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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.

It depends on where you live—but in most areas, leaves begin falling in September and continue falling until January or February. Warmer regions, such as Southern states, may see leaves fall a bit later in the calendar year. It also depends on the type of trees in your yard and their maturity. 

The depth of tree roots depends on the species. Trees like oaks and maples can have root systems that grow down 20 feet or more. However, trees that grow in shallow soils will have roots that go only a few feet down. Research how your tree species grows in your climate area to estimate root depth.

You’ll have to balance up the cost, the value of the tree (sentimental or otherwise), and the risk factors. An experienced arborist will help you understand whether transplanting is likely to be successful. The cost and hassle of transplanting a large, well-established tree are often not worth it, especially if the species is fast-growing and easy to source. The decision depends on the age and species of the tree, the conditions in the new site location, and how careful the company is when digging out and moving the tree.