It’s not clear from your comment what coordinate system your original shapefile is in. NAD83 is not a coordinate system, projected or unprojected; it’s a datum, a description of the earth’s surface that coordinates are projected onto. You need to find out what the exact coordinate system and datum of your shapefile is, specify that as the input coordinate system in MapWindow, then specify geographic coordinates (latitude/longitude), WGS84 as the output coordinates. It sounds as though you specified UTM as the output format in MapWindow, and the results you got are exactly what you’d expect from that.
I’m assuming that by “three digit and two digit format”, you’re looking for output in degrees and minutes. All output from a geographic coordinates shapefile from Shape2Text will be in decimal degrees.

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