A series of three castable polyurethane elastomers were prepared from 2,4- toluene diisocyanate (TDI) and 3,5-dimethyl-thioltoluenediamine (DMTDA) chain extender, with polyethylene adipate (PEA), polyoxytetramethylene glycol (PTMG) and polycaprolactone (PCL) soft segments. The polyol molecular weight employed was 2000g/mol. The polyurethane elastomers were characterized by an electronmechanical universal testing machine, a LX-A Shore durometer and a Dynamic Mechanical analyzer (DMA). In addition, fractured surface of the polyurethane elastomers was investigated by a field emission scanning electron microscopy (FE-SEM). The test results showed PCL based elastomer exhibits the excellent tear and stress-strain properties that polyester based elastomers offer, while retaining superior resilience similar to polyether based elastomers. The static and dynamic properties of PCL based elastomer were more suitable for dynamic applications. SEM micrographs of all polyurethane samples indicated the existing of microphase separation structure. Particles of the dispersed phase formed by hard phase and crystalline part of the soft phase grow bigger with increasing crystallinity of the soft segments. The hard domains are irregular shapes and with size of a few micrometers.