$1,000,000

beds

baths

half bath

3,936

square ft

5744 W Ainslie Street

Chicago, Illinois 60630

New / MLS #12537616 / Single Family / Jefferson Park

Listing information updated 1/17/2026 at 1:43pm

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.

Architecture Style:

Traditional

Exterior Type:

Stone,Other

Basement:

Finished,Rec/Family Area,Full

Beds Above Grade:

Beds Below Grade:

Cooling System:

Central Air, Zoned

Heating System:

Natural Gas, Forced Air

Appliances:

Range, Microwave, Dishwasher, High End Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)

Main Level Primary Bedroom:

Pool:

Age:

6-10 Years

Roof Type:

Asphalt

Parking Type:

Garage - Garage Door Opener,Yes,Garage Owned,Detached,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

3,936

Lot Size:

Oversized Chicago Lot

Acreage:

0.163

Internal Features:

Vaulted Ceiling(s), In-Law Floorplan, Built-in Features, Walk-In Closet(s), High Ceilings, Open Floorplan, Separate Dining Room

External Features:

Roof Deck, Patio/Porch

Room Information

Living Room:

18x13 - Main

Dining Room:

15x12 - Main

Kitchen:

18x17 - Main

Family Room:

19x21 - Main

Primary Bedroom:

19x16 - Second Level

2nd Bedroom:

19x13 - Second

3rd Bedroom:

11x10 - Second

4th Bedroom:

11x10 - Second

Bedroom 5:

15x12 - Basement Level

Recreation Room:

17x29 - Basement Level

Other Room:

6x8 - Basement Level

Office:

17x14 - Basement Level

Deck:

15x10 - Main Level

Taxes & Assessments

Tax Amount:

$16,200

Tax Year:

2024

Location

Zip Code:

60630

City:

Chicago

County:

Cook

Schools

School District(s):

299

Elementary School:

Prussing Elementary School

Middle School:

Prussing Elementary School

High School:

Taft High School

Listing Office: @PROPERTIES

Listing Office Phone: 847.797.0200

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 1/17/2026 at 1:43pm. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.

Map of 5744 W Ainslie Street, Chicago, IL 60630

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5744 W Ainslie Street, Chicago, IL 60630 is a single family home currently listed at $1,000,000. 5744 W Ainslie Street features 5 Beds, 3 Baths, 1 Half Bath. This single family home has been listed on @properties Christie's International Real Estate since January 15th, 2026 and was built in 2016. Nearby schools include Prussing Elementary School and Taft High School. The nearest transit stops include Jefferson Park CTA Blue line and Jefferson Park Metra Metra Union Pacific Northwest line.