It would depend on what type of listening you would be doing. If you are only interested in listening to the nearby stations in your own country or your own continent with powerful output transmissions, then cheap portable radios will do the job. No need to spend any more than $50 for sw radios in that case.
However, if you are interested in listening to the weak signals from the other side of the globe with low power output AM stations (in my case South American, South Pacific, African stations .. etc), then those extra facilities, gadgets and devices they provide in the high end receivers do help, and are must for DXing the weak signals.
My favorite receivers for the weak signal copying are, SDRPlay RSPdx, RSPdx-R2, Elad FDM-Duo for SDRs, and from the old radios - NRD JRC-535, Kenwood R-5000, ICOM ICR-70. Tecsun S-2200x is also a very good radio for DXing.
It is also very important to remind yourself, that your radio is only good as your antennas. No radio will work properly without good antennas feeding the signals into them.