I am now 72 and have been on the same long journey as you, the OP, for many decades. I am interested in many categories of guns/shooting, but these .22s have been a mainstay for me. For my own purposes, I call these guns “classic bolt action target sporters.” They must have nice sporting style walnut stocks, and no thumbholes or extended magazines (like a Vudoo). Quality triggers are critical and good wood checkering is also important. Both lightweight and heavy barrels are ok. And they must be accurate!!! Seems like you might be in the same boat.
Two additional points of interest from my end: My limited storage space and general budget allow for only a few of these sporters at a time. So they come and go in a way that I think has improved the general small lot. Also, I have my own backyard bench range, so these guns get shot a lot, both for groups (my favorite) and offhand at steel swingers. I also hunt with them, although a little less as I age.
I have been through a lot of them over the years, including a Remington 541s, a Cooper 36, a Dakota .22 (yep, they made a .22 bolt gun), three Kimber sporters (who knows, you may have mine), a Sako Finnfire light barrel, a vintage Winchester 52B, a beautiful Springfield 1922 M2 with the NRA sporter stock and Lyman Junior Target Spot Scope, a Winchester 52R sporter, a heavy barrel Finnfire, a CZ 452 Grand Finale, and an Anschutz 1710 HB. There were probably others I can’ remember. Only the last five remain in my safe. All the others (especially the Kimbers) frustrated me in some way or something new distracted me. Details of my remaining group:
Heavy Barrel Sako: Now wears a Lilja heavy barrel and Jewel trigger. Five shot 50 yard groups average in the .2s.
Anschutz: Bought new on line (not exactly on the shelf in Missouri). Very accurate and exceptionally easy to shoot well off the bench, but the stock (especially the checkering quality) was subpar. I sent it to Canyon Creek for Leroy and Connie to make a nice stock I could both afford to pay for and actually shoot. They made me an more “budget friendly” stock (no ebony forend, no inletted swivels, and wood a step or two (or three) below what you see on the website. It is still beautifully figured with fantastic checkering. The stock also has the metal Neidler buttplate, steel grips cap, shadow cheekpiece, and Leroy’s custom bottom metal. All the screws are also timed. Not exacting cheap, but not as expensive as some of the spectacular pieces he often puts out. FYI, Canyon Creek was great to work with. The rifle averages in the .2s off the bench and is a true joy to own and shoot.
Winchester 52r: True classic design and great to shoot after some trigger work. Shoots in the .4s. My favorite steel target shooter. These often have rather plain wood, but if you look around long enough you can find the right one. Took me a long time, but mine has serial number 5 and great wood.
CZ 452 Grande Finale: After trigger work, it averages in the .4s. This is my squirrel gun and another steel shooter. Not a classy as some of the Kimbers, but much less frustrating. It is at home in the woods and some wear and tear won't bother me much.
Springfield 1922: My favorite! Even with a heavy trigger and low power 8x vintage scope, it still shoots in .3s.
My journey with these has been great fun. It is not over, but you can see where it has ended up at 50 years. Hope you chase is also fun.