The first one is a J.P. Rockingfeller clown from the Dynasty Doll Collection by Cardinal Inc. of New Jersey. They were granted trademark registration on 26 February 1985 and it expired on 3 December 2005. The dolls sell for around $20 without the box.
View attachment 2247089
The third one is a novelty wine bottle and likely Gori Rosato table wine imported by Blumett of Ohio. Usually they have these labels, but they’re often peeled off after the wine has been drunk and the bottle is just used as an ornament. Again, around $20.
View attachment 2247090
View attachment 2247091
View attachment 2247093
The other two I don’t recognise but I think you’re looking at similar values in the $20-25 region.