Penelope Chilvers Safari Oiled Suede Boot in Tan

I'm conscious that these are above your budget, but I promise you they'll be the last pair of this style you'll ever need to buy. Penelope Chilvers makes incredible boots (I'm ordering this pair thanks to a @babuji rec here!) and the quality and craftsmanship is THERE. Notably, these boots have a Goodyear welted sole, which means it's actually a shoe you can resole year after year after year without damaging the boot. (And it will also take literal years for you to get to the point where you have to resole it). There are a ton of colorways for this style and some of them are on sale right now and closer to your budget!