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$257,888 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1,178 Sq. Ft.
  • 2 Car Garage
  • Updated 13 hours ago
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Stunning, fully gut-rehabbed 2-unit building-a true turnkey opportunity. Featuring a 2-bed/1-bath unit on the first floor and a massive 5-bed/2-bath duplex-up, this property blends modern, luxury finishes with maximum income potential. New electrical, plumbing, HVAC, and designer kitchens make this a perfect investor or owner-occupant gem.

Full Property Details for 5527 S May St

General

  • Price: $257,888
  • Taxes: $1,185 (2024)
  • Status: Active
  • Type: Single Family
  • Source: MRED
  • MLS ID: 12752836
  • Updated: 9/7/2026
  • Added to Site: 1 day(s) ago

Interior

  • Basement: Finished, F

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Basement Baths: Yes

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms(Blw Grade): 2

Additional Information

  • Other Features: Commuter Bus, Commuter Train, Interstate Access

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Yes, Garage Owned, Detached, Garage

Location

  • Area: CHI - Englewood
  • County: Cook
  • Township: Lake
  • Driving Directions: Take Garfield Street to S May St , go south to Address

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: Central Air Conditioning, None
  • Heating Type: Natural Gas, Forced Air

Utilities

  • Sewer: Public Sewer
  • Water: Lake Michigan, Public

Structural Information

  • Construction: Aluminum Siding
  • Exterior Const.: Aluminum Siding
  • Basement: Yes
  • Basement Desc.: Finished, Full
  • Roof: Asphalt
  • Square Feet: 1,178
  • Sq. Ft. Source: Estimated
  • Built Before 1978: Yes
  • Remodeled/Updated: 2021

Lot Features

  • Lot Size (Acres): 0.0717
  • Lot Size Range: Less than .25 Acre
  • Lot Dimensions: 3125

Financial Considerations

  • Tax Amount: $1,185.38
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 20172010130000

Listed by Infiniti Properties, Inc.

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— 5527 S May St —

  • Infiniti Properties, Inc.

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NMLS#: 1598647

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NMLS#: 1598647

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Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 5527 S May St

School District:Chicago Public School District 299
NameGradesDistance
Holmes Elementary School, Chicago, IL
955 West Garfield Boulevard, Chicago, IL 60621
PK-80.2 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 5527 S May St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/07/2026
Listed
$257,888
974.53%
MLS
10/28/2020
Sold
$24,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 5527 S May St

Year
Property Taxes
Change
Tax Assessment
Change
2023
$702
—
$6,801
104%
2023
$702
3%
$3,326
—
2022
$684
2%
$3,326
—
2021
$669
-48%
$3,326
-43%
2020
$1,291
160%
$5,795
135%
2019
$496
-58%
$2,471
-59%
2018
$1,185
-23%
$6,001
-16%
2017
$1,535
7%
$7,129
—
2016
$1,428
-4%
$7,129
-12%
2015
$1,481
13%
$8,083
15%
2014
$1,307
-3%
$7,043
-5%
2013
$1,343
-3%
$7,384
-5%
2012
$1,389
—
$7,738
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Infiniti Properties, Inc.

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5527 S May Street, Chicago, IL 60621 (MLS# 12752836) is a Single Family property with 4 bedrooms and 2 full bathrooms. 5527 S May Street is currently listed for $257,888 and was received on September 07, 2026. Want to learn more about 5527 S May Street? Do you have questions about finding other Single Family real estate for sale in Englewood? You can browse all Englewood real estate or contact a Coldwell Banker agent to request more information.

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