Welcome to the forum!
Plenty of 208's here, older boats too.
I started looking at earlier boats when we were shopping. I soon learned that motor technology took a big leap in the early '00's. The HPDI's came out, and the new 4-strokes. They are more reliable, quieter, smoke less (none on the 4S) and the fuel burn is at 30% less. For short runs on the smaller hull this doesn't equate to a lot of savings, but over time it's still there, plus the improved reliability. I decided I wanted the newer technology, so that's what guided my buying decision. Back three years ago, there just wasn't much for sale, so I was going to buy a new one. I found the one I bought by chance, wasn't even 6 months old. It's been great, we've put almost 300 hours on it in three years.
The old SWS motors are reported to be good, the fuel injected ones better - no carbs to get fouled up. But they are smokey.
A lot of boats in that vintage have gotten a repower - certainly something to watch for as that would definitely be an advantage. Or shop for a hull and bargain with the idea that you would repower with the motor of your choice. The motor in many cases is 50% of the value of the boat.
I forget which year the hull was updated on the 208, about that vintage, but you'll want that year or newer. They call it their SeaVee2 hull design. Rides better, runs better. Someone will post that year for us here, they went thru the whole model lineup over a few years so they're all different.
Gradys are good boats, nicely finished, and well laid out. The cockpit is huge in the 208 compared to anything its size. And it's their most popular model so there's always a few for sale to pick from.
Let us know how it goes.