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$1,000,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 3,936 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 5744 W Ainslie St

General

  • Sold For: $1,000,000
  • Taxes: $16,200 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12537616
  • Added to Site: 106 day(s) ago

Interior

  • Interior Features: Vaulted Ceiling(s), In-Law Floorplan, Built-in Features, Walk-In Closet(s), High Ceilings, Open Floorplan, Separate Dining Room
  • Appliances: Range, Microwave, Dishwasher, High-End Refrigerator, Washer, Dryer, Stainless Steel Appliance(s)
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 3
  • Half Bathrooms: 1
  • Basement Baths: Yes
  • Bathroom Features: Double Sink, Full Body Spray Shower, Soaking Tub

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms(Blw Grade): 1

Additional Information

  • Other Features: Commuter Bus, Commuter Train, Interstate Access

Exterior

  • Exterior Features: Roof Deck

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Garage Door Opener, Yes, Garage Owned, Detached, Garage

Location

  • Area: CHI - Jefferson Park
  • County: Cook
  • Driving Directions: Central Ave north of Lawrence Ave to Ainsile St west.

School Information

  • School District: 299
  • Midd School District: 299
  • Elementary School: Prussing Elementary School
  • Middle School: Prussing Elementary School
  • High School: Taft High School
  • Private School: Taft High School

Community

  • Assoc. Fees Include: None

Heating & Cooling

  • Cooling Type: Central Air Conditioning, Zoned
  • Heating Type: Natural Gas, Forced Air

Utilities

  • Water: Lake Michigan

Structural Information

  • Architectural Style: Traditional
  • Construction: Stone, Other
  • Exterior Const.: Stone, Other
  • Basement Desc.: Finished, Rec/Family Area, Full
  • Foundation: Concrete Perimeter
  • Roof: Asphalt
  • Sub-Flooring: Hardwood
  • Square Feet: 3,936
  • Sq. Ft. Source: Estimated
  • Year Built: 2016

Lot Features

  • Lot Size (Acres): 0.163
  • Lot Size Range: Oversized Chicago Lot
  • Lot Dimensions: 25 x 145 x 27 x 154
  • Fence: Yes
  • Fencing (Description): Fenced

Financial Considerations

  • Parking Included: Yes
  • Assessment Year: 2016
  • Tax Amount: $16,200
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 13084251690000

Listed by @properties Christie�s International Real Estate
Sold by Keller Williams ONEChicago

Listing agents

— 5744 W Ainslie St —

  • @properties Christie�s International Real Estate

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 5744 W Ainslie St

School District:Chicago Public School District 299
NameGradesDistance
Prussing Elementary School
4650 North Menard Avenue, Chicago, IL 60630
PK-80.3 mi
Taft High School
6530 West Bryn Mawr Avenue, Chicago, IL 60631
9-121.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 5744 W Ainslie St

Date
Details
Price
Change
Source
3/13/2026
Sold
$1,000,000
—
MLS
1/15/2026
Listed
$1,000,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by @properties Christie�s International Real Estate
Sold by Keller Williams ONEChicago

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5744 W Ainslie Street, Chicago, IL 60630 (MLS# 12537616) is a Single Family property that was sold at $1,000,000 on March 13, 2026. Want to learn more about 5744 W Ainslie Street? Do you have questions about finding other Single Family real estate for sale in Jefferson Park? You can browse all Jefferson Park real estate or contact a Coldwell Banker agent to request more information.