, homes, or other structures. Even for small trees, the work can be dangerous, and it's always advisable to have a spotter to ensure the tree falls correctly and no branches fall on you.

For any tree that is large, requires a ladder to access, or is near electrical lines or structures, you should always hire a professional. Attempting to remove a large tree yourself is extremely dangerous, poses a risk of serious injury, and could result in significant damage to your property.

Before any tree removal, it's also important to check your local and state regulations to ensure the tree is not historic or otherwise protected by your city.

In the case that a tree is growing directly on your property line, the cost of maintaining the tree is shared and is the property of both owners in common. In this case, all decisions regarding the maintenance of the tree must be made jointly, and both parties must agree on a course of action. You will need to agree with your neighbor about the cutting of any roots before you carry it out, and your neighbor must also consult with you before doing any trimming. Coming to an agreement with your neighbor about any shared trees ahead of necessary trimming and maintenance will make this process much simpler.