5458 W Windsor Avenue, Chicago, IL, 60630

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$399,900
New Listing

5458 W Windsor Avenue
Chicago, IL 60630

For Sale|Single Family Residence|Active
3
Beds
2
Total Baths
2
Full Baths
1,513
SqFt
$264
/SqFt
1906
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of RE/MAX Premier Luxury Collection

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5458 W Windsor Avenue5458 W Windsor Avenue5458 W Windsor Avenue5458 W Windsor Avenue
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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!

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Listing Snapshot
Price 
$399,900
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
1,513 sqft
Total Baths 
2
Full Baths 
2
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
1906
MLS® Number 
12669441
Status 
Active
Property Tax 
$6,099.62
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
3 hours agoListing updated with changes from the MLS®
3 hours agoListing first seen on site
General Features
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Parking 
ConcreteGarage Door OpenerDetachedGarage
Parking Spaces 
2
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
Interior Features
Appliances 
RangeRefrigerator
Basement 
Partially FinishedFull
Cooling 
Wall Unit(s)
Electric 
Circuit Breakers100 Amp Service
Heating 
Natural Gas
Bedroom 2 
Dimensions - 13X12Level - Second
Bedroom 3 
Dimensions - 12X10Level - Second
Bedroom 4 
Dining Room 
Dimensions - COMBOLevel - Main
Family Room 
Kitchen 
Dimensions - 21X10Level - MainDescription - Eating Area-Table Space
Laundry 
Dimensions - 22X12Level - Basement
Living Room 
Dimensions - 24X13Level - Main
Master Bedroom 
Dimensions - 14X13Level - Second
Office 
Dimensions - 17X11Level - Basement
Utility Room-Lower Level 
Dimensions - 30X09Level - Basement
Work Room 
Dimensions - 10X08Level - Basement
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Exterior Features
Construction Details 
Vinyl Siding
Other Structures 
Workshop
Roof 
Asphalt
Community Features
MLS Area 
CHI - Portage Park
School District 
299
Township 
Jefferson
Schools
School District
299
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing Courtesy of MRED as distributed by MLS Grid of RE/MAX Premier Luxury Collection



Based on information submitted to the MLS GRID as of 2026-06-05 07:53 PM UTC. 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.
Last checked: 2026-06-05 07:53 PM UTC
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