What a great topic!
My first choice would be the Addams Family home on Cemetery Ridge without question. And if the family was there all the better. They always seem to be doing something and they are super nice and polite.
I love the idea of hanging around the tunnels under Stalag 13. When I was a kid, I lived in a large brick house built in the 1920s - all lathe and plaster construction. There was a trap door in my closet that lead out under the eaves, like extra attic space. I used to pretend that it was one of the tunnels and spent a good bit of time in there. I had rugs on the floor and used the cross beams as bookshelves. It was really neat until I couldn't comfortably or easily get through the door.
The backstage of the Muppet Theater is a great idea. I'd love the future of the Jetsons, but only if I could have Rosie to take care of me.
I could also get on board with the WWW train. That was very cool.
Collinwood has always been another favorite, but I'm not sure I'd want to live there. It seems so bleak. The same goes for the Desmond estate on the Island of Maljardin on the series Strange Paradise. I don't think I'd like to be stuck on a private island.
The New York of the TV series version of Fame seemed pretty safe and friendly but I'm not sure I'd want to live in any of the dwellings they ever showed. But on the other hand an apartment on Sesame Street, maybe across the hall from Bert & Ernie would be cool.
Nick Knight's loft in Toronto on Forever Knight was very cool. I could definitely see myself there. And Ray Vecchio's family home in Chicago on Due South was a really nice place. The Convent San Tanco on The Flying Nun was really beautiful but I'm not really cut out for the religious life.
I'm not really much of a small town person, but I could spend some time at Fitzgerald's Pub in Ballykissangel or in the town of Loch Dubh made safe by PC Hamish Macbeth.
The Cleaver's home in Mayfield has always reminded me of my grandparent's house. I loved staying with them because it was so different from my neighborhood.
I love the Monkees' Malibu beach house, it's very eclectic. My kind of place.
I wish that these were possible. If I ever won the lottery, I'd probably commission a house that was inspired by a movie or TV show.