5537 S Massasoit Avenue Chicago, IL ^$ 394,900

5537 S Massasoit Avenue

^$ 394,900

Back to search

Recently Listed

5537 S Massasoit Avenue

Chicago, IL, 60638

^$ 394,900

Bedrooms4 Baths2.0 Sq 1,023

Monthly Estimate*

^$ 2,493

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 1

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 2

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 3

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 4

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 5

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 6

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 7

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 8

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 9

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 10

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 11

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 12

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 13

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 14

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 15

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 16

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 17

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 18

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 19

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 20

5537 S Massasoit Avenue, Chicago, IL 60638 - Image 21

Single Family Home for sale in Chicago, IL

for $394,900 with 4 bedrooms and 2 full baths. This 1,023 square foot home was built in 1954 on a lot size of 0.0868.

Step up to luxury! What a find! Totally updated throughout, 4 bedroom, 2 bath raised ranch with totally private fully paver bricked back yard. Recent upgrades include: roof, furnace, hot water tank, plumbing, electric panel, and much, much more! Gourmet kitchen featuring quartz surfaces, custom tile backsplash, all stainless steel appliances. Volume ceilings on main level with recessed lighting. Elegant! Basement features family room, wet bar with wine rack, guest bedroom, and a custom bath with multi-head shower. No expense spared, the finest of everything. Relocation forces sale. Schedule your showing, this is the one you've been waiting for!

Single Family Active

Price

^$ 394,900

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 5,994

Style

Ranch

Lot Size

0.0868

Year Built

1954

Town/City

Chicago

County/Region

Cook

MLS | Web ID

12709368

Features

General

Living Area 1023

Sewer Public Sewer

Heating Natural Gas Forced Air

Cooling Central Air

Possession Closing

Roof Asphalt

Appliances Range Microwave Dishwasher Refrigerator Washer Dryer Stainless Steel Appliance(s)

HOA Fee 0

Garage Spaces 2

Association Fee Includes None

Architectural Style Ranch

Construction Materials Brick

Year Built 1954

Electric Circuit Breakers

Township Lake

Tax Year 2025

Ownership Fee Simple

Community Features Curbs Gated Sidewalks Street Lights Street Paved

Assoc Fee Paid Per Not Applicable

County Cook

New Construction N

Property Type Residential Detached Single

Total Rooms 8

Full Baths 2

Status New

Directions 55th Street West to Massasoit South to home

City Chicago

High School District 299

MLS Area CHI - Garfield Ridge

Tax Annual Amount 5994

Standard Status Active

Middle/Junior School District 299

Elementary School District 299

Interior

Interior Amenities Wet Bar 1st Floor Full Bath

Basement Finished Full

Flooring Hardwood

Half Baths 0

Total Bedrooms 3

Total Baths 2

Bedrooms Possible 4

Bathroom European Shower

Exterior

Parking Features Garage Door Opener Yes Garage Owned Detached Garage

Water Source Lake Michigan

Total Parking 2

Foundation Details Concrete Perimeter

Lot Dimensions 30X125

Lot Size Acres 0.0868

Waterfront Y/N N

* Excluded Features

List By

Real People Realty

Broker

mikeblake1@comcast.net

Affordability Calculator

$2,993

Per Month

Monthly Principal & Interest: $2,493
Monthly Property Taxes: $500
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 6.49% 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

Single family listings in Chicago, IL

Average List Price ^$583,874

Percent of Sale Price 48%

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
7/19/2026	$394,900		Listed Price

Map

More homes like this one

homes for you

See all

5537 S Massasoit Avenue, Chicago, IL, 60638 is a Single Family Home for sale at $394,900 with 1,023 sqft and a lot size of 0.0868. 5537 S Massasoit Avenue has 4 bedrooms, 2.0 baths, and was built in 1954. The property's zip code is 60638 which is in Chicago, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% 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 7/20/2026.

*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?

5537 S Massasoit Avenue

Single Family Home for sale in Chicago, IL

Affordability Calculator

Map

More homes like this one

Get more info about this home