Keep It!
Think;
350 hours is nothing for that motor. Usually the first thing to go on a pontoon are the seats from being exposed to UV rays / the sun. It sounds like you have kept it covered when not in use and properly applied 303 or similar on a regular basis as you say its in "immaculate shape". Those things are critical!
I see no benefit to upgrading especially where you are relegated to a 20' max boat where you are at. If you wanted something bigger or a different floor layout then I could understand but that 20'er you have with the Merc 150 must go right along and I am certain you have years left of enjoyment with her.
Have you seen the prices on new pontoons?? They are crazy!!
Enjoy your toon for many more years!!
Edited to add: Dave R response regarding propping is spot on and crucial for motor longevity!
Dan
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It's Always Sunny On Welch Island!!
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