The forever designer bags under $5K that are worth the investment

Some of Y2K’s most wanted icons are storming back into the spotlight — and this time, they’re certified investment material. From the padlock-toting Chloé Paddington to the voluptuous, secret-compartmented Fendi Spy, the era’s cult classics are climbing back onto wish lists and resale charts as a new generation embraces their nostalgic glamour. With prices for heritage styles and modern reissues still sitting under the $5K mark, now is the moment to secure a forever bag that blends fashion history with long-term value — before the frenzy sends them soaring once again.

Celine Small New Luggage in lambskin, $4,950

Bottega Veneta Mini Hop bag, $4,690

Fendi Spy Small, $4,850

Chloe Small Paddington bag in grained leather, $3,390

Balenciaga Le City Bag Small in Camel, $3,390

Gucci Mini Jackie 1961 shoulder bag, $3,942, Farfetch.com