Recently Listed Open House 5/17 11am - 1pm
5136 W Winona Street
Chicago, IL, 60630 $ 689,000
Bedrooms4 Baths2.0 Sq 1,653 Monthly Estimate*
$ 4,242
for $689,000 with 4 bedrooms and 2 full baths. This 1,653 square foot home was built in 1914.
Welcome to 5136 Winona St, an exceptional Chicago bungalow that seamlessly blends timeless character with thoughtful modern updates, ideally positioned on a quiet, tree-lined street in the heart of Jefferson Park. Situated on an extra-wide lot, this residence offers an expansive and highly functional layout across three beautifully finished levels. The main level showcases sun-drenched living and dining spaces, designed for both everyday living and effortless entertaining. The updated kitchen is appointed with stainless steel appliances and flows seamlessly into the heart of the home. Two bedrooms and a well-appointed full bath complete this level, along with a charming enclosed three-season room-perfectly suited for a private office, wellness space, or creative retreat. Upstairs, the second level offers a tranquil escape with an additional bedroom and dedicated office or dormer space, ideal for today's flexible lifestyle. The fully finished basement, renovated in 2021 and featuring rare 10-foot ceilings, delivers an impressive extension of living space. This level includes a generous family room, oversized bedroom with a walk-in closet, and a second full bathroom. Outdoor living is equally compelling, with a fully fenced yard, private patio, expansive side yard, two-car garage, and additional parking pad-an uncommon convenience in the city. Located just moments away from the Jefferson Park Blue Line, Metra, and I-90/94. This home is a commuter's dream. You are within walking distance to local favorites, top-rated schools, and the sprawling greenery of Gladstone and Jefferson Parks. Don't miss out! This home offers the perfect blend of suburban comfort in the city!
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Open House
5/17/2026 11:00 AM - 1:00 PM
5136 W Winona 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 1653
Sewer Public Sewer
Heating Natural Gas Forced Air
Cooling Central Air
Possession Closing
Roof Asphalt
HOA Fee 0
Garage Spaces 2
Association Fee Includes None
Construction Materials Frame
Year Built 1914
Electric Circuit Breakers
Township Jefferson
Tax Year 2024
Ownership Fee Simple
Community Features Curbs Sidewalks Street Lights Street Paved
Assoc Fee Paid Per Not Applicable
County Cook
New Construction N
Property Type Residential Detached Single
Total Rooms 9
Full Baths 2
Status New
Directions FOSTER TO LARAMIE EAST ON WINONA.
City Chicago
High School District 299
MLS Area CHI - Jefferson Park
Elementary School Beaubien Elementary School
Tax Annual Amount 8115.66
Additional Parcels Y/N N
Virtual Tour https://www.zillow.com/view-imx/6912ec72-878a-4ee9-be50-c082008cdc9f?wl=true&setAttribution=mls&initialViewType=pano
Standard Status Active
Middle/Junior School District 299
Elementary School District 299
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InteriorBasement Finished Full
Total Fireplaces 0
Half Baths 0
Total Bedrooms 3
Room Type Recreation Room Den
Total Baths 2
Bedrooms Possible 4
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ExteriorParking Features Yes Garage Owned Detached Owned Garage
Water Source Public
Total Parking 3
Foundation Details Concrete Perimeter
Lot Dimensions 37.5X125
Lot Size Acres 0
Waterfront Y/N N
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* Excluded FeaturesList ByKeller Williams Premiere PropertiesBroker
mariamdorealtor@gmail.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $4,242
- Monthly Property Taxes
- $676
- 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 $630,896
Percent of Sale Price 8%
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
566846 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/14/2026 | $689,000 | | Listed Price |