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The best way to clean an overgrown yard is to create a multi-stage game plan, from clearing out the debris to cleaning up the edges around hardscaping and landscape curbing. Get rid of yard debris like worn furniture and broken tools first, then start trimming and raking what’s left. Mow the grass, trim the hedges, and rake leaves away. Once that’s complete, move on to more detailed work, like pulling weeds and replanting gardens.

Several tools exist that can help remove unwanted grass. The one you choose depends greatly on how much you need to remove and how hard you'd like to work. A sod or turf cutter is the fastest method while using a shovel is labor-intensive and much slower. You may also need a garden rake, tiller, and wheelbarrow. 

Unless you plan to use a dump trailer for business purposes, it will be hard to justify the cost of buying one. Even a small, used 6-by-10-foot model could set you back as much as $5,000, and larger, high-quality models can cost up to $15,000 to buy brand-new.

The legality of blowing leaves into the street depends on your city or county laws. Many cities have codes that restrict blowing leaves into the street because it can obstruct the view of nearby drivers and make cars dirty, not to mention angering neighbors. Violations can result in a fine or other problems. You can check the codes on your municipal government website to learn more local guidelines, but avoid spraying leaves into streets for now.