Being "vintage" myself, I have continuously owned a record player of one make or another for 45 years, so I will offer my 2p.
My 18th birthday present (in 1978) was a Dual CS505. It sounded perfectly acceptable, but more "audio" than "hi-fi" to be honest. The sound could be best described as "inoffensive". It got me through my impoverished Uni years though.
In 1985 I bought a Rega Planar 2 with the RB200 arm. It had one of Rega's three mounting point MM cartridges (forget which). It was a MASSIVE step up from the Dual. Dynamics, frequency range, imaging were all so much better. I was now a hi-fi addict and traded in my old amp and speakers (dad's cast-offs) for a Rotel RA820 amp and B&W DM110 speakers, both of which were the entry-level market leaders at the time. Looking at their current line-up, I doubt the current Rega 2 would sound very much different from mine from 37 years ago! I would hesitate to buy a very old one though as the main bearing, and arm bearings, can suffer some abuse - particularly when transporting a deck.
I then went down with a bout of "upgrade-itis" in 1987 and traded it in for a Rega Planar 3 (same cartridge). To be honest it didn't sound much different, had all the same character as the 2, but was a bit more dynamic and physically more robust. It definitely was not worth the upgrade cost though.
I had that until 1992 when a big pay rise prompted another upgrade, this time to a brand new Linn Sondek LP12. The spec was Valhalla power supply, Cirkus bearing / subchassis, Ekos (mk 1) tonearm and my existing Rega cartridge (shortly upgraded afterwards to an Audio Technica ATOC5 moving coil and 10 years after that to an ATOC9). I heard it demonstrated (blind) alongside the Rega. The demo was at Graham's Hi-Fi in London and the person doing the demo was Alan Sircom, revered hi-fi journalist, now working mainly for Hi-Fi+ magazine! Between '87 and '92 I had acquired a used (vintage even then) chrome bumper Naim 42/110 pre-power combo which I brought along to the demo along with my speakers. The Linn absolutely blew my socks off! In every respect it sounded better. Imaging was an order of magnitude wider, deeper and taller, it was punchy, rhythmic, dynamic and the bass was astounding. Alan played a nasty trick on me though, at one point substituting in the new Naim CD player when it should have been the Linn. I commented on the better bass than the Rega, but when he revealed what he had done I still chose the Linn as I had about 500 records and only 20 CDs!
That has been my turntable ever since, a whole 31 years, nearly half my time on this planet!! It had one basic service in 2010 (springs, grommets and belt) and another last year when, in addition, I got the new Karousel bearing and inner platter along with a Kore arm board and sub-chassis. The Valhalla psu was also replaced with a third party one (Hercules Mose). I doubt I will change or upgrade it now before I drop off my perch.
Buying the Linn in 1992 totally cured me of turntable upgrade-itis. I have never felt the need to replace it and I dread to think how much it would cost me to buy the latest equivalent. The newer Ekos SE on its own is nearly £4,900 (gasp!).