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Updated over 9 years ago,

User Stats

3
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0
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Ben Mitchell
  • Chicago, IL
0
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3
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Best option for first time home buyer in Chicago?

Ben Mitchell
  • Chicago, IL
Posted

Hi everyone,

I'm a (relatively) young, single guy, moving to Chicago in a few weeks. I've been a renter all my life, and I'm considering my options here. I'm not sure how to proceed, so I thought I'd sign up and ask for some advice from the community here.

I can quite comfortably afford a 400k property on my own, and could probably stretch it to 650k (max) if it seemed like the right choice. I haven't talked to any lenders yet, but I have an appointment setup to start those discussions next week. I'll be working in the city center, so I was planning to live somewhere around there. I also figured I'd buy some property this time around, though I'm not sure about how the Chicago market is right now, and whether or not it's worth trying to time a purchase...

It seems like I have the following options, which fall into several categories:

1) Live alone

a) Buy a small condo. There are some reasonable looking deals in the 200-300k price range, but a lot of the condos in Chicago have very high HOA fees, upwards of 600 or 700, which I'd like to avoid.

b) Buy a townhouse. These are more expensive (and would probably be somewhat near my limit in terms of affordability, at 500-600k), but they have cheaper HOA fees, and it seems like the nicest option, to me.

2) Live with others

a) Buy a big condo, and rent out a room.

b) Buy a townhouse, and rent out 1 or 2 rooms.

c) Buy a duplex, and rent out a unit.

3) Buy two cheap properties, one to live in and one to rent out

I have been leaning toward options 1b or 2c, but I'm not sure I can get much within my budget. I would ideally like to be cash flow positive on any rental (goes without saying), but I'm not sure that the areas I want to live in are the best choices for rental properties, e.g. expensive and sometimes high HOA fees.

Also, I'm not planning to leave Chicago, but I'm also not sure how long I'll be there. It would be nice if my property could be rented out and given to a property manager without a monthly payment from me, if I decide to leave in 3 years.

Do any of you have any feedback or advice? I love the idea of having someone else pay off the mortgage, but the process is a little overwhelming for me. To be honest, most of what I've read is actively discouraging, e.g. lots of work being a landlord and very hard to have an actual good investment. 

Hopefully that wasn't too much of a ramble. Thanks.

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