$595,000

beds

baths

half bath

2,090

square ft

5108 W Winona Street

Chicago, Illinois 60630

Closed / MLS #12701721 / Single Family / Jefferson Park

Listing information updated 9/18/2026 at 6:03am

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 Features

Architecture Style:

Traditional

Exterior Type:

Vinyl Siding

Basement:

Unfinished,Exterior Entry,Full

Beds Above Grade:

Cooling System:

Central Air, Window Unit(s), Wall Unit(s)

Heating System:

Natural Gas, Forced Air, Sep Heating Systems - 2+

Appliances:

Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer

Main Level Primary Bedroom:

Pool:

Age:

100+ Years

Roof Type:

Asphalt

Parking Type:

Garage - Garage Door Opener,Yes,Garage Owned,Detached,Owned,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

2,090

Lot Size:

Less Than .25 Acre

Acreage:

0.087

Internal Features:

1st Floor Bedroom, Walk-In Closet(s)

External Features:

Patio/Porch

Room Information

Living Room:

17x12 - Main

Dining Room:

10x10 - Main

Kitchen:

22x10 - Main

Family Room:

14x13 - Main

Primary Bedroom:

15x13 - Second Level

2nd Bedroom:

20x12 - Second

3rd Bedroom:

19x10 - Second

4th Bedroom:

10x10 - Main

Work Room:

15x11 - Basement Level

Storage:

10x10 - Basement Level

Office:

11x6 - Main Level

Laundry:

N/A Level

Taxes & Assessments

Tax Amount:

$6,357

Tax Year:

2024

Location

Zip Code:

60630

City:

Chicago

County:

Cook

Schools

School District(s):

299

Elementary School:

Beaubien Elementary School

Middle School:

Beaubien Elementary School

High School:

Taft High School

Architecture Style:

Traditional

Exterior Type:

Vinyl Siding

Basement:

Unfinished,Exterior Entry,Full

Beds Above Grade:

Cooling System:

Central Air, Window Unit(s), Wall Unit(s)

Heating System:

Natural Gas, Forced Air, Sep Heating Systems - 2+

Appliances:

Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer

Main Level Primary Bedroom:

Pool:

Age:

100+ Years

Roof Type:

Asphalt

Parking Type:

Garage - Garage Door Opener,Yes,Garage Owned,Detached,Owned,Garage

Parking Spaces:

Garage:

Detached

Room Count:

Water Front:

Square Feet:

2,090

Lot Size:

Less Than .25 Acre

Acreage:

0.087

Internal Features:

1st Floor Bedroom, Walk-In Closet(s)

External Features:

Patio/Porch

Living Room:

17x12 - Main

Dining Room:

10x10 - Main

Kitchen:

22x10 - Main

Family Room:

14x13 - Main

Primary Bedroom:

15x13 - Second Level

2nd Bedroom:

20x12 - Second

3rd Bedroom:

19x10 - Second

4th Bedroom:

10x10 - Main

Work Room:

15x11 - Basement Level

Storage:

10x10 - Basement Level

Office:

11x6 - Main Level

Laundry:

N/A Level

Tax Amount:

$6,357

Tax Year:

2024

Zip Code:

60630

City:

Chicago

County:

Cook

School District(s):

299

Elementary School:

Beaubien Elementary School

Middle School:

Beaubien Elementary School

High School:

Taft High School

Listing Office: Coldwell Banker Realty

Listing Office Phone: 773.631.8300

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 9/18/2026 at 6:03am. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some listings have been excluded from this website.

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5108 W Winona Street, Chicago, IL 60630 is a single family home which sold for $595,000. 5108 W Winona Street features 4 Beds, 2 Baths, 1 Half Bath. This single family home has been listed on @properties Christie's International Real Estate since July 13th, 2026 and was built in 1924. Nearby schools include Beaubien Elementary School and Taft High School. The nearest transit stops include Jefferson Park CTA Blue line and Forest Glen Metra Metra Milwaukee District North line.