Date
Details
Price
Change
Source
6/05/2026
Listed
$399,900
—
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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1/84
$399,900 Contingent
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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
Full Property Details
Full Property Details for 5458 W Windsor Ave
General
- Price: $399,900
- Taxes: $6,099 (2024)
- Status: Contingent
- Type: Single Family
- Source: MRED
- MLS ID: 12669441
- Updated: 6/11/2026
- Added to Site: 29 day(s) ago
Interior
- Basement: Partially
- Appliances: Range, Refrigerator
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Additional Information
- Other Features: School Bus Service, Commuter Bus, Commuter Train, Interstate Access
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Features: Concrete, Garage Door Opener, Yes, Detached, Garage
Location
- Area: CHI - Portage Park
- County: Cook
- Township: Jefferson
- Driving Directions: Milwaukee to Windsor, west to property
School Information
- School District: 299
- Elem School District: 299
- Midd School District: 299
- High School District: 299
Community
- Assoc. Fees Include: None
Heating & Cooling
- Cooling Type: Wall Unit(s)
- Heating Type: Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Lake Michigan
Structural Information
- Construction: Vinyl Siding
- Exterior Const.: Vinyl Siding
- Basement: Yes
- Basement Desc.: Partially Finished, Full
- Foundation: Concrete Perimeter
- Roof: Asphalt
- Square Feet: 1,513
- Sq. Ft. Source: Assessor
- Year Built: 1906
- Built Before 1978: Yes
Lot Features
- Lot Size Range: Less than .25 Acre
- Lot Dimensions: 37.5 x 141.5
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1906
- Tax Amount: $6,099.62
- Tax Year: 2024
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: Court Approval Required
- Property ID: 13161150210000
Listed by RE/MAX Premier Luxury Collection
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Listing agent
— 5458 W Windsor Ave —
RE/MAX Premier Luxury Collection
(773) 719-0584
NMLS#: 1598647
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Schools
Schools serving 5458 W Windsor Ave
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Portage Park Elementary School 5330 West Berteau Avenue, Chicago, IL 60641 | PK-8 | 0.5 mi |
Schurz High School 3601 North Milwaukee Avenue, Chicago, IL 60641 | 9-12 | 1.9 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 5458 W Windsor Ave
Tax History
Tax History for 5458 W Windsor Ave
Year
Property Taxes
Change
Tax Assessment
Change
2023
$6,448
—
$44,001
2%
2023
$6,448
-1%
$42,999
—
2022
$6,485
5%
$42,999
—
2021
$6,173
-1%
$42,999
26%
2020
$6,232
—
$34,164
-10%
2019
$6,252
-8%
$37,961
—
2018
$6,824
22%
$37,961
30%
2017
$5,586
4%
$29,310
—
2016
$5,373
10%
$29,310
—
2015
$4,893
5%
$29,310
6%
2014
$4,657
2%
$27,650
—
2013
$4,554
9%
$27,650
—
2012
$4,197
—
$27,650
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 5458 W Windsor Ave
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5458 W Windsor Avenue, Chicago, IL 60630 (MLS# 12669441) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5458 W Windsor Avenue is currently listed for $399,900 and was received on June 05, 2026. Want to learn more about 5458 W Windsor Avenue? Do you have questions about finding other Single Family real estate for sale in Portage Park? You can browse all Portage Park real estate or contact a Coldwell Banker agent to request more information.