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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

$650,000
  • 3,600 sqft
  • 0.07 Acreage
2611 S Lawndale Avenue, Chicago, IL 60623
MLS Logo
$4,950,000
  • 18,000 sqft
4820 N Western Avenue, Chicago, IL 60625
MLS Logo
$1,875,000
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Baths
  • 3,800 sqft
1518 N North Park Street, Chicago, IL 60610
MLS Logo
$20.00
  • 1,500 sqft
4536 W 63rd Street, Chicago, IL 60629
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$38,000
801 S Plymouth Court, Chicago, IL 60605
MLS Logo
$3,800.00
  • 3 Beds
  • 2 Full Baths
  • 1,998 sqft
2504 S Calumet Avenue, Chicago, IL 60616
MLS Logo
$1,149,000
  • 3 Beds
  • 3 Full Baths
1808 W School Street, Chicago, IL 60657
MLS Logo
$550,000
  • 3 Beds
  • 2 Full Baths
  • 2,276 sqft
4211 N Melvina Avenue, Chicago, IL 60634
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$425
225 N Columbus Drive, Chicago, IL 60601
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$950,000
  • 4 Beds
  • 3 Full Baths
  • 1 Partial Baths
  • 4,200 sqft
1242 N Lake Shore Drive, Chicago, IL 60610
MLS Logo
$35,900
  • 344,000 sqft
  • 0.36 Acreage
111 N Wabash Avenue, Chicago, IL 60602
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$674,900
  • 2 Beds
  • 2 Full Baths
  • 1,351 sqft
1235 S Prairie Avenue, Chicago, IL 60605
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$299,900
  • 2 Beds
  • 2 Full Baths
  • 1,277 sqft
347 E 25th Place, Chicago, IL 60616
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$1,049,000
  • 3 Beds
  • 2 Full Baths
  • 2,015 sqft
57 E Delaware Place, Chicago, IL 60611
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$160,000
  • 1 Full Baths
  • 600 sqft
777 N Michigan Avenue, Chicago, IL 60611
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$1,750.00
  • 1 Beds
  • 1 Full Baths
  • 871 sqft
3115 S Michigan Avenue, Chicago, IL 60616
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$9,500.00
  • 2 Beds
  • 3 Full Baths
  • 1 Partial Baths
  • 2,754 sqft
180 E Pearson Street, Chicago, IL 60611
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$649,000
  • 2 Beds
  • 2 Full Baths
  • 1,400 sqft
130 N Garland Court, Chicago, IL 60602
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$900,000
  • 3 Beds
  • 2 Full Baths
  • 1,834 sqft
3140 N Sheffield Avenue, Chicago, IL 60657
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$349,900
  • 3 Beds
  • 2 Full Baths
6969 N Ashland Boulevard, Chicago, IL 60626
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$489,000
  • 2 Beds
  • 2 Full Baths
  • 1,350 sqft
33 W Ontario Street, Chicago, IL 60654
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$200,000
New
  • 1 Beds
  • 1 Full Baths
  • 830 sqft
5455 N Sheridan Road, Chicago, IL 60640
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$329,000
New
  • 1 Beds
  • 1 Full Baths
  • 960 sqft
175 E Delaware Place, Chicago, IL 60611
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$499,000
New - 36 Hours Ago
  • 2 Beds
  • 2 Full Baths
  • 1,284 sqft
411 W Ontario Street, Chicago, IL 60654
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My Solds

3950 N Lake Shore Drive , Unit 2218, Chicago, IL 60613
$2,200
Sold
  • 1 Beds
  • 1 Full Baths
3950 N Lake Shore Drive, Chicago, IL 60613
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538 E 134th Street , Chicago, IL 60827
$1,600
Sold
  • 3 Beds
  • 1 Full Baths
538 E 134th Street, Chicago, IL 60827
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3748 W Irving Park Road, Unit 1D, Chicago, IL 60618
$1,700
Sold
  • 1 Beds
  • 1 Full Baths
3748 W Irving Park Road, Chicago, IL 60618
IDX - MRED MLS
6647 S Saint Lawrence Avenue , Unit 2, Chicago, IL 60637
$1,800
Sold
  • 3 Beds
  • 2 Full Baths
  • 1,113 sqft
6647 S Saint Lawrence Avenue, Chicago, IL 60637
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1726 N Kedzie Avenue , Unit I, Chicago, IL 60647
$2,800
Sold
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Baths
  • 1,200 sqft
1726 N Kedzie Avenue, Chicago, IL 60647
IDX - MRED MLS
1106 W Glenlake Avenue , Unit 1, Chicago, IL 60660
$2,150
Sold
  • 2 Beds
  • 1 Full Baths
  • 720 sqft
1106 W Glenlake Avenue, Chicago, IL 60660
IDX - MRED MLS
2450 S Oakley Avenue , Unit 2R, Chicago, IL 60608
$1,750
Sold
  • 2 Beds
  • 1 Full Baths
  • 1,100 sqft
2450 S Oakley Avenue, Chicago, IL 60608
IDX - MRED MLS
2036 N Humboldt Boulevard , Unit 1E, Chicago, IL 60647
$380,000
Sold
  • 2 Beds
  • 1 Full Baths
  • 1,100 sqft
2036 N Humboldt Boulevard, Chicago, IL 60647
MLS Logo
655 W Irving Park Road , Unit 4114, Chicago, IL 60613
$2,300
Sold
  • 1 Beds
  • 1 Full Baths
  • 840 sqft
655 W Irving Park Road, Chicago, IL 60613
IDX - MRED MLS
3541 N Sheffield Avenue , Unit 2, Chicago, IL 60657
$3,900
Sold
  • 2 Beds
  • 2 Full Baths
  • 1,250 sqft
3541 N Sheffield Avenue, Chicago, IL 60657
MLS Logo
1355 W Washington Boulevard , Unit 3A, Chicago, IL 60607
$3,425
Sold
  • 1 Beds
  • 1 Full Baths
  • 1 Partial Baths
  • 1,050 sqft
1355 W Washington Boulevard, Chicago, IL 60607
IDX - MRED MLS
540 W Roscoe Street , Unit 579, Chicago, IL 60657
$1,345
Sold
  • 1 Full Baths
  • 500 sqft
540 W Roscoe Street, Chicago, IL 60657
IDX - MRED MLS

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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