Winwood is a historic African-American unincorporated community near Altamonte Springs and Casselberry where generations of farm workers lived while laboring in south Seminole County's citrus groves and ferneries around County Road 427 and Lake Mobile. It began as part of the City of Altamonte Springs, where black residents made up 40% of the population in the early 1920s. After World War II, Condor Merritt, one of Central Florida's most powerful African Americans, developed the area through real estate investments in Orange and Seminole counties financed by money he earned picking fruit and through legalized gambling. In 1950, he built Eatonville's Club Eaton, later called Heroes, combining a nightclub and hotel so black performers could stay on the premises, and it became the leading nightclub in the area for black artists. In 1951, Merritt and 80 other residents won a lawsuit to separate 80 acres from Altamonte Springs, arguing that they were taxed without receiving equal services, and this created the unincorporated community known as Winwood. Merritt is buried at historic Evergreen Cemetery, where generations of Winwood residents have been buried since the 1890s. Winwood was also home to the Rosenwald School, one of the rural Southern schools opened during segregation by Julius Rosenwald to educate African-American students. Alcee Hastings, a congressman since 1993 and former Federal Judge, was born in Winwood and attended Rosenwald. Although Winwood has undergone extensive redevelopment since Altamonte Springs became a stop on the SunRail commuter train line in 2014 within walking distance of the community, many descendants of the original families still live there.