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Charles Ockerlund Charles Ockerlund Broker Associate 630.742.0041 charles.ockerlund@bairdwarner.com

About Me

Charlie discovered his passion for real estate at a young age, and attending open houses with his parents was often the highlight of weekends. Born the son of a construction executive and a retail manager, Charlie's eye for detail is deeply ingrained and sets him apart as a professional house hunter. 

Fast forward to the 2010s, Charlie's community activism, knowledge of Chicago, and love of vernacular architecture propelled him into making his childhood passion a career. Having freelanced in the local music and marketing scenes, Charlie understands the alternative incomes that many of our local artists and entrepreneurs have. His keen eye for both the potential of a home and of an individual makes him a valuable asset to first-time buyers navigating unfamiliar waters.

A true urbanist and city lover, Charlie has lived in neighborhoods all over Chicago including Printers Row, Little Italy, Logan Square, and Humboldt Park. As a proud owner of a classic two-flat greystone, he understands the 'Chicago way' of building wealth through home ownership, particularly with the city's iconic multi-unit buildings. Charlie currently lives in East Garfield Park with his partner Cory and...

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Featured Listings

$2,500.00
  • 2 Beds
  • 2 Full Baths
  • 1,400 sqft
3214 N Kilbourn Avenue, Chicago, IL 60641
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$469,000
  • 3 Beds
  • 2 Full Baths
  • 1,461 sqft
  • 0.18 Acreage
926 Cedar Street, Deerfield, IL 60015
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$9,500,000
  • 3,912 sqft
  • 0.04 Acreage
806 N Rush Street, Chicago, IL 60611
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$30,000
340 E Randolph Street, Chicago, IL 60601
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$33,000
801 S Plymouth Court, Chicago, IL 60605
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$40,000
111 E Chestnut Street, Chicago, IL 60611
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$200,000
  • 4 Beds
  • 3 Full Baths
8507 S May Street, Chicago, IL 60620
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$17,000
New
  • 1.12 Acreage
104 W Guilford Road, Galena, IL 61036
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$2,675,000
  • 3 Beds
  • 3 Full Baths
  • 1 Partial Baths
  • 3,000 sqft
45 E Cedar Street, Chicago, IL 60611
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$2,900.00
  • 1 Beds
  • 1 Full Baths
1372 E 57th Street, Chicago, IL 60637
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$291,000
  • 2 Beds
  • 1 Full Baths
  • 920 sqft
1500 W Monroe Street, Chicago, IL 60607
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$299,000
  • 1 Beds
  • 1 Full Baths
  • 750 sqft
300 N State Street, Chicago, IL 60654
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$699,000
  • 2 Beds
  • 2 Full Baths
  • 1,531 sqft
340 W Superior Street, Chicago, IL 60654
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$895,000
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Baths
  • 3,200 sqft
1235 N Astor Street, Chicago, IL 60610
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$839,000
  • 1 Beds
  • 1 Full Baths
  • 1 Partial Baths
  • 1,186 sqft
340 E Randolph Street, Chicago, IL 60601
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$370,000
  • 2 Beds
  • 1 Full Baths
301 W Goethe Street, Chicago, IL 60610
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$3,000.00
  • 1 Beds
  • 1 Full Baths
  • 943 sqft
175 E Delaware Place, Chicago, IL 60611
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$349,000
  • 1 Beds
  • 1 Full Baths
  • 894 sqft
175 E Delaware Place, Chicago, IL 60611
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$339,000
  • 1 Beds
  • 1 Full Baths
  • 1,093 sqft
10 E Ontario Street, Chicago, IL 60611
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$335,000
  • 2 Beds
  • 2 Full Baths
  • 1,140 sqft
330 W Diversey Parkway, Chicago, IL 60657
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$345,000
  • 1 Beds
  • 1 Full Baths
  • 741 sqft
474 N Lake Shore Drive, Chicago, IL 60619
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$3,750.00
  • 2 Beds
  • 2 Full Baths
210 S Desplaines Street, Chicago, IL 60661
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$865,000
  • 3 Beds
  • 3 Full Baths
  • 2,200 sqft
1742 W Diversey Parkway, Chicago, IL 60614
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$5,500.00
New
  • 3 Beds
  • 2 Full Baths
  • 1,563 sqft
100 E 14th Street, Chicago, IL 60605
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Testimonials

Charles was fantastic to work with. He made the apartment hunting process feel streamlined and was very proactive in setting up tours. He is also super knowledgeable about Chicago and its various neighborhoods, on top of being a fun person to be around. He will go the extra mile to ensure you find...

- Sean Brown

As a first time home buyer, specifically of an historic condo unit, Charlie was patient, encouraging, and always found an answer if he didn't have it. Charlie provided extremely helpful perspectives that provoked more in-depth consideration on important decisions and his network of people, both...

- Josh S.

My partner and I were looking for an apartment near the CTA, and near the school where I teach. Charles found us a beautiful, rambling three bedroom apartment in a 1914 three flat with classic Chicago Charms: built in bookshelves and original stained glass windows. Charles was steadfast and persis...

- Kevin B.

My partner and I were looking for an apartment near the CTA, and near the school where I teach. Charles found us a beautiful, rambling three bedroom apartment in a 1914 three flat with classic Chicago Charms: built in bookshelves and original stained glass windows. Charles was steadfast and persis...

- Kevin B.

Working with Charles was a great experience. We were able to give him a list of what we were looking for and he was able to deliver quickly.

- Jose Perez

Working with Charlie was, in a word, fantastic. I was moving from out of state and decided it would be useful to work with a broker to help me navigate the apartment search process. Charlie is extremely knowledgeable and personable and I really appreciated that he took the time to understand what ...

- Ruth F

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