The Settlers 2 was one of my favorite games growing up - really felt like they polished up the mechanics of the first game and made the UI more tolerable. If anyone is looking for a more modern 3d equivalent but in a slightly different setting, I'd recommend The Colonists.
The 20th anniversary edition was a nice recreation of the game in 3D
"Return to the Roots" is a faithful remake/modification of The Settlers II for modern computers, with multiplayer support!
The way I see it, S2 was pretty lazy. They took a system that was fairly polished already and tinkered with it without understanding how it would impact the whole, like how they made a level-up system that heavily incentivizes a degree of micromanagement the UI isn't built to support.
Or take the pig farm: Clear pros and cons in S1; in S2 it's just a bad bakery. Or the perpetually broken ship navigation, and no way to do naval invasions.