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One of Mississippi’s finest Tudor Revival houses, Rosemary over-looks the Tallahatchie River to its north. A picturesque curvilinear roofline and entrance hood draw the eye horizontally, countered by the repetitive vertical posts of the decorative half-timbering. Rubble stone piers and chimneys, geometric spandrels, and scalloped bargeboards in the gable ends complete the lively ensemble. William R. Humphrey was president of Humphrey and Co., one of Greenwood’s largest cotton factors, with offices located in the two-story brick building at 111 Howard Street.