5716 S May Street Chicago, IL ^$ 399,900

5716 S May Street

^$ 399,900

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5716 S May Street

Chicago, IL, 60621

^$ 399,900

Bedrooms6 Baths2.0 Sq 2,652

Monthly Estimate*

^$ 2,495

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Multi-Family Home for sale in Chicago, IL

for $399,900 with 6 bedrooms and 2 full baths. This 2,652 square foot home was built in 1904.

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.

Multi-Family Active

Price

^$ 399,900

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 3,214

Style

Greystone

Year Built

1904

Town/City

Chicago

County/Region

Cook

MLS | Web ID

12523363

Features

General

Sewer Public Sewer

Heating Steam Radiator(s)

Possession Closing

Garage Spaces 2

Architectural Style Greystone

Construction Materials Brick Stone

Year Built 1904

Township South Chicago

Tax Year 2024

Ownership Fee Simple

County Cook

New Construction N

Property Type Residential Income Two to Four Units

Total Rooms 12

Status New

Directions Garfield Blvd ( 55th Street ) east / west to May St south to address.

City Chicago

High School District 299

MLS Area CHI - Englewood

Tax Annual Amount 3214.51

Additional Parcels Y/N N

Standard Status Active

Middle/Junior School District 299

Elementary School District 299

Interior

Basement Partially Finished Unfinished Partial

Total Bedrooms 6

Total Baths 2

Bedrooms Possible 6

Full Baths Building 2

Half Baths Building 0

Total Number of Units 2

Exterior

Parking Features Garage Door Opener Yes Garage Owned Detached Garage

Water Source Lake Michigan Public

Total Parking 2

Lot Dimensions 3750

Waterfront Y/N N

* Excluded Features

List By

Compass

Broker

csweitzerrealestate@gmail.com;csweitzerrealestate@gmail.com

Affordability Calculator

$2,763

Per Month

Monthly Principal & Interest: $2,495
Monthly Property Taxes: $268
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends
Schools

Multi-family listings in Chicago, IL

Average List Price ^$616,552

Percent of Sale Price 54%

About Chicago, IL

2,755,380 Population

-4% Since 2002

^$53,088 Median Income

36.07 Median Age

25% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

566059 Elementary School

566846 Middle School

Unknown High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
12/17/2025	$399,900		Listed Price

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5716 S May Street, Chicago, IL, 60621 is a Multi-Family Home for sale at $399,900 with 2,652 sqft. 5716 S May Street has 6 bedrooms, 2.0 baths, and was built in 1904. The property's zip code is 60621 which is in Chicago, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Data is updated as of 12/18/2025.

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5716 S May Street

Multi-Family Home for sale in Chicago, IL

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