Thanks to aggressive annexation and infrastructure improvements, Middletown is the fastest-growing area in southern New Castle County (that area below the Chesapeake & Delaware Canal). Its real estate values are appreciating, due largely to the superior Appoquinimink School District and subdivisions such as the Estates at St. Anne’s and golf course communities such as Back Creek, which are all filled with spacious family homes on areas once filled by vast, flat grain fields. Evidence of Middletown’s farming roots remain evident, despite the new hotels and retail centers that continue to sprout along the U.S. 301 corridor west of the town center, including Kohl’s, Wal-Mart and several grocers, as well as Del. 299 through town. Just the same, the heart of downtown remains small town. Pop Warner Football and Little League Baseball are big entertainment.