Ralph Lauren Polo Sport Windbreaker 1993

Ralph Lauren's Polo Sport line from the early-to-mid 1990s is the most undervalued designer streetwear of the decade. The technical sportswear aesthetic — windbreakers, track pants, fleece — produced under the Polo Sport label was simultaneously aspirational and athletic. The Lo-Life movement in Brooklyn adopted Polo Sport as their uniform, and the brand became a symbol of urban aspiration. Polo Sport windbreakers from this era can still be found for $60–$150. The 1990s nostalgia wave and the Polo revival driven by new collectors is pushing prices upward. Upside potential: $300–$800.