A busted hose is no big deal. Hoses are wear items.

A brand new radiator for a 240 is $102 at Autozone. Last I checked, replacing a side tank cost $65. It's not really worth fixing. It takes an hour to replace if you take a lunch break in the middle.

As far as the tranny leaks, see where it's leaking from - front, back, or the lines going to the radiator.

If it's at the front from the place where engine and tranny meet - that's the most expensive thing, the front seal. You have to pull the transmission to replace it. Part itself is silly cheap.

If it's from the lines (they sometimes crack, especially at the little clamp where they are held to the frame), the cheapest and easiest fix is to cut out the cracked section and put on a piece of transmission hose with quality clamps. A foot of transmission hose will run you $3 or so, clamps another $1.50, and you might have to buy a pipe cutter for $5 if you don't have one already. A piece of steel line with flare fittings will fix it more permanently, but it's a bit more work and requires a special tool (which parts store loan for free). The steel line will run you $5 to $10.

If it's from the rear housing or rear seal, that costs around $10 in parts and maybe an hour of work. The leaks from this area are monstrous - my old wagon resembled Exxon Valdez until I fixed that.

Check around transmission shops. Some might be willing to get it up on a hoist and take a look at no charge to tell you where it's leaking.

Your car is 21 years old. The leaky stuff if probably original from factory. Once you replace it it will take another 21 years to start leaking.