higher end jazz vinyl: where to turn?


I'm a lifelong jazz listener but only new to entry-level hifi, as presently marketed--by which I mean Rega p3-24 turntable, Linn Classik amp, Vienna Acoutics Mozart Grand Speakers, and a lot of heart.

Anyway I have a choice set of old ECM records, Miles Davis records, and so forth, that I bought in the early 1980s. Most of them have some noise and crackle now and again--which I largely discount as the distinguished marks of age and memory. Nonetheless a clean sweet classic jazz LP played at substantial volume, even through a low midfi system like mine, is a beautiful thing. Beauty is a rare thing, I read somewhere. And it makes me wonder about upgrading the vinyl.

So here are questions:
1. Are these $50 classic content and such rereleases of Blue Notes really so good? Including worth the effort of getting up and turning the 45 over in middle of a strong Coltrane solo-a double indignity, to a genius and to the lazy.

2. What to say of all these 180g and 200g re-releases at higher prices versus the $10-20 unopened recent copy meant for mass market (or as massy as the jazz list allowed/allows)?

3. I'm using Disc Doctor record cleaners on my old and newer vinyl, but wonder how great the different is to move to a machine, say vpi 165?

4. I'm just a poor righteous teacher so I'm a bargain hunter: an Inexpensive Audiophile down with the feel of the Expensive Winos aestheticist mentality.

5. Thanks!
paanders
Robob queried what cartridge and stylus I'm using for used jazz vinyl. It's a newish Elys 2 cartridge and stylus attached to Rega 301 on a p3-24 turntable. I was under impression this was a good entry-level midfi cartridge.

If you are serious about playing vinyl, a VPI or similar record cleaning machine is a must. Just accept it and do it. As for $50 records, most are wonderful, but not 3 times better than an original 50s or 60s record in its original condition, unless it has been remastered and the remastering is better than the original.
Thanks, and I was further wondering what blogs or chat sites jazz-listening audiogoners give four or five stars to.

I've found this community very well-informed about gear and used jazz vinyl, though rockers seem to dominate the music discussions.

I wish I could learn of a site where jazz folks did little reviews of cd/new vinyl comparisons. For example, Herbie Hancock's fairly recent RIVER: THE JONI LETTERS is available on cd (of course) and also vinyl (not a cheapie, though). I'm curious if anyone's heard the vinyl and can compare
I should that I think that Hancock record sounds pretty stunning on cd, already This was a first-class recording of a great set of musicians. Hancock and Shorter are really smoothing into interestingly different late styles, with Hancock moving toward well-perfumed and ornamental dramas and Shorter paring things down into angular haiku. Or at least it sounds so to me.