Still no guesses for this one, so here's another hint:

#23

-The End of the World is a literal wall splitting a continent in half

-Originally a Saturn exclusive title released only in Japan

-Was then later ported to the PS1, and that version got a western release as well

Nope

#27: Metroid Prime 3

#23: Saturn Bomberman

Nope, both wrong. Prime 3 doesn't quite fit the first hint since I said that I expected a sequel to have been "announced by now" and Prime 4 has already been announced, even if a full reveal might still be a ways off.

If Mar1217 goes with those, I’ll go with Mario Kart Wii.

#27: Mario Kart 8

#25: Mario+Rabbids Kingdom Battle

#23: Advance Wars

20 - This finale to a trilogy is known primarily for its fanservice and callbacks to previous entries in the franchise.
21 - Duane and Brando did a song about this game and it's an absolute banger. Also their most popular song on youtube.
22 - This 8th entry in the series vastly changed the look and feel of the franchise, with a system in place that was remarkably easy to abuse if you understood it.
23 - This 9th entry in the series went back to its roots and included dozens of fanservice tributes to the past; is also the highest rated according to Metacritic.
24 - This platforming action shooter RPG's title is yet another glorious and hilarious reference to asses and time travel.

25 - In a franchise that tends to build upon the past, this one started from scratch with 150 new entries.
- This is the fifth entry in the series
26 - The Legend of Zelda: Wind Waker
27 - Sekiro: Shadows Die Twice
28 - One mechanic everyone hates, but it triggers something primal in you. If you hear this noise, you HAVE to rescue them.
- This is a sequel that features a side character from the previous game.
29 - God of War (PS4)
30 - Assassin's Creed IV: Black Flag
31 - Dark Souls
32 - Ratchet & Clank: Up Your Arsenal
33 - Donkey Kong Country
34 - This fourth entry has within it almost all of the content from the first three entries in the series, if you exported it.
- All in all, there are over 2,400 pieces of DLC for this game, but it's not as nickel-and-dime as you might think.
35 - Demon's Souls
36 - Yooka-Laylee and the Impossible Lair
37 - Terraria
38 - New Super Mario Bros U
39 - Donkey Kong Country: Tropical Freeze
40 - Minecraft
41 - Red Dead Redemption
42 - Mega Man X4
43 - The Messenger
44 - Axiom Verge
45 - Mario Kart 8
46 - Portal 2
47 - Super Mario Odyssey
48 - Resident Evil 4
49 - Guitar Hero II
50 - Portal

I played Supaplex a lot back in the day. Solving one more level or retry after failing was a very addictive loop. This game in it's core is a Boulderdash-clone, but added some things and had such neat artstyle and sound-design.

As in Boulderdash you go through the level, collecting (in this case) Infotrons and avoid being hit by a stones. The game includes exploding floppy disks, enemies (the scissors you see above), gravity for some levels and some other stuff to keep it fresh. If you collected the set number of infotrons for the level, you can go to the exit (if you didn't block it with your earlier actions). Overall it contains 111 levels, but if one level is too difficult, you can skip it, but the number of skips is limited. As usual with puzzlers, the solution often needs some good thinking.

One thing that I liked about the game, that sound-design and the background melody are seriously addicting. The graphical design with the computer hardware theme (sorta) is also quite cool.

The game released originally for Amiga and DOS. But it got many clones and rereleases like Megaplex for Windows (with level editor), Infotron for MacOS, Igor The Time Machine (an extended game from the same devs), WinPlex, New Supaplex, Supaplex 3000 and an adapation for the Apple Appstore. If you want to play it, you have certainly a lot of options. For the original feeling, download it from the developers and play it in DosBox. Also an open source reimplementation exists, to bring the game to modern platforms.

https://www.youtube.com/watch?v=K5M4bVJZYPI

#25 Pokémon Black & White

#28 Super Mario World 2: Yoshi's Island

25 - Yeppers! 

28 - Also yep! (Wasn't sure people would get this based on the hints but good stuff!)