Toyota Tacoma. Is literally worth more now than when I bought it. My model has bluetooth but none of the "always on tracking" many vehicles come with after. Subaru Forester. It had a recall for a head gasket something or other that required an entire new engine. Got that done at 115k miles, basically a new car for nothing.

Le Crueset set for about $600 15 years ago. We have cooked hundreds of meals with them. Same with cast iron and stainless copper core pots and pans. Immersion blender (corded) as well. Stove top espresso percolator is so cheap and nice if you aren't a daily espresso drinker. Having that one cup on a rainy afternoon or after dinner is a treat.

If you like grilled/bbq/smoked food, a nice grill will last years if you take care of it. I had a side by side gas and charcoal/wood grill for the last 11 years. Heavy use and lack of replacement parts finally killed it. I could cook full plates for 20+ people off that thing or just a couple of chicken breasts for a quick dinner. I have a pretty cheap but capable gas stainless grill and a santa maria bbq now. They work fine, but not quite as convenient as the all in one.

A really good mattress, solid bed frame, nice pillows, and high thread count cotton sheets are worth every penny. I didn't get all that together until I was middle aged and I really wished I had done it sooner. My back is like "wtf dude, we could have had this the whole time ?!"

If you do any woodworking, 3d printing, making stuff, art etc? Space. A space to do all that it. Wether it is a hobby or cottage industry, you will need dedicated space to make your mess. I've seen people trying to DIY in apartments on youtube and its just so bad. Not to mention dangerous. Fumes, fire, trip hazard, mdf dust, etc. Find a place to house all that nonsense outside of your living space.

And if you make digital art, photoshop, draw, anything that makes you hate a mouse for input. A Wacom tablet screen is worth it. Not an iPad, not a Surface all in one, not some knock off clone from Ali Express...but a crazy expensive Wacom. The regular tablets are okay, but drawing on the screen is almost impossible to come back from. I bought mine in 2009 for $3k and still use it daily.