 The community developed as a farming settlement on the northern boundary of the township of Queens Royalty, however the construction of the Malpeque Road between the colonial capital of Charlottetown to the south and the shire town of Prince County in Prince Royalty to the northwest saw Winsloe became a service centre on the stagecoach route.The arrival of the Prince Edward Island Railway in 1872 saw Winsloe placed on the mainline between Charlottetown and Summerside and later Port Borden.The construction of Route 2 during the later part of the 20th century sealed Winsloe's fate as a developing suburb to Charlottetown.