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Carolyn Bernicky
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Is the Chicago Market a dead-end, is it a bust for home purchase?

Carolyn Bernicky
Posted Jun 21 2022, 15:40

Really how bad is it in Chicago to invest now.  I see Texas, Colorado, Tennessee, Denver, even Indian but I dont see a lot about Chicago IL investor making investment.  Is the market that sewed up that investor don't bother. Is it too much red tap...Why is the trend in Chicago?  Am I looking in the wrong place for investors?

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John Warren
  • Real Estate Broker
  • 1658 N. Milwaukee Ave Ste B PMP 18969 Chicago, IL 60647
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John Warren
  • Real Estate Broker
  • 1658 N. Milwaukee Ave Ste B PMP 18969 Chicago, IL 60647
Replied Jun 22 2022, 06:26

@Carolyn Bernicky Chicago is a great market in a lot of ways. Lots of great apartment building inventory, primary market, easy to get lending, etc. The hard part is there is a bit more red tape, but for those of us able to operate here it is a very profitable place to do business. I would focus on your team primarily. If you are going to invest here make sure your PM is ready to assist if you are out of state. 

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Paul De Luca
  • Real Estate Agent
  • Chicago, IL
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Paul De Luca
  • Real Estate Agent
  • Chicago, IL
Replied Jun 22 2022, 06:41

@Carolyn Bernicky

There are pros and cons with investing in any market. Chicago is no exception to that but there are numerous investors on and off BP that are making deals happen here. Do your homework and decide if it's the right fit for you. 

  • Real Estate Agent Illinois (#475.190985)

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Zachary Inman
  • Specialist
  • Indianapolis, IN
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Zachary Inman
  • Specialist
  • Indianapolis, IN
Replied Jun 22 2022, 06:52

From other investors i've spoken to, there are a lot more hoops to jump through and good deals are tougher to come by. But, you have a huge tenet pool and steady growth if you're able to break in. 

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Replied Jun 22 2022, 08:05

@Carolyn Bernicky

The first question most investors ask when looking at a property in Chicago is... what are the property taxes on it? The second question most investors ask when looking at a property in Chicago is... how are the property taxes so high???

What areas of Chicago have you looked at... city, suburbs, both? and what sort of property type, i.e. multi family, single family?

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Edgar Barbosa
  • Real Estate Agent
  • Chicago, IL.
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Edgar Barbosa
  • Real Estate Agent
  • Chicago, IL.
Replied Jun 22 2022, 10:16

@Carolyn Bernicky I think this depends on who you ask. I'm sure depending on your strategy Chicago is a very well rounded market to be profitable. Some have their biases and others just flat out don't like the policies and regulations. However, I know many people that have had much success in Chicago and surrounding suburbs, and continue to do so. It's the Midwest hub. It helps to have in depth knowledge of the city, but with the right team you'll be set up for success. 

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Crystal Smith
  • Real Estate Broker
  • Chicago, IL
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Crystal Smith
  • Real Estate Broker
  • Chicago, IL
ModeratorReplied Jun 23 2022, 06:34
Quote from @Carolyn Bernicky:

Really how bad is it in Chicago to invest now.  I see Texas, Colorado, Tennessee, Denver, even Indian but I dont see a lot about Chicago IL investor making investment.  Is the market that sewed up that investor don't bother. Is it too much red tap...Why is the trend in Chicago?  Am I looking in the wrong place for investors?



There's a part of my that wants to be a little bit cheeky answering your post by saying Chicago is a dead market and there's no one investing in Chicago. But I'm afraid that statement would be wrong. There are 100's of investors in Chicago, both corporate and individual.  As the 3rd largest MSA with over 100 submarkets (I'm including the suburbs) there are multiple trends. I'm unsure I consider these trends but strategies- Many individual investors are purchasing properties to live in part & cash flow the rest; There are many that are creating inventory by buying lots or land and building new homes; larger investors are buying single family homes in the suburbs and renting them; some are building new apartments and condos in the West Loop,.....  the list goes on.

Why are you looking for investors?
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Jonathan Klemm
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  • Contractor
  • Chicago, IL
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Jonathan Klemm
Pro Member
  • Contractor
  • Chicago, IL
ModeratorReplied Jun 23 2022, 07:22

Hey @Carolyn Bernicky - I still love Chicago to invest in right and probably now more than ever.  

My philosophy has and always will be Warren Buffet's "Be greedy when others are fearful, and fearful when others are greedy".

