The organization of the streets into a right-angled grid pattern was criticized by Andrew Jackson Downing, who was at the time the foremost expert on landscape design. Downing condemned the use of the street grid outside of cities and saw the hilly and heavily wooded site of Dearman as particularly suited to his own theories, which called for curvilinear roads and irregular lots which followed the contours of the land. With the frequent steamboat, stagecoach, and train transportation available, he felt that Dearman could have been an ideal suburb, instead of "mere rows of houses upon streets crossing each other at right angles and bordered with shade trees".