There are a large number of suitable houses on East Ave that would all be acceptable - esp, if you could get them remodeled back to single family housing.*
But I’d really rather move into the Mushroom House out in Perinton.
*Apologies to the organizations I’m evicting for my pleasure. It’s nothing personal. Really.
I’d have to be permanently blindfolded to live in that place. It’s the architectural equivalent of a migraine.
One of those brownstones on Washington Square Park.
Or barring that, Graceland.
The Susan Dana House in Springfield IL. 12,000 sq ft of Frank Lloyd Wright goodness. Oh yea…
That UFO-lookin’ house from Body Double would be cool.
Since it’s not inhabitable, I’d just want a picturesque cottage near the auld family keep: Dunnottar Castle - Wikipedia
There’s definitely some beautiful houses on East (and Goodman and University). But I’ve only seen the exteriors. I’ve been inside the Eastman House.
There’s a house on Ballymun Rd. in Dublin that I’m fond of. It looks like something Howard Hughes would have bought. I wannit.
Once, when I lived in NYC, I participated in a class-action suit against a dentist. I met the attorney in his apartment. This was a penthouse in the Upper East Side of Manhattan. His home was on several levels, with an outdoor pool and gardens. There was a private elevator from street-level. He also had some obviously expensive original art, and of course a 360-degree view of the New York skyline.
My partner is 20 years younger than I am, so I hope he’d be the winner of this prize, so he wouldn’t have to leave when I die.
Winchester Mystery House. I love the chaotic design Sarah Winchester went with when she was having it built.
I’m going with this property. Not only is it on the north shore of Kauai with it’s own private beach, I could rent out the two guest houses and that would cover those annoying extra expenses like eating.
OP rule violation. You can’t make any money whatsoever off of the property. You only get to live in as much as you choose. It is still owned by someone else so you still need income to support yourself and your eating habits.
My daughter would be ecstatic if we chose The Pink House. Almost any Victorian in Cape May would suit me just fine.
Neuschwanstein would be a nice little bungalow - although the heating bill in the winter could be a bit pricey. Plus, I would dread spring cleaning - just thinking about washing those windows from the outside - wow, lots of Windex and paper towels.
I haven’t chosen anything in a foreign country 
And if I got, say, la casa de les punxes, it’s divided into apartments: I would expect to be getting one of them, not the whole bundle.
Second the Gamble House. I’m not a fan of Southern California, but the Gamble House is the standard bearer for Arts and Crafts/Craftsman residential design. Maybe there’s an equivalent in Chicago, Portland or Denver.
I’d normally pick the Greenbriar Bunker…pity about that “lease expires when you die” part, though. With a pad like that, when I died, I’d just want to be left inside and the doors sealed up. With some really chilling curses written on them, and the more accessible inside passageways. 
After that…I think I’ll go with the Banff Springs Hotel. The whole thing. Really seems like my kind of [del]lair[/del] place; really suits my moods.
Well darn it. Okay, I guess I need to apply for a green card then. Any chance this famous company will also sponsor a Canadian?
Bearing in mind the OP’s restrictions, I’d live here.
It’s 2 mins from my office so I could walk to work, it’s handy for local schools, there are decent shops nearby and it’s not too far from family.
It also has one of thesein the lower paddock which would be lots of fun.
It’s not clear whether heating costs etc are covered as part of the deal - I imagine they would be shocking in a property like this, but I’m choosing to assume that these are covered under the “maintenance” section of the OP.
I’d love to live in Frank lloyd Wright’s Fallinwater house (PA).
