This paper presents the results of an experimental study on the short-term mechanical performance of timber screw connections comprising two types of fasteners suitable for a novel panelized roof design process. Thirty-seven specimens of five different connection configurations were tested under quasi-static monotonic loading. The main objective of this study is to provide a preliminary assessment of connection capacity that is key to the successful implementation of a proposed panelized roof design method. It also provides the basis to assist in the development of a numerical model of the novel roof assembly. Additionally, the experimental data are used to check the validity of existing analytical approaches for predicting the strengths of screwed connections comprising engineered wood members. The validation exercise shows that available analytical models can be used to predict the connection capacity of the novel panelized roof.