$300 will not likely buy you a 1400, mobo and 16gb of ram. More like $385.
I think you have a nicely balanced system now.
While, I think your particular games are limited by cpu power, they tend to be single threaded and not amenable to the very nice threading that ryzen offers.
Likely intel core speed will prevail.
Your graphics card is not the strongest.
Here is my stock approach to researching this perennial problem.
Some games are graphics limited like fast action shooters.
Others are cpu core speed limited like strategy, sims, and mmo.
Multiplayer with many participants tend to like many threads.
You need to find out which.
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To help clarify your CPU/GPU options, run these two tests:
a) Run YOUR games, but lower your resolution and eye candy.
If your FPS increases, it indicates that your cpu is strong enough to drive a better graphics configuration.
If your FPS stays the same, you are likely more cpu limited.
b) Limit your cpu, either by reducing the OC, or, in windows power management, limit the maximum cpu% to something like 70%.
Go to control panel/power options/change plan settings/change advanced power settings/processor power management/maximum processor state/
This will simulate what a lack of cpu power will do.
Conversely what a 30% improvement in core speed might do.
You should also experiment with removing one or more cores. You can do this in the windows msconfig boot advanced options option.
You will need to reboot for the change to take effect. Set the number of processors to less than you have.
This will tell you how sensitive your games are to the benefits of many threads.
If you see little difference, your game does not need all the threads you have.
It is possible that both tests are positive, indicating that you have a well balanced system,
and both cpu and gpu need to be upgraded to get better gaming FPS.
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As to upgrade now or wait...
If you have a need now, and the budget now, go ahead and upgrade.
If you wait for the next best thing, you will wait forever.
Your i3-2300 has a passmark rating of 5313 and a single thread rating of 1574.
Ryzen 1400 costs $170 and also runs 4 threads and has a passmark rating of 8571 and a single thread rating of 1721.
The intel I3-7350K(4 threads also) price has recently been reduced to $150 and has a passmark rating of 6782 but a superior single thread rating of 2522.
I do not know how representative these passmark numbers are for these relatively new products.
Also, I do not know if they include overclocking.
Food for thought.