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About Tom
I love a good story and am passionate about learning the stories of others. Whether it’s a first home, a new baby, a big opportunity or a unique investment, I believe that there is a new story waiting to be told in each property I visit in Chicago. What do you get when you work with me? Competitive. Transparent. Dynamic. Eclectic. Self-proclaimed comedian. A Detroiter turned Chicagoan and here to stay. A family guy, avid golfer and aspiring foodie. I believe in this city and after starting two successful businesses in Chicago, 2020 became a year to finally make my dream a reality and leverage my passion for real estate into an opportunity to help others find their next home, investment or business in this creative and ever-changing market.

Chicago is a truly unique city and ripe with opportunity—especially now. As the midwestern hub, this city provides the unmatchable benefit of opportunity and investment, family life and rich culture, neighborhoods with character and passionate creativity. You can’t help but fall in love with the thought of it. That’s why I am excited to announce I have teamed up with one of best in the business, The Sheahan Group with Compass to help our clients who are ready for the next chapter in the story of their life.

Having lived in many parts of the city since 2006, I have planted my roots in Bucktown and I specialize in the west and north west neighborhoods of Chicago namely Bucktown, Wicker Park, West Town and Logan Square. I love to help my clients in their real estate pursuits whether it’s a single family home, condominium, a gut renovation or multi-unit investment property.

Get in touch with me to discuss the market. There is a unique opportunity right now in Chicago and I look forward to hearing your story and where your next investment may take you.

Tom Jakacki’s Listings

a view of front door
a view of a house with a small space
a living room with furniture and a dining table with wooden floor
a view of a dining room with furniture window and wooden floor
a kitchen with stainless steel appliances granite countertop a stove and a wooden floors
a kitchen with stainless steel appliances granite countertop a sink a stove and a wooden floors
a kitchen with stainless steel appliances granite countertop a sink stove and cabinets
a kitchen with stainless steel appliances granite countertop a stove a sink a refrigerator a center island a dining table and chairs with wooden floor
a living room with furniture and a fireplace
a living room with furniture and a chandelier
a view of a livingroom with furniture fireplace and cabinet
a view of a room with wooden floor and white walls
a living room with furniture a fireplace and a chandelier
a bathroom with a sink toilet and a mirror
a spacious bedroom with a large bed and a window
a view of livingroom with hardwood floor and window
a bedroom with a bed and a fireplace
a bathroom with a sink a toilet a shower and a mirror
a bathroom with a tub a sink shower and a mirror
a bathroom with a double vanity sink and a mirror
a view of walk in closet with clothes and shoes
a bedroom with a bed and a flat screen tv
a bedroom with a bed and wooden floor
a bathroom with a sink toilet tub and shower
a living room with furniture and a chandelier
a bathroom with a granite countertop sink a toilet and a large mirror
a view of kitchen and sink
a kitchen with a sink cabinets and wooden floor
a view of a patio with couches and pool
a view of a patio with a yard
a living room with furniture and a flat screen tv
a living room with furniture and wooden floor
a view of a hallway with cabinets
a bedroom with bed and a couch
a bathroom with a shower a toilet and sink
a view of a porch with a chair
a view of a patio with table and chairs with wooden floor and fence and a floor to ceiling window
a picture of a room with a door
a picture of a person on a wall
a picture of a bench in a building
a picture of a floor plan
1/41
Listed By Compass

$1,950,000

5
Bedrooms
4,048
Square Feet
0.07
Acres

Tom Jakacki’s Transactions

Past Sales
a front view of a building with a lot of windows

$3,580,000

15
Bedrooms
0.11
Acres
a view of a building

$2,800,000

11
Bedrooms
4,500
Square Feet
0.07
Acres
a view of a building with a tree

$1,970,000

5
Bedrooms
4,600
Square Feet
0.06
Acres

$1,800,000

5
Bedrooms
0.05
Acres
a view of a brick house with large windows

$1,595,000

5
Bedrooms
4,000
Square Feet
0.07
Acres
a view of a house with a tree in front

$1,295,000

10
Bedrooms
0.09
Acres
a view of a building with a street

$1,260,000

7
Bedrooms
0.05
Acres
a living room with furniture a flat screen tv and a fireplace

$1,160,000

3
Bedrooms
a view of a large building

$1,150,000

10
Bedrooms
0.07
Acres
$1,100,000 | 2112 West Charleston Street, Chicago, IL 60647

$1,100,000

5
Bedrooms
4,200
Square Feet
0.06
Acres
$1,030,000 | 2052 West Pierce Avenue, Chicago, IL 60622

$1,030,000

3
Bedrooms
a view of a large building

$900,000

3
Bedrooms
$899,900 | 1157 West Erie Street, Unit 2E, Chicago, IL 60642

$899,900

3
Bedrooms
2,100
Square Feet
a view of a building from a window

$870,000

3
Bedrooms
2,400
Square Feet
a view of a large building

$849,000

3
Bedrooms
$829,000 | 439 West Armitage Avenue, Chicago, IL 60614

$829,000

4
Bedrooms
$812,500 | 1110 North Lake Shore Drive, Unit 15N, Chicago, IL 60611

$812,500

3
Bedrooms
2,200
Square Feet
front view of a house

$785,000

3
Bedrooms
0.07
Acres
Past Rentals
a view of a tall building

$15,000

3
Bedrooms
4,200
Square Feet
$8,500 | 2464 N Burling St, Unit 1 | Chicago

$8,500

4
Bedrooms

2464 N Burling St, Unit 1

Chicago

$3,300 | 2034 West Homer Street, Unit 3, Chicago, IL 60647

$3,300

2
Bedrooms
1,600
Square Feet
a front view of a brick building with many windows

$3,200

2
Bedrooms
$2,750 | 215 N Green St, Unit 804A | Chicago

$2,750

215 N Green St, Unit 804A

Chicago

a view of a building and a street

$2,750

1
Bedrooms
900
Square Feet
$2,100 | 873 North Paulina Street, Unit 1F, Chicago, IL 60622

$2,100

3
Bedrooms
a view of a door of the house

$2,050

1
Bedrooms
696
Square Feet
a view of brick house with large windows

$1,900

3
Bedrooms
1,200
Square Feet