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$399,900 Contingent

  • For Sale
  • Contingent
  • Multi-Family
  • 6 Total Beds
  • 2 Car Garage
  • Updated 16 hours ago
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Welcome to 5716 S May Street, a beautifully renovated, greystone 2-flat, perfect for an investor or owner-occupant. This property offers peace of mind with new mechanicals, appliances, roof, modern finishes, and thoughtful layouts throughout. Offering over 1,300 Sq. feet of living space per unit, both units feature spacious 3-bedroom, 1-bath floor plans with LVP flooring and a contemporary kitchen with stainless steel appliances. Clean unfinished basement with shared washer and dryer & separate utility panels. Outside, you'll find a tidy, low-maintenance yard and 2-car garage, rounding out the appeal for both renters and owners. Whether you're looking to house hack your first property or add a fully turnkey asset to your rental portfolio, 5716 S May Street is a compelling investment opportunity.

Full Property Details for 5716 S May St

General

  • Price: $399,900
  • Taxes: $3,214 (2024)
  • Status: Contingent
  • Type: Multi-Family
  • Source: MRED
  • MLS ID: 12540127
  • Updated: 1/15/2026
  • Added to Site: 12 day(s) ago

Interior

  • Basement: Partially

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Upper - Full Baths: 2

Bedrooms

  • Total Bedrooms: 6

Additional Information

  • Other Features: Commuter Bus, Interstate Access

Parking

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

Location

  • Area: CHI - Englewood
  • County: Cook
  • Township: South Chicago
  • Driving Directions: Garfield Blvd ( 55th Street ) east / west to May St, south to address.

School Information

  • School District: 299
  • Elem School District: 299
  • Midd School District: 299
  • High School District: 299

Heating & Cooling

  • Heating Type: Steam, Radiator(s)

Utilities

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

Structural Information

  • Architectural Info: Greystone
  • Architectural Style: Greystone
  • Construction: Brick, Stone
  • Exterior Const.: Brick, Stone
  • Basement: Yes
  • Basement Desc.: Partially Finished, Unfinished, Partial
  • Year Built: 1904
  • Built Before 1978: Yes
  • Remodeled/Updated: 2025

Unit Information

  • Units in Building: 2

Lot Features

  • Lot Size Range: Oversized Chicago Lot
  • Lot Dimensions: 3750

Financial Considerations

  • Assessment Year: 1904
  • Tax Amount: $3,214.51
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 20172160070000

Listed by Compass

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— 5716 S May St —

  • Compass

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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 5716 S May St

School District:Chicago Public School District 299
NameGradesDistance
Nicholson Technology Acad Elementary School
6006 South Peoria Street, Chicago, IL 60621
PK-80.5 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 5716 S May St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/04/2026
Listed
$399,900
185.64%
MLS
7/22/2025
Sold
$140,000
—
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 5716 S May St

Year
Property Taxes
Change
Tax Assessment
Change
2023
$1,688
3%
$7,999
—
2022
$1,645
100%
$7,999
—
2021
100%
$7,999
-1%
2020
100%
$8,056
-13%
2019
-100%
$9,260
-45%
2017
$55
-44%
$16,685
—
2016
$99
4%
$16,685
—
2015
$95
—
$16,685
10%
2014
$95
—
$15,214
—
2013
$95
7%
$15,214
—
2012
$89
—
$15,214
—
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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5716 S May Street, Chicago, IL 60621 (MLS# 12540127) is a Multi-Family property with 2 units containing 6 bedrooms and 0 full bathrooms. 5716 S May Street is currently listed for $399,900 and was received on January 04, 2026. Want to learn more about 5716 S May Street? Do you have questions about finding other Multi-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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