If only I won the lottery, I could live a life of ease.

Literal

Lottery [even-でも] hit-[conditional-ば], left-fan [with-で] could-live [probably-だろう] [regret-に]

左うちわ ('left-hand fan') is an idiom for a life of leisure — someone so comfortable they fan themselves lazily with their non-dominant hand. でも after 宝くじ softens the conditional: 'if, say, the lottery...' Sentence-final だろうに expresses a counterfactual wish tinged with regret — 'it would be so, and yet it isn't.'