I had a Walkman WM-F1 as a kid once but it broke a long time ago. I still have my Watchman tho. Since I found my old collection of Casettes last week i searched around for a bit and found those three: https://www.kleinanzeigen.de/s-anzeige/sony-walkman-wm-f1-mit-fm-radio-aus-1982/3032520549-172-796 --> Short Translation: Working Walkman F1 that has its rubber bands replaced and is cleaned also the tone head is cleaned but there is a small crack https://www.kleinanzeigen.de/s-anzeige/sony-walkman-f1/3011334688-250-5896 --> Seller says that the radio works but the casette player not, he thinks that the rubber bands are probably broken https://www.kleinanzeigen.de/s-anze...02-megabass-neuer-riemen-/3040908803-172-2863 --> Seller says that everything works perfectly fine, he cleaned everything + new rubber bands and the tone head has been cleaned I dont know much about the WM-EX102, is it any good? Are there any other good choices?
I'd start with the F1 and see if it meets your expectations. The EX102 looks entry-level, not something I would normally buy. The F1 listed seems to be priced high but I did just check local pricing and wow, that one has sure gone up in value. I'll have to pull mine out of it's storage bin and display it. I'd list out your bullet points for buying, there's a wide range of pricing and sonics with these, plus they made thousands of different models. Most of mine are from the early boxy, chunky days with higher build quality, one of my favorites is the AIWA HS-Jo2.
I couldn't see a price on the first F1. I would dismiss the second one. For 75 Euros I would expect a working one. As @Mister X says the WM-EX102 looks to be very basic and probably cost less than 35 Euros new. However, if the seller will guarantee that it is all working correctly it might be a good starter player for someone who didn't want to spend too much.
The first one was originally listed as 70€ but now changed to "Verhandelbar" which means that you have to negotiate a price with the seller
The sony Sport and S2 walkmans are very underrated in my opinion. Sure they may not sound or look as good as some of the other ones, but they are built tough, not to mention the splash-resistant feature. They are a bit bulky but they are usually less maintenance heavy as the other ones. If you want something just to play cassettes and last a long while, they are a pretty good option to start with.