5108 W Winona Street, Chicago, IL 60630 - Photo 1

1/1

$595,000

Sold
Closed
Single Family
4 Beds
2 Full Baths
1 Partial Bath
2,090 Sq. Ft.
1 Car Garage

1/1

Property Description

Charming and spacious 2-story home in highly desirable Jefferson Park! Boasting 2,090 SQFT of pristine living space, this excellent-condition residence offers a flexible first-floor layout featuring an L-shaped living room, separate dining room, powder room, and a bedroom with an adjacent private office. The bright kitchen features Corian countertops, ample cabinetry, and a walk-in pantry. Upstairs, discover a true primary suite with a walk-in closet, two additional generously sized bedrooms, and a full hallway bath. The huge, unfinished basement features exterior access, a laundry area, and abundant storage along with potential for additional finished living space. Enjoy outdoor living on the large back deck overlooking the yard. Includes a 1.5-car garage plus an additional exterior parking space. Equipped with 2 heating zones, 2nd-floor central AC, and 1st-floor window cooling units. Updates include: (2025) dishwasher & refrigerator, (2024) washer, (2020) stove, microwave, & chest freezer, (2018) dryer. Windows replaced in various years: (2022-kitchen, 2021-2nd flr, 2009/10 - 1st flr) with lifetime warranties. Unbeatable location with easy expressway access and just steps to the Jefferson Park Blue Line and METRA stations!

Full Property Details

Full Property Details for 5108 W Winona St

General

Sold For: $595,000
Taxes: $6,357 (2024)
Status: Closed
Type: Single Family
Source: MRED
MLS ID: 12701721
Added to Site: 103 day(s) ago

Interior

Interior Features: 1st-Floor Bedroom, Walk-In Closet(s)
Appliances: Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 2
Half Bathrooms: 1

Bedrooms

Total Bedrooms: 4

Additional Information

Other Features: Commuter Bus, Commuter Train, Interstate Access

Parking

Garage: Yes
Garage Spaces: 1
Total Spaces: 2
Parking Features: Garage Door Opener, Yes, Garage Owned, Detached, Owned, Garage

Location

Area: CHI - Jefferson Park
County: Cook
Driving Directions: Foster W of Elston and E of Milwaukee to LeClaire S 1 block to Winona W

School Information

School District: 299
Midd 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, Window Unit(s), Wall Unit(s)
Heating Type: Natural Gas, Forced Air, Sep Heating Systems - 2+

Utilities

Water: Lake Michigan, Public

Structural Information

Architectural Style: Traditional
Construction: Vinyl Siding
Exterior Const.: Vinyl Siding
Basement Desc.: Unfinished, Exterior Entry, Full
Foundation: Concrete Perimeter
Roof: Asphalt
Windows: Insulated Windows
Square Feet: 2,090
Sq. Ft. Source: Assessor
Year Built: 1924
Built Before 1978: Yes

Lot Features

Lot Size (Acres): 0.087
Lot Size Range: Less than .25 Acre
Lot Dimensions: 30 x 125
Fence: Yes
Fencing (Description): Fenced

Financial Considerations

Parking Included: Yes
Assessment Year: 1924
Tax Amount: $6,357
Tax Year: 2024

Disclosures and Reports

Ownership: Fee Simple
Property ID: 13094000360000

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Meet the listing agent

— 5108 W Winona St —

Jack Guest

Email Me

(773) 443-8300 mobile

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Schools

Schools serving 5108 W Winona St

School District:Chicago Public School District 299

Name	Grades	Distance
Beaubien Elementary School 5025 North Laramie Avenue, Chicago, IL 60630	PK-8	0.2 mi
Taft High School 6530 West Bryn Mawr Avenue, Chicago, IL 60631	9-12	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 5108 W Winona St

Date

Details

Price

Change

Source

9/16/2026

Sold

$595,000

-3.25%

MLS

7/23/2026

Price Reduced

$615,000

-1.6%

MLS

7/10/2026

Listed

$625,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Bed
1
Total Bath
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Sq. Ft.

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Single Family
Closed

4
Beds
2
Total Baths
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5108 W Winona Street, Chicago, IL 60630 (MLS# 12701721) is a Single Family property that was sold at $595,000 on September 16, 2026. This property was listed by Jack Guest from our McMullen/O'Hare Office.Want to learn more about 5108 W Winona Street? Do you have questions about finding other Single Family real estate for sale in Jefferson Park? You can browse all Jefferson Park real estate or contact a Coldwell Banker agent to request more information.

5108 W Winona St Chicago, IL 60630