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It was in the late 1930s that [Walter] Anderson first succumbed to mental illness. He was diagnosed with severe depression and spent three years in and out of hospitals. Following his hospitalizations, Anderson joined his wife and small children at her father’s antebellum home in Gautier, Mississippi. The pastoral tranquillity of the "Oldfields" plantation provided an ideal setting for recuperation. During this period, he rendered thousands of disciplined and compelling works of art which reflected his training, intellect, and extraordinary grasp of the history of art.

In 1947, with the understanding of his family, Anderson left his wife and children and embarked on a private and very solitary existence. He lived alone in a cottage on the Shearwater compound, and increased his visits to Horn Island, one of a group of barrier islands along the Mississippi Gulf Coast. He would row the 12 miles in a small skiff, carrying minimal necessities and his art supplies. Anderson spent long periods of time on this uninhabited island over the last 18 years of his life. There he lived primitively, working in the open and sleeping under his boat, sometimes for weeks at a time.

He endured extreme weather conditions, from blistering summers to hurricane winds and freezing winters. He painted and drew a multitude of species of island vegetation, animals, birds, and insects, penetrating the wild thickets on hands and knees and lying in lagoons in his search to record his beloved island paradise. Anderson’s obsession to "realize" his subjects through his art, to be one with the natural world instead of an intruder, created works that are intense and evocative.

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