Orlando has an abundance of mediocre courses. The thing to remember is how they came about. Most of the golf in Orlando has been built since 1990, and much of it since 2000. The courses were built for resort and tourist play, and therefore reflect that type of architecture. Having lived in Orlando for six years, any time I felt a bit jealous of another city for having better architecture, I quickly remember that I have 12 months of shorts golf weather which is very affordable for much of the year. The not so great course a tourist pays $120 for in February, us locals are paying $35 in the summer.
The redo of Winter Park is great. The course is very much improved, and a lot of fun for a quick afternoon walk. I usually play hickory there.
I never played Osprey Ridge, but didn't like Tranquilo. I played both versions of Shingle Creek, and didn't really like either. I don't think the redo improved it, and the new holes seem very cramped and boring. I think they lost the best hole from the original routing.
Deltona is decent, but conditions can be absolutely abysmal at times. If you're driving north of town, you will have better luck at Victoria Hills.
MetroWest has fallen on hard times. They redid the greens a few years ago, and they are much improved and usually in great shape. They did a bunker project, and shrank most of them considerably. Many holes which featured large bunkers that created much of the strategy and challenge are now shadows of their former selves. The course has lost a great deal in my opinion.
Grand Lakes at the Ritz doesn't get much love here, but I think the best of the resorts south of town (Ritz, Tranquilo, Waldorf, Shingle Creek). The New Course at Grand Cypress can be a lot of fun as well.
The courses at Disney are all pretty similar, and very much 1970s Florida courses. They all seem like the same course to me, and also remind me of another 8-10 courses I've played in central Florida.
I've always enjoyed Southern Dunes. Usually in great shape, has some elevation changes and different than most everything else in town.
They just redid CC of Winter Haven. It's about 55 minutes from Orlando. I think it's 10 new holes and 8 in the old routing. Has an old feel to it, but is pretty much brand new.
For those who mention World Woods and Streamsong, while they are superior to anything in Orlando, they are no where near Orlando. It's sort of like telling someone to drive to Philadelphia when asking about New York City.