Forever Luxury Bags Under $5K: Investment-Worthy Picks

Some of Y2K’s most wanted bags, from the Chloe Paddington to the Fendi Spy, are making headlines once again – ready to seduce a new generation of collectors.

Photo: Fendi
Photo: Fendi
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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

Credit: Celine
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Bottega Veneta Mini Hop bag, $4,690

Credit: Bottega Veneta
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Fendi Spy Small, $4,850

Credit: Fendi
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Chloe Small Paddington bag in grained leather $3,390

Credit: Chloe
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Balenciaga Le City Bag Small in Camel $3,390

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

Credit: Farfetch
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