A well maintained older boat would be significantly better than a poorly maintained newer boat.

Pick a fleet with excellent maintenance.

TMM for example does a great job with maintaining all of their boats regardless of age.

Warren S/V Scuba Doo
Lagoon 50 (winner of best crewed yacht under 55 feet at the St. Thomas crewed yacht boat show).

https://www.cyabrochure.com/ebn/2307/pdyrX/6642/4///