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Like I keep telling, Wing Commander 1&2 are my favorite games ever.
Wing Commander 3, direct sequel and finale for the trilogy ending the whole original war in the series, was a huge disappointment. Not bad game, but much less enjoyable gameplay and mostly badly written story (especially coming out of WC2 expansions, the best written parts of the series).

King's Quest 7, while kind of enjoyable for simple gameplay, felt terrible as a dumbed-down version for little girls. Particularly it ruined Rosella who was good protagonist in KQ4.

Dragon Quest 5 was disappointing, coming from DQ4, my favorite part of the ones I've played and best Nes game ever.

Final Fantasy Legend 2 was linear and generic and ruined the class system of first. Now, I did play the first FFL/SaGa game as Wonderswan fan translation, but I still say it was fresh design ideas that made it so much better, not just graphics and sound. FFL3 was somewhere between.

To name something disappointing other way than as a sequel, I have to say KotOR. I'm not big fan of western RPGs but it was so hyped and, well, it's Star Wars. But I didn't enjoy it, the second slightly better.
Similarly Baldur's Gate 1&2. I'd played other D&D games and read many Forgotten Realms books, but still didn't get much out of them (except Throne of Bhaal expansion of BG2 is great).

Colin McRae Rally 3 was big disappointment, but that was because I had before played CMR 2005 and the 3 is almost exactly that without the big career mode and on lesser graphics.