5744 W Ainslie Street
Chicago, IL, 60630
$1,000,000
4 Beds
4 Baths
2,730 SqFt
0.16 Acres
Add
Add
$1,000,000
5744 W Ainslie Street
Chicago, IL, 60630
MLS #MRD12537616 image #0MLS #MRD12537616 image #1MLS #MRD12537616 image #2MLS #MRD12537616 image #3MLS #MRD12537616 image #4MLS #MRD12537616 image #5MLS #MRD12537616 image #6MLS #MRD12537616 image #7MLS #MRD12537616 image #8MLS #MRD12537616 image #9MLS #MRD12537616 image #10MLS #MRD12537616 image #11MLS #MRD12537616 image #12MLS #MRD12537616 image #13MLS #MRD12537616 image #14MLS #MRD12537616 image #15MLS #MRD12537616 image #16MLS #MRD12537616 image #17MLS #MRD12537616 image #18MLS #MRD12537616 image #19MLS #MRD12537616 image #20MLS #MRD12537616 image #21MLS #MRD12537616 image #22MLS #MRD12537616 image #23MLS #MRD12537616 image #24MLS #MRD12537616 image #25MLS #MRD12537616 image #26MLS #MRD12537616 image #27
Tucked along a quiet, tree-lined street in the heart of Jefferson Park, this light-filled home offers a thoughtful layout designed for everyday family living. Hardwood floors and 9-foot ceilings create an open, airy feel throughout, anchored by a well-designed kitchen with custom cabinetry, new appliances, and an oversized quartz island that naturally brings everyone together. The family room opens directly to the backyard, making it easy to move between indoor and outdoor play, gatherings, and daily routines. Upstairs, the primary suite provides a comfortable retreat with a walk-in closet and en-suite bath, while three additional bedrooms, a full bath, and convenient second-floor laundry make day-to-day living efficient and practical. The finished lower level adds valuable flexibility with a generous rec room, fifth bedroom, full bath, office or flex space, rough-in plumbing for a wet bar, and a customized storage room-ideal for homework zones, guests, or hobbies. Outside, enjoy a fully fenced yard with patio and a two-car detached garage, all set within an established neighborhood close to parks, schools, Starbucks, and the local spots Jefferson Park families enjoy.

Property Details

Price:
$1,000,000
MLS #:
MRD12537616
Status:
Active
Beds:
4
Baths:
4
Type:
Single Family
Neighborhood:
chijeffersonpark
Listed Date:
Jan 15, 2026
Finished Sq Ft:
2,730
Year Built:
2016
TraditionalChi – Jefferson ParkChijeffersonparkPrussing Elementary SchoolPrussing Elementary SchoolTaft High School

Schools

School District:
299
Elementary School:
Prussing Elementary School
Middle School:
Prussing Elementary School
High School:
Taft High School

Interior

Appliances
Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Hardwood
Heating
Natural Gas, Forced Air
Laundry Features
Upper Level

Exterior

Architectural Style
Traditional
Community Features
Curbs, Sidewalks, Street Lights
Construction Materials
Stone, Other
Exterior Features
Roof Deck
Parking Features
Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
2
Roof
Asphalt

Financial

HOA Frequency
Not Applicable
HOA Includes
None
Tax Year
2024
Taxes
$16,200
Need more info?
Ask a Question
Ready to go see it?
Schedule a Showing

Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.

More About Debra

Mortgage Calculator

 

Map

Current real estate data for Single Family in Chicago as of Jan 16, 2026
2,356
Single Family Listed
80
Avg DOM
211
Avg $ / SqFt
$474,013
Avg List Price

Community

Subdivisions in Chicago

Similar Listings Nearby

broker reciprocity
MLS# MRD12526958broker reciprocity
3430 W Lyndale Street
Chicago, IL

$1,299,999

4.5 miles away

broker reciprocity
MLS# MRD12471669broker reciprocity
1123 W Addison Street
Chicago, IL

$1,299,500

4.8 miles away

broker reciprocity
MLS# MRD12537430broker reciprocity
5620 N Francisco Avenue
Chicago, IL

$1,299,000

3.7 miles away

broker reciprocity
MLS# MRD12398441broker reciprocity
1260 N Astor Street #3
Chicago, IL

$1,299,000

3.7 miles away

broker reciprocity
MLS# MRD12529397broker reciprocity
7715 W Balmoral Avenue
Chicago, IL

$1,200,000

2.5 miles away

broker reciprocity
MLS# MRD12534563broker reciprocity
2307 W Foster Avenue #3
Chicago, IL

$1,197,000

4.4 miles away

broker reciprocity
MLS# MRD12468563broker reciprocity
6420 N Navajo Avenue
Chicago, IL

$1,150,000

3.2 miles away

broker reciprocity
MLS# MRD12527840broker reciprocity
2529 N Lawndale Avenue
Chicago, IL

$1,150,000

4.0 miles away

broker reciprocity
MLS# MRD12544524broker reciprocity
6339 N Leona Avenue
Chicago, IL

$1,150,000

2.1 miles away

broker reciprocity
MLS# MRD12537425broker reciprocity
1837 N Lawndale Avenue
Chicago, IL

$1,129,000

4.7 miles away

Property Summary

    5744 W Ainslie Street Chicago IL is a Single Family for sale in Chicago, IL, 60630. It is listed for $1,000,000 and features 4 beds, 4 baths, and has approximately 2,730 square feet of living space, and was originally constructed in 2016. The current price per square foot is $366. The average price per square foot for Single Family listings in Chicago is $211. The average listing price for Single Family in Chicago is $474,013. To schedule a showing of MLS#mrd12537616 at 5744 W Ainslie Street in Chicago, IL, contact your Compass / The Debra Dobbs Group agent at 3123074909.
5744 W Ainslie Street
Chicago, IL