5744 Ainslie Street, Jefferson Park, Chicago, Illinois 60630


$1,000,000

For Sale
Status: Contingent
Sqft: 3,936
Cost/Sqft: $254
Beds: 4
Baths: 4
Year Built: 2016
Property Taxes: $16,200
Days On Market: 51
Lot Size: 0,16
Map
Street View

Description

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 Specifics

Single Family
2016
No
0.16
Cook
0 / Not Applicable
12537616
13084251690000

Nearby Schools

NAME: DISTRICT: DISTANCE:
Grade School
Prussing Elementary School
299
Middle School
Prussing Elementary School
299 Not in DB
High School
Taft High School
299 Not in DB

Property History

DATE: EVENT: PRICE: SOURCE:
2 Sep, 2016 Sold $595,000 MRED MLS
28 Jun, 2016 Under contract $599,900 MRED MLS
14 Jun, 2016 Listed for sale $599,900 MRED MLS
2 Feb, 2026 Under contract $1,000,000 MRED MLS
15 Jan, 2026 Listed for sale $1,000,000 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 5
Bedrooms Above Ground: 4
Bedrooms Below Ground: 1
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Third Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fourth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fifth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Bathroom Info:
Full Bathrooms: 4
Partial Bathrooms: 1
Bathroom Amenities: Double Sink,Full Body Spray Shower,Soaking Tub
Bathroom in Basement: 1
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

2
25 X 145x27x154
Not in DB

Tax History

Year Property Taxes
2026 $16,200

Nearby Similar Homes

5722 Grover Street, Chicago, Illinois 60630
For Sale
$350,000
4 beds / 2.0 baths / 1,184 ft2
Single Family / Built: 1990
2

5054 Mango Avenue, Chicago, Illinois 60630
For Sale
$449,900
4 beds / 2.0 baths / 2,016 ft2
Single Family / Built: 1940
1268

5912 Wilson Avenue, Chicago, Illinois 60630
For Sale
$350,000
3 beds / 2.0 baths / 0 ft2
Single Family / Built: 1924
9

6041 Gunnison Street, Chicago, Illinois 60630
For Sale
$495,000
4 beds / 3.0 baths / 0 ft2
Single Family / Built: 1960
2

4565 Mcvicker Avenue, Chicago, Illinois 60630
For Sale
$550,000
3 beds / 2.0 baths / 2,380 ft2
Single Family / Built: 1950
5

4414 Monitor Avenue, Chicago, Illinois 60630
For Sale
$549,999
4 beds / 4.0 baths / 1,450 ft2
Single Family / Built: 1921
250

Nearby Sold Comparables

5742 Ainslie Street, Chicago, Illinois 60630
Sold
$599,900
4 beds / 2.1 baths / 4,500 ft2
Single Family / Built: 2016
3608

5742 Ainslie Street, Chicago, Illinois 60630
Sold
$169,900
3 beds / 1.1 baths / 0 ft2
Single Family / Built: 1913
5888

5744 Ainslie Street, Chicago, Illinois 60630
Sold
$599,900
4 beds / 2.1 baths / 4,500 ft2
Single Family / Built: 2016
3553

5751 Ainslie Street, Chicago, Illinois 60630
Sold
$699,900
3 beds / 3.1 baths / 3,104 ft2
Single Family / Built: 2021
1874

5755 Ainslie Street, Chicago, Illinois 60630
Sold
$699,900
3 beds / 3.1 baths / 3,104 ft2
Single Family / Built: 2020
1999

5759 Ainslie Street, Chicago, Illinois 60630
Sold
$715,000
3 beds / 3.1 baths / 3,104 ft2
Single Family / Built: 2021
1825


Contact Agent

Listing Provided By

@properties Christie?s International Real Estate