A my parents' house, we still have an old Atari 2600. They also have the original Pong system. I should probably grab those on my next trip there so I can claim them before my little brother does.
My parents also have a bunch of our old walkmans. Seeing them reminds me of the days as a kid when I'd put in my MC Hammer tape and mow the lawn.
I had a record player at my apartment during my Junior and Senior years in college. The reason I had it was simply because it was built into the sound system I put on our entertainment center, but there was also the neatness factor of having a record player. We only had one record -- music from A Fistful of Dollars, A Few Dollars More, and The Good, the Bad, and the Ugly.
My parents still have a record player in the dining room of their home. One of our family traditions is that we play Christmas carols on it while we eat Thanksgiving dinner. It's the only time I'm aware of that it is actually used.
As for more modern old tech, I still have my old Rio MP300 MP3 player that I bought in December of 1999. It was one of the first MP3 players available, and I got an amazing deal getting it for about $50 (it retailed for closer to $200, but I had a 50% off coupon and a $50 mail-in rebate). It had a whopping 32 MB of storage, but it was cutting edge. I was the only one in my dorm with one, and it was so cool. The concept of playing MP3s on a portable device blew my mind.