Hmmm this won't be hard. A 1983 Gibson Heritage Natural Korina Explorer. Only 100 made as a reissue of the 1959. Yes, this was the real deal. I can't say I didn't get a fair price, afterall I kept it for 22 years, enjoyed it and sold it for 3 times what I paid for it new, but the value of it to me was much more than that as I realized later on.
I don't have a picture, but the one I wish I had back was my 1993 Gibson Historic Goldtop serial # 7 3010. The Historic line started in '93 and my guitar was the 10th Historic Goldtop to come off the line. The first 20 Goldtops made in '93 were reported to be painted by Tom Murphy. Great sounding guitar, fairly lightweight and had the BEST neck profile I've ever encountered on any Historic since. Truly miss that one.
I had a '78 Hamer doublecut in a rare but faded blue burst. Got it for 375 bucks and sold it after spending on EMG's and a trans red finish. I'm an idiot.
Red 1997 Gibson ES-135 that I bought brand new and learned jazz on and played the heck out of. A Heritage archtop that I had for not even a year lured me into a trade, and I've never stopped thinking about that Gibson since. . . .
I have 3 that I wish I had held on to. Of course this was back when there were just considered used guitars (early to mid 70's) and had to sell a guitar to get another one. Too broke to afford two guitars at once.
63 Reverse Firebird I
Non-reverse Firbird V in Inverness Green
60's Epiphone Casino, sunburst with original Epi vibrato tailpiece
A 1959 ES330 I got for 1100.00 (2001)
A 1978 LP Custom Painted white with housepaint Paid 500 stripped the white paint to original black. That guitar was MASSIVE.
How about an original '56 Goldtop? Found in 1969 for a very nice price. Sold nearly 20 years later for about 16 times what I paid for it. Man, what it would be worth today!
As a consolation,the proceeds were invested in a good real estate venture that allows us to buy some other nice things today.
Not mine, but a good facsimile. My 1993 Santa Cruz Vintage Artist was perhaps the best sounding and playing acoustic I've ever owned. I never should have let that go. I've since thought about buying another VA and tried a couple. But they just didn't compare. No other mahogany acoustic I've owned compared - Bourgeois, Gibson, Martin... none. The '93 was light, and was crisp sounding with great tone - especially mids.
Funny that I'm mainly an electric player, but there are no electric guitars I've sold that I regret.
It was one of the ones with the large headstock and the hump-block inlays, which of course you can't get now. Of course, in the long run, the trade I made for it (a straight-across trade for a 1977 Hiwatt half stack) was kind of the right thing to do... Doesn't mean I don't miss that pretty thing, though.