5027 Ainslie Street, Jefferson Park, Chicago, Illinois 60630


$442,000

Sold
Status: Closed
Sqft: 1,600
Cost/Sqft: $259
Beds: 3
Baths: 2
Year Built: 1923
Property Taxes: $5,829
Days On Market: 90
Lot Size: 0,00
Map
Street View

Description

Charming, warm, and full of opportunity, this inviting single-family home offers flexible living spaces designed to grow with you. The main level welcomes you with natural light and comfort, featuring two bedrooms-including one with a walk-in closet and the other with a step-in closet - quite unusual for the age of this home. One full bath, and a kitchen with a walk-in pantry that's ready for everyday living. The large rear porch extends your living space, perfect for morning coffee, summer evenings, or hosting friends. While there is room to make updates and add your own style, the home is comfortably move-in ready-allowing you to settle in now and improve over time at your own pace. Overall, freshly painted with wallpaper removed, the home feels bright, clean, and ready for its next chapter. From the rear porch, step outside and you'll discover one of this home's most special features: an extra-wide city lot, creating a rare sense of space in this area. The fully fenced yard is lined with established perennial gardens that return year after year-an unexpected delight that brings color, texture, and life to the property with minimal effort, even for a novice gardener. Upstairs, a private retreat awaits with a bedroom and adjoining sitting room-ideal for a cozy reading nook, home office, or nursery-with the flexibility to create an additional bedroom. A convenient half bath completes the space, offering both function and future potential. Tucked away on a quiet side street yet incredibly connected, you're just moments from the Kennedy Expressway, Metra, and Blue Line, making daily commutes to downtown Chicago or O'Hare refreshingly simple. A detached 2 car garage, walk-out basement, and abundant storage throughout add to the home's everyday practicality. Taxes do not reflect a homeowner's exemption, offering potential savings for an owner-occupant. Recent updates include a new A/C unit. Property is being conveyed AS-IS.

Property Specifics

Single Family
1923
No
Cook
— / Not Applicable
12598567
13094250110000

Nearby Schools

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

Property History

DATE: EVENT: PRICE: SOURCE:
21 May, 2026 Sold $442,000 MRED MLS
20 Apr, 2026 Under contract $415,000 MRED MLS
18 Apr, 2026 Listed for sale $415,000 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 3
Bedrooms Above Ground: 3
Bedrooms Below Ground: 0
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Third Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Bathroom Info:
Full Bathrooms: 2
Partial Bathrooms: 1
Bathroom Amenities: —
Bathroom in Basement: 0
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

2
4725
Finished
Not in DB

Tax History

Year Property Taxes
2026 $5,829

Nearby Similar Homes

5018 Winnemac Avenue, Chicago, Illinois 60630
For Sale
$400,000
2 beds / 1.1 baths / 1,049 ft2
Single Family / Built: 1920
2

4906 Argyle Street, Chicago, Illinois 60630
For Sale
$439,000
2 beds / 2.0 baths / 1,393 ft2
Single Family / Built: 1957
50

4918 Winnemac Avenue, Chicago, Illinois 60630
For Sale
$559,900
4 beds / 3.0 baths / 1,124 ft2
Single Family / Built: 1940
13

4829 Strong Street, Chicago, Illinois 60630
For Sale
$599,930
3 beds / 3.0 baths / 1,800 ft2
Single Family / Built: 1923
56

5108 Winona Street, Chicago, Illinois 60630
For Sale
$625,000
4 beds / 2.1 baths / 2,090 ft2
Single Family / Built: 1924
4

5029 Windsor Avenue, Chicago, Illinois 60630
For Sale
$799,000
4 beds / 4.0 baths / 2,900 ft2
Single Family / Built: 1921
16

Nearby Sold Comparables

5021 Ainslie Street, Chicago, Illinois 60630
Sold
$269,900
3 beds / 1.0 baths / 1,000 ft2
Single Family / Built: 1923
3129

5023 Ainslie Street, Chicago, Illinois 60630
Sold
$339,000
3 beds / 2.1 baths / 1,849 ft2
Single Family / Built: 1918
3961

5019 Ainslie Street, Chicago, Illinois 60630
Sold
$399,000
3 beds / 1.1 baths / 872 ft2
Single Family / Built: —
3115

5026 Ainslie Street, Chicago, Illinois 60630
Sold
$799,900
3 beds / 3.1 baths / 0 ft2
Single Family / Built: 2021
1822

5028 Ainslie Street, Chicago, Illinois 60630
Sold
$775,000
5 beds / 3.1 baths / 0 ft2
Single Family / Built: 2021
1929

5018 Ainslie Street, Chicago, Illinois 60630
Sold
$279,900
3 beds / 3.0 baths / 0 ft2
Single Family / Built: —
7058


Contact Agent

Listing Provided By

Baird & Warner