Fairmont Avenue is a tree-lined street with large houses fronted by brick or stone retaining walls. The William S. Miller House (c. 1860; 209 Fairmont), constructed for a prominent physician, is a Greek Revival house, one room deep and three bays wide, with unusually tall proportions and a large bracketed cornice. At number 303 is Winchester's only example of an Italian Villa. The splendid two-and-a-half-story brick building (c. 1875) combines such picturesque elements as a central entrance tower topped by a spire and side bay windows with more formal components of symmetry, a gable roof, and a one-story porch across the facade. Other details include segmental-arched windows capped by bracketed hoods, brick quoins, and prominently bracketed eaves. Fair Mount (311 Fairmont), constructed c. 1812 for Joseph Tidball, is a large stuccoed stone house that was enlarged in 1830 and 1929. The main five-bay, two-story, hipped-roof central block is flanked by lower brick wings. The central entrance is sheltered by a small pedimented portico with paired Doric columns.