Chicago has tons of old inventory that needs to be rehabbed and price points at every level.

I'd be happy to connect to see how we might be able to help, review your strategy, or just talk about Chicago real estate.

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Andy Smith
  • Lender
  • Chicago
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Andy Smith
  • Lender
  • Chicago
Replied Jun 23 2022, 10:43

Hey @Carolyn Bernicky, I'm a lender in Chicago and we're still doing a ton of work with investors. Let me know if you'd like me to price anything out for you so you can see up to date numbers.

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Carolyn Bernicky
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Carolyn Bernicky
Replied Oct 15 2023, 05:42
Great hearing from you sorry for delay in response. Hadn’t been on the channel in a while.. Quote from @Jonathan Klemm:

Hey @Carolyn Bernicky - I still love Chicago to invest in right and probably now more than ever.  

My philosophy has and always will be Warren Buffet's "Be greedy when others are fearful, and fearful when others are greedy".

Chicago has tons of old inventory that needs to be rehabbed and price points at every level.

I'd be happy to connect to see how we might be able to help, review your strategy, or just talk about Chicago real estate.


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Henry Lazerow
  • Real Estate Agent
  • Chicago, IL
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Henry Lazerow
  • Real Estate Agent
  • Chicago, IL
Replied Oct 15 2023, 09:22

I have a 4 unit in rogers park neighborhood of chicago rents have gone up steady $75-100 a unit per year and the tenants have all been amazing never had to even give a late fee.

Investor activity has slowed with rates up but a year or so ago about 1/3rd of my clients were buying from out of state. Chicago is one of few markets where we have a decent cap rate in good north side areas (its not high like a lower growth small town but is higher then comparable cities nice neighborhoods).

Areas like Avondale, west logan square, albany park and rogers park are seeing rapid gentrification so thats where I typically push investors who are interested in Chicago. I think they will be the most profitable total return areas over next 5-10 years. 

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Jonathan Klemm
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  • Contractor
  • Chicago, IL
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Jonathan Klemm
Pro Member
  • Contractor
  • Chicago, IL
ModeratorReplied Oct 17 2023, 09:40

I think I'd tend to agree regarding north side of Chicago investing @Henry Lazerow!  I do like the South East Coordinator as well for long-term investing....Bronzeville, Washington park, Woodlawn, south shore etc. 

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Carolyn Bernicky
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Carolyn Bernicky
Replied Oct 25 2023, 18:10

Thank you for the input it explains a lot.  I need to venture out as I suspected but still learning as I go...looking to get into the San Diego and or Phoenix market as those are my next locations to move into literally.

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Carolyn Bernicky
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Carolyn Bernicky
Replied Oct 30 2023, 16:12

Thanks sounds good, I looking to move my prospecting out of Chicago seems to be slowing.

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Aaron Zimmerman
  • Accountant
  • Chicago, IL
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Aaron Zimmerman
  • Accountant
  • Chicago, IL
Replied Nov 5 2023, 16:22

Here's my tips for investing in Chicago. 

1. Know the landlord tenant rules. The chicago RLTO is a good place to start if investing in Chicago. If you know the rules and follow them, you'll be fine. 

2. Know the neighborhoods. There's 77 neighborhoods in Chicago. If you're planning on visiting Chicago, make a point to go to as many neighborhoods as you can and that you feel safe.

3. It's a great market for finding small multi-family and therefore house hacking. Approximately 25% of our housing inventory is 2-4 units, which is perfect for a low down payment loan. 

4. Like any bigger city, cash flow will be hard to find in the best areas.

5. There are a lot of amazing professionals that you can build here with including those on this thread. 

6. Listen to the Straight Up Chicago Investor Podcast. It's a wealth of knowledge and there are some amazing people to learn and grow from. 

Hope this helps and good luck should you invest in Chicago. Happy to be a resource.

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David Rodriguez
  • Chicago, IL
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David Rodriguez
  • Chicago, IL
Replied Nov 16 2023, 15:10

Lots of great deals and margins can be phenomenal if you look in the right places.  I dislike the city politics but so is every major city very tenant oriented. Evictions are long and expensive, but the city overall is pretty easy to do work with. I've tried Orlando and Tampa area and margins are slim compared to Chicago.

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Scott Steinlauf
  • Lender
  • Illinois
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Scott Steinlauf
  • Lender
  • Illinois
Replied Nov 17 2023, 09:08

I would say stick to your numbers and be objective and then you'll know if you find something worthwhile.