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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.

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.

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.

We don’t recommend DIY tree trimming for a few different reasons. First, the tools required to trim a tree can be costly, up to $1,100 or more, for the ladders and specialized saws needed. 

Safety is another concern, especially when working with more mature trees. As a guideline, you should only DIY tree trimming when branches are less than two inches in diameter. Any more, and the safety risk becomes too high, which could lead to catastrophe. For this job, it’s safest to let a tree-trimming professional assess the work needed.