Probably Montecarlo.
It’s so cool. 
Kauai, Hawaii. I like where I live now, but there is really no comparison. Bring on the rainbows and waterfalls!
I’d get a house in the north of Bali. That’s about $75. Okay, a nice house in Bali. With servants to maintain it when I’m not around. Still under a million.
Another small house in Ireland. Probably someplace small but not too small, like Kilkenny.
Finally, an eco-friendly communal land somewhere in the US (somewhere there’s seasons) with separate homes for various individuals and families, as well as communal cooking, socializing, education and spiritual areas. I’d spend enough money for things like passive and active solar, good composting toilets, grey water reclamation, etc. Generally comfortable stuff with a small ecological footprint, not rough living. Then I’d move myself and 20 friends in and we’d work the land to sustain it.
I would keep my current house for the fall and spring, buy one in Colorado (probably Breckinridge) for the summer and skiing and another in Arizona for the winter.
I’d probably buy one up in the Chain Of Lakes.
I would probably stick pretty close by where I live now. I would keep my house, because I love it, and we have put our blood, sweat, and tears into restoring it. It’s a decent size, but the yard is very small, and it’s in an undesireable location (backs up to a major street). I would get an equally old house, but one that is either already completely restored & modernized, or get someone to come in before we move to do all the work first, so I don’t have to live in a construction zone like I do now! I’d love for the house to be a LITTLE bigger, and a big yard would be great, too.
Plus I would get a condo in the city, down on Lake Shore Drive, and a house in the country, far enough out so that when we are there, we forget we are in Chicagoland.
Sounds perfect to me.
I’ve always dreamed of living in Greece. Just a modest place, but pure white and on the pure blue water.
I’d keep one place in Boston and one in DC. Each in the city proper, such that I would have no real need for a car to get around to my normal activities in either place. Oh, and I’d probably need a vacation spot on the Cape as well as somewhere up in Alaska that I could go to hide when I needed some temperate weather in the middle of the summer.
Hey, I have a laundry chute! I’ll sell it to you for, say, $1 million.
On second thought, my laundry chute is beyond the worth of mere money. I’m keeping it.
I’m not sure where I’d live, but I’d want my house to overlook a large body of water. Possibly the Pacific Ocean, but not the Atlantic. I don’t like hurricanes. A big ol’ lake would do, however.
I would just travel and never buy a house again.
I love travel and resent all the stuff piled up in my house.
And I wouldn’t get a boat either, the proverbial “like a jail with the possibility of drowning”.
Right now, I own and live in my grandparents’ house. I’d like to improve it, but I really don’t want to move out of it. My grandparents owned this house from the time I was born, and it’s always been home to me. I don’t think that I could really settle in anywhere else. I despise moving and travelling.
I think that I would get a live in housekeeper, though. THAT would be nice.
Ditto but the compound would be in New Mexico, either near Las Cruces or above Albuquerque. Open to family and friends but not my older brother, the deacon. We have to have standards.
Is something I’ve always wanted to do.
I’d be on some Caribbean island with low taxes and no clocks.
AS soon as the check cleared, and my financial advisor provided me with the appropriate information, my wife and I would go to CA and wrangle with my ex for my kids. And while we’re doing that, our current house would be remodeled. Nothing crazy, but everything brought up to date and made to look nice.
After that, we would buy this gorgeous Victorian house that we LOVE just a few blocks from our place, and probably spend something like 1/4 million dollars getting it fixed. It has been emtpy for a long time, and it’s beat to crap. But it’s gorgeous.
I would hopefully be able to buy a neighboring house, and knock it down for a yard. No yards in this dang town.
I would spend summer in Alaska and winter in Hawaii. No question.
I always wanted to own my own island.
I visit this site a lot, and have several islands picked out.
Keep my place here in Hawaii; but make some major renovations.
Buy a brownstone in Brooklyn Heights, overlooking the Manhattan skyline (like from the Promenade).
And then…
Oh, did I use up all the $100,000,000?
I would return to teaching in Nashville Public Schools until it was all gone.
I’d probably want to stay in the same neighborhood I’m in now, since as far as I’m concerned, it’s the ideal place in Tokyo to raise a family: suburban setting, lots of parks, lots of young families with kids, only 10 minutes from downtown. I would, however, want to purchase the apartments on either side of mine and take out the balcony partitions between them. This would give my mother-in-law her own place next door, with another for storage/library/entertainment center/father-son laboratory.
Maybe a vacation place on the beach in Enoshima where the surfing is good.