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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.

It depends. Smaller, younger trees take longer to mature, but they're more resilient, their roots don't get as damaged during transplanting, and they recover faster. Plus, they're much more affordable to plant, and it's possible to DIY the planting. 

On the other hand, mature trees produce fruit faster and provide more shade and privacy immediately. Ideally, a small or medium tree is the better choice if you can wait a few years for it to mature. But if you need immediate maturity, a larger tree is the only option.

Generally, if your neighbor’s tree hangs over your yard, you can legally trim overhanging branches. Keep in mind that you cannot cross your property line to cut the trees, and if you damage the tree by trimming it, your neighbor could sue you. Depending on the type of tree and value, this could mean dishing out two to three times the value of the tree.

It’s worth noting that the specifics of this type of tree maintenance and the guidelines around it may vary by location. Do your research and, most importantly, consult with your neighbor.

It can be bad to leave a dead stump in the ground. A stump becomes a hefty piece of dead wood in time and eventually (especially with the help of rain) starts to rot. That makes it a locus point for diseases and pesky insects, as well as a bit of an eyesore. It’s best to remove a tree stump completely before it starts to decay, especially before it starts to fall apart. If the tree was removed because of disease, it’s even more important to fully remove the stump if possible.