I'm not super knowledgeable about these but based on the sprocket it looks like image 20 (below pic) is a Colson and possibly a long wheel base (LWB) Colson that may fit taller/bigger people better than other kids bikes. So maybe more desireable? Maybe someone else can chime in regarding values.
The seat on the New World Schwinn looks to be in good condition so that may help get that to the higher end of your range. But I'm in CA where prices exceed KY. Check the hubs to see if they are painted black (blackout hubs) which may nail it as a wartime bike. Otherwise could be a 1946?? Again, maybe someone else with more knowledge can help.
Agree the girls bikes will be worth less, lower end of your range.
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