Man, the problem is, you can't simple activate hundreds of mods, many of them being scripted mods or textures mods and do not have trouble.I can tell you, it is none related to be a 32 bits application, or even Skyrim engine, even if you have a monster machine it will not help much. We know this game engine do not takes well huge modifications, but in any game, if you install 200+ mods, you can be sure you will have CTDs, freezing... (and you told us about mods which has ESPs, you have 300 activated plugins, but there many mods which haven't ESPs, so your mod list is probably bigger). You can't wait an almost "open source" game like Skyrim to be the example of stability, the producers must to leave a lot of things "open" for edit. And because of this, you can't compare Skyrim stability to other games which naturally do not support mods. If Bethesda wanted the Elder Scrolls to be the example stability, they would close the natural mods support, and you would have no bugs at all. The modders can indeed make some modifications to the game with the Creation Kit, this way removing the mod limit as well, but it doesn't mean the game will be stable, there are things which cannot be changed. Try to put 200+ mods in any game which has mod supports, the game will crash for certain. I think Skyrim and Fallout handle mods very well comparing to other games. So there is no way out, as some friends said above, you will have to shave down the mods number, it is not a big deal. I once had 247 mods installed in my game, but later I saw there were many of them which I was not using, and easily reduced my number for 165 mods (counting the mods with ESPs and no ESPs, mods with no ESPs I mean texture mods, meshes mods, ENB, some bug fixes...), today my game is much more stable and I do not miss any mod I removed. But of course your actual savegame will be compromised, and reducing a significant number of mods for sure will brake it, so its your choice. 1- You can have a stable game, starting  new game. 2- You can keep your savegame and have stress everyday (or every minutes with CTDs). It is always this way, you can install 300+ mods, play a lot, and your game does not show any problems, so you think it is alright. But as you progress in the game, the CTDs, freezings and Infinte Load Screens becomes more constant, until the game finally breaks. I had dozens of broken save games (Chars in level 45, 60, 70, 80), and it is usually when you hit around level 40, the problems start to appear. So it is better to cut down a good number before starting a game than wait to see.