if the roads are changed and the aerial imagery does not have the new positiobs, you will probably have to start with recording GPS traces to determine the position of the streets
One issue you may have is if the aerial photos for the area are out-of-date. In that case ideally you would need GPS tracks from vehicles travelling those roads. I know many logistics companies do capture such data. The tracks can be used in some editors (Josm & Potlatch2 for sure) without uploading them to the OSM website, which you may not wish to do.
I would suggest that you use your best efforts to update the area, and then post a link to the area and people here can take a look and then offer more specific advice.
Satellite and/or aeral images are not maintianed by OpenStreetMap. You need to contact the different providers like Microsoft’s Bing, ERSI, DigitalGlobe, Mapbox etc.