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$475,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,481 Sq. Ft.
  • 2 Car Garage
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Welcome to your new home in Jefferson Park! A fantastic updated brick two-story home on a quiet dead end street. This home features beautiful hardwood floors, a light-filled living room, 3 good sized bedrooms, 2 full baths, a built-in office/work space and a renovated eat-in kitchen. The huge primary suite occupies the entire second floor with room for sleeping and room for a lovely sitting area/den or whatever you can imagine. Three skylights bring loads of natural light to the second floor that boasts plenty of closets and a huge bathroom with double bowl sinks. When you need some fresh air, the covered back deck awaits you. The clean lower level is ready for your ideas with ample ceiling height and a ping pong table ready for your action. Park your car in the garage with easy alley access. It is in a perfect location for commuting. Minutes off the Kennedy and Eden expressways and a short commute to two Metra lines; the Milwaukee District North and the Union Pacific Northwest along with the Jefferson Park Blue line that can zip you to O'Hare or Downtown.This home is blocks from highly rated Beaubien Elementary School and Roberts Square Park. You won't need to go far to find what you need with Mariano's, Whole Foods, Seafood City, Target and other shopping nearby. If you'd rather not cook you'll have plenty to choose - from burgers to sushi to pasta to ribs - all within the area just waiting for you to explore. This home has been well maintained and is ready for you to make it yours. Come see.

Full Property Details for 4944 W Winona St

General

  • Price: $475,000
  • Taxes: $5,791 (2024)
  • Status: Contingent
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12570589
  • Updated: 2/22/2026
  • Added to Site: 46 day(s) ago

Interior

  • Basement: Unfinished
  • Interior Features: Cathedral Ceiling(s), 1st-Floor Bath
  • Appliances: Range, Microwave, Dishwasher, Refrigerator, Washer, Dryer
  • Flooring: Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Bathroom Features: Separate Shower, Double Sink, Soaking Tub

Bedrooms

  • Total Bedrooms: 3

Additional Information

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

Parking

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

Location

  • Area: CHI - Forest Glen
  • County: Cook
  • Township: Jefferson
  • Driving Directions: Elston Ave to Winona St, one way west off of Elston.

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299
  • Elementary School: Beaubien Elementary School
  • Middle School: Beaubien Elementary School
  • High School: Taft High School
  • Private School: Taft High School

Community

  • Assoc. Fees Include: None

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Construction: Brick
  • Exterior Const.: Brick
  • Basement: Yes
  • Basement Desc.: Unfinished, Full
  • Foundation: Concrete Perimeter
  • Roof: Asphalt
  • Windows: Skylight(s)
  • Sub-Flooring: Hardwood
  • Square Feet: 1,481
  • Sq. Ft. Source: Assessor
  • Year Built: 1951
  • Built Before 1978: Yes

Lot Features

  • Lot Size Range: Oversized Chicago Lot
  • Lot Dimensions: 33 x 125

Financial Considerations

  • Parking Included: Yes
  • Assessment Year: 1951
  • Tax Amount: $5,791.51
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 13094020390000

Listed by Baird & Warner

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— 4944 W Winona St —

  • Baird & Warner

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NMLS#: 1598647

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Save up to an additional 20% by bundling your home and auto together!

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 4944 W Winona St

School District:Chicago Public School District 299
NameGradesDistance
Beaubien Elementary School
5025 North Laramie Avenue, Chicago, IL 60630
PK-80.3 mi
Taft High School
6530 West Bryn Mawr Avenue, Chicago, IL 60631
9-122.2 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 4944 W Winona St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/19/2026
Listed
$475,000
58.86%
MLS
5/22/2014
Sold
$299,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 4944 W Winona St

Year
Property Taxes
Change
Tax Assessment
Change
2023
$5,189
3%
$30,548
—
2022
$5,020
2%
$30,548
—
2021
$4,940
-6%
$30,548
15%
2020
$5,241
—
$26,617
-10%
2019
$5,256
2%
$29,575
—
2018
$5,167
-1%
$29,575
7%
2017
$5,202
4%
$27,528
—
2016
$5,016
10%
$27,528
—
2015
$4,566
3%
$27,528
4%
2014
$4,428
2%
$26,418
—
2013
$4,330
1%
$26,418
—
2012
$4,296
—
$26,418
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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4944 W Winona Street, Chicago, IL 60630 (MLS# 12570589) is a Single Family property with 3 bedrooms and 2 full bathrooms. 4944 W Winona Street is currently listed for $475,000 and was received on February 19, 2026. Want to learn more about 4944 W Winona Street? Do you have questions about finding other Single Family real estate for sale in Chicago? You can browse all Chicago real estate or contact a Coldwell Banker agent to request more information.

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