I would get 3 quotes for replacement, but I would buy a Carrier system from Munn's as long as their price is within range. You will get at least a 5-year warranty for parts and labor, and Munn's is very dependable for doing repairs, even on weekends. Chuck Farrell gets good reviews and sells Trane systems or a Trane system with a different name. But, I don't think they are as accessible as Munn's when you need them. When you call, you often get a voicemail. If you are ready for a new system, I don't see any reason to wait until winter.
As far as size, you probably have a 2.5 ton unit for a 1421SF CYV, which is pretty standard. If you don't know the size, write down the Model number and go to the Carrier website.
Personally, I don't pay for a maintenance service, and I think you could skip it for a new system that is under full warranty.
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