First thing, I would find a nice multi-family building somewhere on Beacon Hill. I'd want to buy it outright, rehab it, and then move in. Rehab details: Roof deck with Jacuzzi, garage for Madeline, fully modernized kitchen. I'd get the top floor unit, of course, and if it's a smaller building, I'd probably take the floor below that as well, turning it into one big unit. I'd need some good tenants, of course, to help pay the mortgage. I would generally want folks I like to move in. And since I'm rich, I wouldn't have to charge them a jillion dollars a month rent.
This is the start of my dream. I've decided to play the lottery just to keep the dream in the realm of 'hey, there's a chance, however slim, that it could happen.'
me
Dream a little dream...