[6] Ivywild was established in 1888 and platted by William B. Jenkins, a rancher and miner, who created 43 lots when he subdivided his ranch.

Her father, William Iles, was the Manager of Manitou Springs' first hotel, La Font.

[9] The Ivywild Improvement Society held annual meetings by 1898, when they discussed the high water rates and taxes.

[17] In 1902, Winfield Scott Stratton (1848-1902) and Thomas F. Burns purchased 10 acres along Cheyenne Boulevard from William B. Jenkins for $16,000 (equivalent to $563,446 in 2023).

[24] John Coughlin, a ward boss from Chicago, bought property in 1903 to invest in Ivywild development.

[4][27] A play entitled, Ivywild: The True Story of John "Bathhouse" Coughlin has been written about the man.

[4] Charles Maddocks, who built houses in Ivywild from wood salvaged from Nikola Tesla's laboratory, bought Boulevard Park in 1904 when the Millionaires dissolved.

[30] A General Assembly bill in 1978 proposed consolidation of the suburbs into Colorado Springs.

The annexation added 6.5 square miles (17 km2) and 20,000 people to the city's total area and population.