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The first, located at 21 1/2 South [[Palafox Street]], was built in [[1883]]<ref>As per plaque depicted on illustration.</ref> and can be seen in the [[Wellge map]] of [[1885]]. It was a two-story structure with iron balconies and distinctive turrets.
{{cquote|The club occupies a handsome suite of rooms on Palafox street, convenient for its members, and elegantly furnished, consisting of reception, reading and billiard rooms, etc., and although the membership is small, it is composed of the best element of the city. It has numbered among its membership United States senators, congressmen and governors; the late [[E. A. Perry]], governor of Florida, having been its president for upwards of ten years. The leading newspapers and magazines of the day are to be found in its reading rooms, which are open to its members and guests at all times. Once a year a ball is given by the club to its friends, which is generally looked forward to as one of the society events of the season, and the young people are not forgotten by them, as a children's party or "fancy dress ball" is given annually to the little ones. The officers of the Osceola Club for the present year [1897] are: [[Thomas C. Watson]], president; [[Stephen Mallory II|S. R. Mallory]], first vice-president; [[A. M. Avery]], second vice-president; [[Walter M. Pitt]], secretary and treasurer; and Messrs. [[John B. Guttman]], [[H. T. Wright]] and [[J. M. Muldon]], executive committee.<ref name="bliss1897"/>}}
This building was destroyed in (and believed to be the source of) the [[Halloween Night Fire]] of [[1905]].<ref>John Appleyard. ''The Brent Block.''</ref>