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$570,000 Just Listed

  • For Sale
  • Active
  • Multi-Family
  • 4 Total Beds
  • 2 Car Garage
  • Updated 10 hours ago

Next open house:

Open House: 12:00 PM - 3:00 PM

Sunday 3/8 12:00 PM - 3:00 PM

5955 S Whipple Street,Chicago, IL 60629

5955 S Whipple StreetChicagoIL60629

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Beautifully remodeled two-unit building with a third non-conforming unit, perfect for investors or owner-occupants seeking additional income. This move-in ready property features refinished hardwood floors, fresh paint throughout, granite countertops, and vinyl flooring in the kitchens, creating bright and inviting living spaces. Major improvements include new electrical, new plumbing, a new furnace, new air conditioner, and a new water heater, providing peace of mind for years to come. The property also features new concrete and a brand-new porch, adding to its curb appeal and functionality. The main house roof is only four years old, and the brick two-car garage has a brand-new roof and a Wi-Fi remote garage door opener that comes with two remotes. With quality updates throughout and excellent income potential, this is a turnkey opportunity you won't want to miss.

Full Property Details for 5955 S Whipple St

General

  • Price: $570,000
  • Taxes: $4,030 (2024)
  • Status: Active
  • Type: Multi-Family
  • Source: MRED
  • MLS ID: 12584782
  • Updated: 3/7/2026
  • Added to Site: 2 day(s) ago

Interior

  • Basement: Finished, E

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Upper - Full Baths: 3

Bedrooms

  • Total Bedrooms: 4

Additional Information

  • Other Features: Commuter Bus

Parking

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

Location

  • Area: CHI - Chicago Lawn
  • County: Cook
  • Township: Lake
  • Driving Directions: 59th St East To Whipple South To Address

School Information

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

Heating & Cooling

  • Heating Type: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Construction: Brick
  • Exterior Const.: Brick
  • Basement: Yes
  • Basement Desc.: Finished, Exterior Entry, Full
  • Roof: Tar/Gravel
  • Year Built: 1927
  • Built Before 1978: Yes
  • Remodeled/Updated: 2025

Unit Information

  • Units in Building: 2

Lot Features

  • Lot Size (Acres): 0.08
  • Lot Size Range: Less than .25 Acre
  • Lot Dimensions: 30 x 125
  • Zoning: MULTI

Financial Considerations

  • Assessment Year: 1927
  • Tax Amount: $4,030
  • Tax Year: 2024
  • Pays Sewer: Public Sewer

Disclosures and Reports

  • Ownership: Fee Simple
  • Property ID: 19133030230000

Listed by Luna Realty Group

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Listing agent

— 5955 S Whipple St —

  • Luna Realty Group

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NMLS#: 1598647

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

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Find the right home insurance for your new home!

with our affiliated in-house agency

Request a Quote

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

Schools serving 5955 S Whipple St

School District:Chicago Public School District 299
NameGradesDistance
Tonti Elementary School
5815 South Homan Avenue, Chicago, IL 60629
PK-50.5 mi
Hernandez Middle School
3510 West 55th Street, Chicago, IL 60632
6-80.9 mi
Solorio Acad High School
5400 South Saint Louis Avenue, Chicago, IL 60632
9-121 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 5955 S Whipple St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/05/2026
Listed
$570,000
128%
MLS
3/14/2025
Sold
$250,000
—
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 5955 S Whipple St

Year
Property Taxes
Change
Tax Assessment
Change
2023
$4,030
3%
$18,999
—
2022
$3,930
3%
$18,999
—
2021
$3,820
8%
$18,999
21%
2020
$3,534
82%
$15,760
-14%
2019
$1,940
2%
$18,326
—
2018
$1,911
-7%
$18,326
-2%
2017
$2,046
-16%
$18,724
—
2016
$2,444
4%
$18,724
—
2015
$2,350
1%
$18,724
8%
2014
$2,331
—
$17,271
—
2013
$2,340
15%
$17,271
—
2012
$2,028
—
$17,271
—
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 Luna Realty Group

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5955 S Whipple Street, Chicago, IL 60629 (MLS# 12584782) is a Multi-Family property with 2 units containing 4 bedrooms and 0 full bathrooms. 5955 S Whipple Street is currently listed for $570,000 and was received on March 05, 2026. Want to learn more about 5955 S Whipple Street? Do you have questions about finding other Multi-Family real estate for sale in Chicago Lawn? You can browse all Chicago Lawn real estate or contact a Coldwell Banker agent to request more information.

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