For many industrial applications, the simultaneous presence in a material of different functional properties is necessary. The main interest lies in making a single material more versatile and durable, less fragile and more efficient. In this study, two concomitant properties in the same material were mainly studied: resistance to cracking and the increase in its hydrophobic properties. The chosen process was the sol-gel route due to its versatility and the ease of formulating materials from various precursors in order to obtain (multi)functional materials. In this paper, sol-gel coatings were prepared with tetraethoxysilane, methyltrimethoxysilane and diethoxydimethylsilane as precursors. Tetraethoxysilane was mainly used to improve the material’s mechanical properties, especially hardness, and silicon oil was added to improve its hydrophobic behavior. The integration of silicon oil was monitored via 29Si NMR. Microstructural characterizations were carried out to correlate the multi-scale properties with the microstructure of the derived films. Young’s modulus and hardness were measured to highlight the effect of key formulation parameters on the mechanical strength of the coatings. The synergistic effect of these precursors is underlined as well as the beneficial effect of silicon oil (generated in situ or precondensed).