Just financially? Or is your time worth something as well? If reloading is a job for you whose sole purpose is to save money over buying factory ammunition, then the time you will spend doing something you do not particularly like doing will not justify reloading. If you think you will enjoy reloading to some degree and/or get something out of reloading that buying ammunition in bulk won't deliver, then you're a candidate for reloading.
For your .223/5.56 fix, you can save some money if you wait for sales to buy your components in bulk just like others wait for sales to buy their bulk ammunition. Depending on your rifle and your accuracy expectations, you may get a meaningful improvement in accuracy by handloading over bulk ammo - or you may not. The last bulk bullet buy I made for .223, I spent more money buying .223 bullets in bulk than you're budgeting to get started - but I have a supply of bullets for a long, long time to come.
If you progress into other centerfire cartridges like the .303 British and .270 you mentioned, then savings are more likely. Accuracy gains, again, will depend on your rifle and expectations - although the .303 British is one cartridge these days that really rewards the reloader versus what you can buy commercially.
The money saved/time spent/equipment used equation is like calculus to try and figure out. My .223 ammunition and all my handgun ammunition gets done on a Dillon 650. That is a spendy press, but I bought one when they first came out; over the about three decades since it has paid for itself in the time it has saved me many times over. It took me quite a few trips to the range, but I found a load for my AR-15 that will hold 10 rounds to 1.1 MOA out to 500 yards. Not a varmint rifle by any means, but good enough for trips to Montana to shoot gophers with out to 300 yards just for fun, or any military match you might have in mind. I have yet to find any of the common, cheap .223 ammunition that will do anything close to that out of my rifle.
All my other centerfire rifle ammunition gets reloaded on a Bonanza Co-Ax press. Although I keep threatening to try reloading 22-250 on the Dillon press for my Sako, just to see what if any accuracy I lose by going the progressive loading workflow, versus the single stage press workflow. The Bonanza is another somewhat spendy piece of kit. But again, I went from a Rockchucker press to the Bonanza back in the late 1970's when I started into handgun competition. Reloading handgun in those volumes is a pain in the ass on a single stage, and back then progressive presses like the Star were like Porsche cars - way outside my budget. The Bonanza's ability to change dies in seconds by simply sliding them in and out was and is a real time saver, and like my Dillon, it has paid for itself many times over since I bought it.
A common thread I share with many reloaders is that in the last 50 years I have progressed from the most basic reloading setup going (our Dad bought a Black Bair C-press so he could afford to take us shooting more), to a pretty comprehensive setup that saves me a lot of both money and time. Things got added or replaced over the years as my shooting volume increased and as I found out where that would save me time or improve the quality of the ammunition (usually it was the "save time" factor). It's obvious that you aren't thinking about starting with a progressive (few do), but if you do enough shooting and get serious about what reloading can do for you, progressive presses are more than able to deliver both significant time savings and a high degree of precision in cartridges like .223. I generally do somewhere around 1500 rounds of .223 at one sitting - I would hate to think of going back to doing that on a single stage press. If I wanted to shoot more than a few hundred rounds a year in my other centerfire rifles, they would get reloaded on the Dillon as well.
If you have a friend who reloads, then you can see if they will allow you to use their setup if you provide the dies and components to give it a try. That has the additional benefit of having somebody who presumably has some idea of what they're doing to help you get started. That is probably about as inexpensive as you can get when it comes to trying reloading to see if it works for you. If that's not possible, then there's two options: First, buy as inexpensively as possible, like one of the starter kits offered by some of the companies. You can buy used, but unless you really know what to look for, that's a crap shoot. Or second, buy a few quality items where you think it matters, and go low cost on the remainder. Based on my experiences, I would suggest starting with a Co-Ax press and a decent mechanical scale, and then going from there with the rest. If you continue reloading, you'll never regret buying the Co-Ax and you'll always have a use for a single stage even if you do go into progressive reloading. If you decide it is not for you, you won't have any trouble whatsoever selling a Co-Ax for a pretty good dollar here or at other forums.
Then there's the "fun factor" of reloading. I used to really enjoy just turning out ammunition for my trips to the range. At some point or other, looking forward to spending evenings at the reloading bench turning out ammunition ceased to be fun. Just like casting bullets for shooting, tying flies for fishing, etc also ceased to be fun. Didn't become a chore, but now it's just part of the non-shooting part of the sport, like cleaning the rifles after you get home.
The fun factor of searching for the best load possible for a rifle/bullet combination has never changed, however. I still see that as an enjoyable hobby, to the point I often develop loads for other peoples' rifles - as long as they foot the bill for the components.
Ultimately, the biggest factor is what you want and what your expectations are. There's a bit of a learning curve to begin with as you figure out the most efficient workflow for reloading for each of your rifles; if you just dabble with reloading and just shoot a hundred or so rifle rounds each year, then you probably won't move much beyond square one. If (like a lot of us) reloading finds you doing more shooting, and more shooting has you looking for better results, then at the other end of the scale you can go right down the rabbit hole.
And that's the best non-answer I can give to your question.