Environmental concerns lead scientists to focus on new alternative materials. In this manner, UV curable waterborne polyurethanes (WPU) can enable scientists to overcome many drawbacks of solventborne or two-component coatings. In this study, novel waterborne and UV-curable polyurethanes were designed and synthesized with controlled degree of methacrylate functionality and cross-linking via a two-step oligomeric A2:B3 polymerization approach. The polymerization reaction was followed by FT-IR and final chemical structures were confirmed by NMR spectroscopies. In an effort to investigate the effect of the methacrylate functionality on the final coating properties, UV-cured polyurethane films that were obtained by the optimization of UV-curing conditions were characterized by thermal, mechanical and thermo-mechanical analyses using Thermo-Gravimetric Analysis (TGA), Differential Scanning Calorimetry (DSC), Dynamic Mechanical Analysis (DMA) and tensile tests. It was demonstrated that the final UV-cured polyurethane coatings can be tuned to have from very rigid to elastomeric properties by controlling the degree of methacrylate functionality and distance between crosslink points that can be tailored during the synthesis of these environmentally friendly waterborne, UV-curable polyurethane dispersions.