The short version
Both mid-budget True HEPA + carbon. Levoit Core 600S adds VeSync app + larger coverage. Winix 5500-2 adds PlasmaWave option + Korean brand at $50 less.
When is Levoit Core 600S the right pick?
If you want app integration + larger coverage + Alexa / Google Home — Levoit is the right shape at $299.
When is Winix 5500-2 the right pick?
If you want Korean brand pedigree + PlasmaWave option + lower price — Winix is the right shape at $249. Accept no app integration.