
1985 — Florida Main Street charter city.
Downtown DeLand was one of the five charter Florida Main Street communities designated by the state in 1985.
Source: MainStreet DeLand [S31].

Quick answer: Downtown DeLand is a National Register Historic District and the only Main Street in the United States to hold both the Great American Main Street Award (1997 — Florida's first) and America's Main Street (2017). It was a charter 1985 Florida Main Street city.
Three distinct Main Street recognitions — 1985 charter, 1997 GAMSA, 2017 America's Main Street.

Downtown DeLand was one of the five charter Florida Main Street communities designated by the state in 1985.
Source: MainStreet DeLand [S31].

The National Trust's Great American Main Street Award recognized DeLand's downtown revitalization — the first Florida community to win it.
Source: Main Street America [S32], Orlando Weekly [S33].

DeLand won America's Main Street in 2017, becoming the only Main Street in the United States to hold both top awards.
Source: Orlando Weekly [S33].
Late 19th- and early 20th-century commercial architecture along Woodland Boulevard, New York Avenue, and Indiana Avenue. The 1922 Athens Theatre anchors the core [S27, S36].