Best walkman (tape) for around $250?

You must be having a lot of cassettes. I am seeing on eBay that they are selling the Sony WM-FX290 for more than $150. I purchased that in 2016 for $35 brand new. If you are not too critical, I suggest look at the WM-FX251 which is listed for $119 with free shipping.
Someone in Japan is shipping a very desirable WM-EX20 for $5130 ONLY!

Sometimes just in the mood for that old tape sound. Not trying to compare it to anything or any other format. Have a long trip and sometimes its better than getting A.D.D. with digital songs. Its like vinyl... you feel more committed because its hard to forward a song. Anyway... I was looking at facebook prices... they seem better.

Never owned a Walkman but did use a Nakamichi 250 deck in my 77 Honda.

It's a small top loader that can run off 12VDC.

DeKay

Lol.. im thinking of actualy doing that.. have a ZX7... and thinking of putting a DR3 in the car