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5458 W Windsor Avenue, Chicago, IL 60630

$399,900
  • 5458 W Windsor Avenue, Chicago, IL 60630 Main Photo

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New to the Market New
BEDS3 BATHS2 full SQUARE FEET1,513 MLS#12669441
STATUSNew PROPERTY TYPEResidential - Single Family SCHOOLDistrict 299

Property Description

Estate Sale - Incredible Opportunity in Jefferson Park! This spacious 3-bedroom, 2-bath home offers timeless character, solid bones, and endless potential for the right buyer. Situated on a generous lot with a detached 2-car garage, the property features a welcoming front porch, large room sizes, high ceilings, a full basement, and ample storage throughout. The second floor offers generously sized bedrooms and a full bath, while the unfinished basement provides additional space for future expansion or customization. Lovingly maintained over the years, this home is ready for its next chapter. Whether you're a savvy investor, rehabber, or owner-occupant looking to build equity, this is a rare opportunity to renovate and create your dream home in a highly desirable Chicago neighborhood. Conveniently located near parks, schools, shopping, dining, public transportation, and major expressways. Estate sale. Property is being sold strictly AS-IS. Buyer to assume responsibility for any city requirements, if applicable. Bring your vision and unlock the tremendous potential this property has to offer! Multiple offers received. Highest and best due by Tuesday (06/09/26) at 6 PM

5458 W Windsor Avenue | MLS# 12669441

This single family home located at 5458 W Windsor Avenue, Chicago, IL 60630 is currently listed for sale with an asking price of $399,900. This property was built in 1906 and has 3 bedrooms and 2 full baths with 1513 sq. ft. W Windsor Avenue is located within the District 299 school district. Search Chicago real estate on mkoch.gogambino.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Partially Finished, Full
Cooling: Wall Unit(s)
Garage: 2
Heating: Natural Gas
Lot Size: 0.12 Acres
Roof Type: Asphalt
Taxes: $6,099
Year Built: 1906

Feature Descriptions

Additional rooms: Office, Workshop, Utility Room-Lower Level
Appliances: Range, Refrigerator
Association Includes: None
Dining Room: Combined w/ LivRm
Exterior: Vinyl Siding
Lot Dimensions: 37.5x141.5
Parcel#: 13161150210000
Parking: Concrete, Garage Door Opener, Yes, Detached, Garage
Sewer: Public Sewer
Total Rooms: 8
Township: Jefferson
Water: Lake Michigan

Room Sizes

Office: 17X11
Work Room: 10X08
Bedroom 2: 13X12
Bedroom 3: 12X10
Dining Room: COMBO
Kitchen: 21X10
Laundry: 22X12
Living Room: 24X13
Primary Bedroom: 14X13

Local Schools

School District: District 299

Listed By / Shown By

Listed By

Agency Name: RE/MAX Premier Luxury Collection
Agency Phone: 847-835-2300

Shown By

Agent Name: Matt Koch
Agent Phone: Cell: (815) 543-7945
Agency Title: Gambino Realtors

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Estimated Payment

$ 2,441.36 per month $1,816.47 Principal & Interest $508.25 Property Tax $116.64 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/10/2026. The listing information on this page last changed on 06/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Wed 06/10/2026 12:40:04 AM EST) or MRED MLS (last updated Wed 06/10/2026 12:33:04 AM EST) or Rockford Board of Realtors (NWIAR) (last updated Tue 06/09/2026 10:15:15 PM EST) or Northern Illinois Commercial Association Realtors (last updated Tue 06/09/2026 2:10:06 PM EST). Real estate listings held by brokerage firms other than Gambino Realtors may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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