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5108 W Winona Street, 
Chicago, IL 60630

$625,000


4

Beds


3

Baths


2,090

Sq Ft


Single Family

Active

Listed by

Jack Guest

Last updated:

July 21, 2026, 11:02 AM

MLS#

12701721

Source:

MLSNI

Company Logo

About This Home

5108 W Winona Street

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!

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 1924

Price Summary

625,000

$299 per Sq. Ft.

MLS #:

12701721

Last Updated:

July 21, 2026, 11:02 AM


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,090 Sq. Ft.


Structure

Structure

Architectural Style:

Traditional

Building Area:

2,090 Sq. Ft.

Year Built:

1924


Lot

Lot Size (Sq. Ft):

3,789


Finances & Disclosures

Finances

Price:

$625,000

Price per Sq. Ft:

$299 per Sq. Ft.

5108 W Winona Street
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.