At the end of the Apache Wars, the protection of Fort Huachuca and the completion of the Southern Pacific and the El Paso & Southwestern railroads, the San Pedro Valley began to populate. Oliver Fry and his two oldest sons traveled from Texas on the railroad and settled on 320 acres (1.3 km2) just outside of Fort Huachuca around 1901.
The first business that opened just outside the east gate of Fort Huachuca was a saloon and house of ill repute owned by John and Ellen Reilly opened in 1892. In 1911, Margaret Carmichael bought the Reilly homestead and business. By 1913, Margaret Carmichael had leased the business back to the Reillys. Also in 1913, a group of dry land farmers settled in the local area and named their settlement Buena. Buena was located east of Garden Canyon on a railroad whistle-stop between Lewis Springs and Fort Huachuca. At this site was a post office and a school house that served children in Buena, Garden Canyon and outreaches of the local area.
By 1917, the Overton Post Office was established. This settlement's name comes from the Overton Mercantile and Investment Company, who took option on the Carmichael property with plans to develop a townsite outside of Fort Huachuca. However, it is believed that the company was unable to persuade anyone to move to the area so when the option expired, the Carmichaels took back the property and a general mercantile store.
In 1918, the Carmichaels changed the name of the store and were the proprietors of the "Garden Canyon." Garden Canyon was also the name of the post office and Carmichael was the postmaster. In addition, the Carmichaels built a home across the street from Garden Canyon store, as well as 18 rock houses, on Garden Avenue. From 1927 to 1938, the Frys rented the Carmichael store.
In 1955, the first attempt to incorporate and rename the area was rejected, as Fry opposed both incorporating and renaming the town that bore his family name. In 1956, the ballot issue failed 76 to 61. People who owned land outside of Fry's property went forward with incorporation and renaming by petition on May 26, 1956, excluding the half-square-mile owned by Fry.
Sierra Vista was incorporated in 1956, and has an estimated population over 49,000 today. The city is the economic and commercial center of Cochise County, and northern Sonora, Mexico. Sierra Vista annexed Fort Huachuca, a U.S. military base, one of the largest employers in Arizona, and the adjacent community, in 1971.