4419 W Gladys Avenue Chicago, IL ^$ 515,000

4419 W Gladys Avenue

^$ 515,000

Back to search

Recently Listed

4419 W Gladys Avenue

Chicago, IL, 60624

^$ 515,000

Bedrooms6 Baths5.0

Monthly Estimate*

^$ 3,171

4419 W Gladys Avenue, Chicago, IL 60624 - Image 1

4419 W Gladys Avenue, Chicago, IL 60624 - Image 2

4419 W Gladys Avenue, Chicago, IL 60624 - Image 3

4419 W Gladys Avenue, Chicago, IL 60624 - Image 4

4419 W Gladys Avenue, Chicago, IL 60624 - Image 5

4419 W Gladys Avenue, Chicago, IL 60624 - Image 6

4419 W Gladys Avenue, Chicago, IL 60624 - Image 7

4419 W Gladys Avenue, Chicago, IL 60624 - Image 8

4419 W Gladys Avenue, Chicago, IL 60624 - Image 9

4419 W Gladys Avenue, Chicago, IL 60624 - Image 10

4419 W Gladys Avenue, Chicago, IL 60624 - Image 11

4419 W Gladys Avenue, Chicago, IL 60624 - Image 12

4419 W Gladys Avenue, Chicago, IL 60624 - Image 13

4419 W Gladys Avenue, Chicago, IL 60624 - Image 14

4419 W Gladys Avenue, Chicago, IL 60624 - Image 15

4419 W Gladys Avenue, Chicago, IL 60624 - Image 16

4419 W Gladys Avenue, Chicago, IL 60624 - Image 17

4419 W Gladys Avenue, Chicago, IL 60624 - Image 18

4419 W Gladys Avenue, Chicago, IL 60624 - Image 19

4419 W Gladys Avenue, Chicago, IL 60624 - Image 20

4419 W Gladys Avenue, Chicago, IL 60624 - Image 21

4419 W Gladys Avenue, Chicago, IL 60624 - Image 22

4419 W Gladys Avenue, Chicago, IL 60624 - Image 23

4419 W Gladys Avenue, Chicago, IL 60624 - Image 24

4419 W Gladys Avenue, Chicago, IL 60624 - Image 25

4419 W Gladys Avenue, Chicago, IL 60624 - Image 26

4419 W Gladys Avenue, Chicago, IL 60624 - Image 27

4419 W Gladys Avenue, Chicago, IL 60624 - Image 28

Multi-Family Home for sale in Chicago, IL

for $515,000 with 6 bedrooms and 5 full baths. This home was built in 1893.

Stunning fully renovated brick 2-flat featuring a 3 bed/2 bath second-floor unit and an expansive 3 bed/3 bath duplex-down owner's unit, BOTH with Master Suites. Thoughtfully redesigned with luxury finishes throughout, including hardwood floors, quartz countertops, custom cabinetry, stainless steel appliances, recessed lighting, and beautifully updated bathrooms. Major improvements include electrical, plumbing, HVAC, windows, kitchens, baths, and exterior updates. Spacious rear parking area with newer 2-car garage and new porches. Ideal for owner-occupants or investors seeking a turnkey income-producing property. Conveniently located near I-290, public transportation, parks, schools, and downtown Chicago. A rare opportunity to own a move-in-ready multifamily property in rapidly developing West Garfield Park.

Multi-Family Active

Price

^$ 515,000

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 3,528

Style

Year Built

1893

Town/City

Chicago

County/Region

Cook

MLS | Web ID

12672263

Features

General

Sewer Public Sewer

Heating Natural Gas

Possession Closing

Garage Spaces 2

Construction Materials Brick

Year Built 1893

Township West Chicago

Tax Year 2024

Ownership Fee Simple

County Cook

New Construction N

Property Type Residential Income Two to Four Units

Total Rooms 11

Status Active

Directions MADISON TO KOSTNER SOUTH TO GLADYS WEST

City Chicago

High School District 299

MLS Area CHI - West Garfield Park

Tax Annual Amount 3528.9

Standard Status Active

Middle/Junior School District 299

Elementary School District 299

Interior

Basement Finished Full

Total Bedrooms 6

Total Baths 5

Bedrooms Possible 6

Full Baths Building 5

Half Baths Building 0

Total Number of Units 2

Exterior

Parking Features Yes Detached Garage

Water Source Lake Michigan

Total Parking 2

Lot Dimensions 25X125

Waterfront Y/N N

* Excluded Features

List By

Mnk Realty Professionals Llc

Broker

hakeem@lionheartdgtl.co

Affordability Calculator

$3,465

Per Month

Monthly Principal & Interest: $3,171
Monthly Property Taxes: $294
Monthly Home Insurance: --

Set your offer price

Down Payment

Loan Term

Interest Rate

Yearly Property Taxes

Yearly Home Insurance

Default based on a 30-year fixed rate of 6.25% 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.

Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

THE TIME TO SELL IS NOW! What's my home worth?

Nearby

Trends
Schools

Multi-family listings in Chicago, IL

Average List Price ^$623,030

Percent of Sale Price 21%

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
6/9/2026	$515,000		Listed Price

Map

More homes like this one

homes for you

See all

4419 W Gladys Avenue, Chicago, IL, 60624 is a Multi-Family Home for sale at $515,000. 4419 W Gladys Avenue has 6 bedrooms, 5.0 baths, and was built in 1893. The property's zip code is 60624 which is in Chicago, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% 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.

http://www.mredllc.com/comms/resources/DMCA_Notice.pdf

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

Data is updated as of 6/16/2026.

*Full Name

*Email

*Phone

I am interested in financing options

Get more info

By submitting the form, you agree that Weichert^® may contact you via phone or text about your inquiry, which may involve the use of automated means. You are not required to consent as a condition of purchasing any property, goods or services. For any other information please read our privacy policy.

Get more info

Looking for an Associate?

Already Working with an Associate?

4419 W Gladys Avenue

Multi-Family Home for sale in Chicago, IL

Affordability Calculator

Map

More homes like this one

Get more info about this home