Recently Listed Open House 4/19 11am - 1pm
5027 W Ainslie Street
Chicago, IL, 60630 $ 415,000
Bedrooms3 Baths1.1 Sq 1,600 Monthly Estimate*
$ 2,555
for $415,000 with 3 bedrooms and 1 full bath, 1 half bath. This 1,600 square foot home was built in 1923.
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.
See more
Open House
4/19/2026 11:00 AM - 1:00 PM
5027 W Ainslie Street Chicago, IL
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralLiving Area 1600
Sewer Public Sewer
Heating Natural Gas
Cooling Central Air
Possession Closing
Roof Asphalt
Garage Spaces 2
Association Fee Includes None
Architectural Style Bungalow
Construction Materials Frame
Year Built 1923
Township Jefferson
Tax Year 2024
Ownership Fee Simple
Community Features Park Sidewalks Street Lights Street Paved
Assoc Fee Paid Per Not Applicable
County Cook
New Construction N
Property Type Residential Detached Single
Other Structures None
Total Rooms 7
Full Baths 1
Status New
Directions Lawrence to Leclaire right on Ainslie
High School Taft High School
City Chicago
High School District 299
MLS Area CHI - Jefferson Park
Elementary School Beaubien Elementary School
Tax Annual Amount 5828.54
Middle/Junior High School Beaubien Elementary School
Standard Status Active
Middle/Junior School District 299
Elementary School District 299
See more
InteriorInterior Amenities 1st Floor Bedroom 1st Floor Full Bath Walk-In Closet(s) Pantry
Basement Unfinished Full
Flooring Hardwood Carpet
Half Baths 1
Laundry Features Electric Dryer Hookup In Unit Sink
Total Bedrooms 3
Room Type Bonus Room Enclosed Porch
Total Baths 2
Bedrooms Possible 3
See more
ExteriorParking Features Garage Door Opener Yes Garage Owned Detached Garage
Water Source Public
Total Parking 2
Foundation Details Concrete Perimeter
Lot Dimensions 4725
Waterfront Y/N N
See more
* Excluded FeaturesList Byandrea.John@bairdwarner.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $2,555
- Monthly Property Taxes
- $486
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Chicago, IL
Average List Price $590,966
Percent of Sale Price 42%
About Chicago, IL 2,755,380 Population
-4% Since 2002
$ 53,088 Median Income
36.07 Median Age
25% Households with Children
Trends Information provided by ATTOM Data Solutions.
766751 Elementary School
766751 Middle School
Taft High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/18/2026 | $415,000 | | Listed Price |