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Old 05-01-2013, 06:29 PM
 
Location: Wicker Park, Chicago
4,789 posts, read 14,743,975 times
Reputation: 1971

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If you won a $100 million cash value lotto, would you stay in Chicago or move to a better place? Where would you move too? If you stay how would you improve where you live?

Well, if I won, I'd remodel our back garage to be really long enough to enclose a 25' RV Trailer, with a garage opening height of 12 feet if that's good enough. I'd make it a little wider and I'd make it 2 story, the 2nd story to hold possessions like books and clothes. The garage would have a bay at the end for oil changes, too [already have this]. I'm already happy with my 3 story Wicker Park house, and it has a great location. But being rich I'd spend every winter in a nicer southern city, hence the RV. I've searched RV storage in the city and it hardly exists and if it does it's very expensive. Cheapest RV storage place also sells RVs and they have a 500 lot RV space storage, but the big problem is that they're 50 miles from Wicker Park past Aurora. So it sure would be nice to have an RV in you garage. Plus I can build my garage to be heated and insulated, so my RV wouldn't need winterizing.

I'd be tempted to get a 2nd house in the suburbs, but I need a place where you can park an RV in your driveway. Any suggestions for this? What suburb is great to live in with good food and shopping? The problem with suburbs are that the streets are not bike friendly, hence I still like Wicker Park.

When a building remodeler lived 2 houses away from me, I told him I dreamed of having a 2 story garage. He went through the permits and gov hassle and built a 2 story garage. But his house remodeling was a cheap disaster and had flaws and his house got foreclosed and was sold... Its only rented now as it's a hard to sell house.

When I lived in Houston I sure enjoyed the shopping and food there better, but the summer heat is killer. Getting a 2nd house there would be just too expensive, hence I'd rather rent our just live in an RV there for winter.
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Old 05-01-2013, 06:32 PM
 
Location: Cranston
682 posts, read 834,249 times
Reputation: 944
Baby I would move my ass back to Chicago and never move again!
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Old 05-01-2013, 06:51 PM
 
830 posts, read 1,728,721 times
Reputation: 1016
Quote:
Originally Posted by chicago3rd View Post
baby i would move my ass back to chicago and never move again!
me too!
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Old 05-01-2013, 06:52 PM
 
102 posts, read 132,742 times
Reputation: 50
I'd buy Detroit tbh
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Old 05-01-2013, 07:00 PM
 
1,251 posts, read 2,513,545 times
Reputation: 896
There's a good chance I wouldn't stay any one place, ideally. Damn personal relationships and responsibilities getting in the way.
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Old 05-01-2013, 07:10 PM
 
Location: Chicago
3,569 posts, read 7,198,592 times
Reputation: 2637
Yes.
Atop the trump tower.
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Old 05-01-2013, 07:40 PM
 
4,152 posts, read 7,940,693 times
Reputation: 2727
Yes I would stay. And I would have nothing to do with an rv. Trump tower or something similar for me and maybe a place in FL or CA for the winter.
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Old 05-01-2013, 07:43 PM
 
483 posts, read 842,261 times
Reputation: 503
I love Chicago, but I'd be gone within weeks.
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Old 05-01-2013, 08:03 PM
 
Location: Chicago
95 posts, read 219,340 times
Reputation: 139
I'd never leave Chicago, but I would like to buy a summer place in Massachusetts. Here, I'd like either a rehabbed greystone in Wicker Park, or to buy land in WP or Bucktown and build something. Ideally, it'd be great to get a couple of lots next to one another so I could have both a house and gigantic yard.
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Old 05-01-2013, 08:05 PM
 
Location: Sweet Home...CHICAGO
3,421 posts, read 5,218,867 times
Reputation: 4355
If I won the lotto, or Power Ball or Mega Millions, I'd move back to Chicago in a heartbeat. Or at least buy a condo in a highrise downtown/along LSD as my homebase then spend a good deal traveling. I'd probably end up on the French Riviera, but I'd still have a condo downtown and live in Chicago when it's warm.
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