A surgical pin compression wound dressing stabilizing system includes a compressive wound dressing module having a central orifice and radial slit, and a stabilizing device formed of a single piece of material having a longitudinal passageway and a vertical slit, the slits allowing insertion of the module and stabilizing device on a surgical pin at a wound site with the surgical pin dispose in the orifice and passageway. The stabilizing device has an upright post with the longitudinal passageway and a bottom base with a recessed central cavity open at a bottom that receives and mates with an upper portion of the module. The bottom base has a lower outer annular surface surrounding the central cavity for engaging a peripheral rib on the module to enable application of an equal distribution of a downward compressive pressure on the module.