a house in Milton, Delaware
Photo: Gary Cooke
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Milton, Delaware

"We still have work to do," says Melinda Huff, executive director of the Milton Historical Society about getting her little river town the recognition it deserves. Still, Milton has accomplished quite a bit already. Settled in the early 1680s, the town's Historic District was listed National Register of Historic Places in 1982. Now Milton is in the process of nominating 240 more historic homes on the Register as well. Located near the state's eastern shore at the Broadkill River's head, Milton was, at various times, a 19th-century schooner-building center, the "Holly Capital of the World," and a hotbed for buttonmaking. Nowadays it's just a friendly small town, with nearly 2,000 parents, kids, grandparents, and young professionals who love Milton for summer's sweet corn, cones from King's Ice Cream, and other favorite summer pastimes, like fishing, canoeing, and gardening.

The Houses
About 40 percent of Milton's homes have been restored, but there are still plenty of deals to be had. The Milton National Historic District includes 198 National Register—listed structures—among them Colonial, Federal, Greek Revival, Gothic Revival, Italianate, Second Empire, Queen Anne, and Colonial Revival homes—plus bungalows and vernacular styles. Some contain wide-plank floorboards taken from sailing vessels, stained-glass windows, hand carvings, and newel posts made of walnut or oak. Currently, an 1830s vernacular home with Federal characteristics is on the market for $200,000, though it needs a fair amount of restoration work.

Why Buy Here?
Anyone who enjoys boating, fishing, or maritime history—which is well documented at the Milton Historic Society's museum—would feel pretty comfy here. Milton is also home to the famed Dogfishhead brewery, so you won't ever have a hard time tracking down some fresh 90-Minute IPA or Chicory Stout.

Among the best for: The Northeast, Waterfront, Family Friendly, First-Time Buyers, Small Towns, Gardening, Walkability
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