Date
Details
Price
Change
Source
10/31/2025
Listed
$659,000
—
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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$659,000
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Property Description
The neighborhoods of Portage Park, and Jefferson Park, 2-unit brick building offering a concrete driveway into your large 2-car garage with great curb appeal, individual utilities, each floor has 3-bedrooms, 1-bath, with the basement being 2-bedrooms, 1-bath. 2020 newer roof. Basement gas and ComEd including electric Space heat connected to 1st floor unit within Walking distance to Milwaukee Ave., and Central Ave., and within short distance and easy access to public transportation of CTA Blue line, Jefferson memorial Park, Wilson Park, shops, restaurants, daily life necessities, and within minutes to major roads, and interstates. This is 2 Units not 3 Units. Per sellers request buyers pre-approval required before interior access.
Full Property Details
Full Property Details for 5738 W Windsor Ave
General
- Price: $659,000
- Taxes: $7,740 (2023)
- Status: Active
- Type: Multi-Family
- Source: MRED
- MLS ID: 12506910
- Updated: 12/4/2025
- Added to Site: 77 day(s) ago
Interior
- Basement: Finished, F
Rooms
Bathrooms
- Total Bathrooms: 3
- Upper - Full Baths: 3
Bedrooms
- Total Bedrooms: 8
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking Features: Yes, Garage Owned, Detached, Garage
Location
- Area: CHI - Portage Park
- County: Cook
- Township: Rogers Park
- Driving Directions: Central Ave.- West on Windsor Ave. 1 way to address Montrose Ave/ Sunnyside Ave.-North on Major Ave.-west on Windsor Ave. to address
School Information
- School District: 299
- Elem School District: 299
- Midd School District: 299
- High School District: 299
- Elementary School: Beard Elementary School
- Middle School: Prussing Elementary School
- High School: Taft High School
- Private School: Taft High School
Heating & Cooling
- Heating Type: Natural Gas, Forced Air
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Construction: Brick
- Exterior Const.: Brick
- Basement: Yes
- Basement Desc.: Finished, Full
- Foundation: Brick/Mortar
- Year Built: 1922
- Built Before 1978: Yes
Unit Information
- Units in Building: 2
Lot Features
- Lot Size Range: Less than .25 Acre
- Lot Dimensions: 37 x 125
- Zoning: MULTI
Financial Considerations
- Parking Included: Yes
- Assessment Year: 1922
- Tax Amount: $7,740
- Tax Year: 2023
- Pays Sewer: Public Sewer
Disclosures and Reports
- Ownership: Fee Simple
- Property ID: 13172210220000
Listed by Century 21 Circle
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— 5738 W Windsor Ave —
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NMLS#: 1598647
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Schools
Schools serving 5738 W Windsor Ave
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Prussing Elementary School 4650 North Menard Avenue, Chicago, IL 60630 | PK-8 | 0.2 mi |
Taft High School 6530 West Bryn Mawr Avenue, Chicago, IL 60631 | 9-12 | 1.8 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 5738 W Windsor Ave
Tax History
Tax History for 5738 W Windsor Ave
Year
Property Taxes
Change
Tax Assessment
Change
2023
$7,740
3%
$39,999
—
2022
$7,524
2%
$39,999
—
2021
$7,374
9%
$39,999
19%
2020
$6,795
-4%
$33,606
-13%
2019
$7,072
2%
$38,628
—
2018
$6,952
7%
$38,628
15%
2017
$6,505
4%
$33,592
—
2016
$6,228
10%
$33,592
—
2015
$5,675
—
$33,592
2%
2014
$5,660
2%
$33,074
—
2013
$5,537
1%
$33,074
—
2012
$5,487
—
$33,074
—
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 5738 W Windsor Ave
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- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 1Total Bath
- 1,110Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 2Total Baths
- 1,381Sq. Ft.
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5738 W Windsor Avenue, Chicago, IL 60630 (MLS# 12506910) is a Multi-Family property with 2 units containing 8 bedrooms and 0 full bathrooms. 5738 W Windsor Avenue is currently listed for $659,000 and was received on October 31, 2025. Want to learn more about 5738 W Windsor Avenue? Do you have questions about finding other Multi-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.