4411 S Prairie Ave

$279,700
Price
2
Beds
1,872 Sq. Ft.
$149 / Sq. Ft.
1,872
Sq. Ft.
$149
per Sq. Ft.

Description

INVESTOR SPECIAL: Historic 2-Unit Gem on Massive Lot - Prairie Avenue Unlock the Potential of Chicago History Welcome to a rare opportunity on historic Prairie Avenue! This classic 1888 two-flat sits on an expansive 0.531-acre lot-one of the largest residential parcels in the area-offering incredible upside for the visionary investor ready to transform this property into a cash-flowing asset. Property Highlights: 2 units | 2 BD | 2 BA | 1,872 sq ft Built 1888 - timeless character with solid bones...INVESTOR SPECIAL: Historic 2-Unit Gem on Massive Lot - Prairie Avenue Unlock the Potential of Chicago History Welcome to a rare opportunity on historic Prairie Avenue! This classic 1888 two-flat sits on an expansive 0.531-acre lot-one of the largest residential parcels in the area-offering incredible upside for the visionary investor ready to transform this property into a cash-flowing asset. Property Highlights: 2 units | 2 BD | 2 BA | 1,872 sq ft Built 1888 - timeless character with solid bones Oversized lot (0.531 acres!) with room for expansion, parking, or outdoor amenities Prime Chicago location near public transit, shopping, dining & parks Priced to move at $289,700 - budget-friendly with room for value-add renovations Why This is a Smart Investment: Strong Rental Income Potential - Two units mean double the opportunity. Live in one, rent the other, or lease both for maximum cash flow. Value-Add Ready - Cosmetic updates to kitchens, baths, and finishes will unlock significant rental or resale value. Exceptional Lot Size - At over half an acre, the development possibilities are virtually limitless in this sought-after neighborhood. Historic Prairie Avenue - Rich in Chicago history and poised for continued revitalization. Get in now while prices are still accessible. Flexible for Multiple Strategies - Perfect for house hackers, buy-and-hold investors, or developers seeking a large-lot opportunity. Location, Location, Location: Situated in a vibrant South Side neighborhood with easy access to downtown Chicago, major highways (I-90/94), CTA Red Line, schools, and all the amenities the city has to offer. Prairie Avenue boasts deep historical roots and strong future growth potential. Perfect For: Real estate investors seeking rental income Live-in landlords seeking lower monthly loan payments. Developers eyeing a rare large-lot opportunity in Chicago The Vision is Yours - The Opportunity is Now. This property is ready for your creative touch. Bring your contractor, your ambition, and your vision-then watch the transformation unfold. Schedule your private showing today!
  1. Listed by Henry Jones • Manifest Homes Corporation
    P: (708)-926-1591 brokerjones@outlook.com

Property Details for 4411 South Prairie Avenue

Area
CHI - Grand Boulevard
Township
South Chicago
Ownership
Fee Simple
Num Of Garage Spaces
1.0
Num Of Parking Spaces
1.0
Heat/Fuel
Radiant
Architectural Style
Other
LISTING UPDATED: 12/04/2025 01:03 PM

Property Details for 4411 South Prairie Avenue

StatusContingent
MLS #12504445
Days on Market39
Taxes$4,167 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeTwo to Four Units / 2 Story Unit/S
Year Built1888
Lot Size0.05 AC / 2,178 SF
CountyCook County

Location

Listing Courtesy of Manifest Homes Corporation
Add your commute

Building Information for 4411 South Prairie Avenue

Stories-Residences2Year Built1888Building Size-Lot Size0.05 AC / 2,178 SF

Payment Calculator

$1,729 per month

30 year fixed, 6.28% Interest

Principal and Interest

$1,382

Property Taxes

$347

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 4411 South Prairie Avenue

General Information
School Information
  • Elementary School District: 1
  • High School District: 1
  • Middle Or Junior School District: 1
Addtl Parking Information
  • Parking Details: Yes, Garage Owned, Detached, Garage
Property Information
Interior Features
  • Num Of Rooms: 8
  • Bedrooms Total: 2
  • Bedrooms (Below Grade): 0
  • Basement Type: Unfinished, Full
  • Bedrooms Possible: 2
  • # Full Baths in Building: 2
  • # Half Baths in Building: 0
  • Num of Baths: 2.0
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Public
Property/Lot Information
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: Yes
  • Age: 100+ Years
  • Lot Size: Less Than .25 Acre
  • Lot Dimensions: 2312
  • Total # Units in Building: 2.0
  • Waterfront: No
  • Construction: Brick
  • Roof Type: Shake
  • General Information: None
  • North Coordinate: 0
  • South Coordinate: 4000
  • East Coordinate: 200
  • West Coordinate: 0
  • 3 Br Un In Bldg: No
Property and Assessments
  • Buyer Financing: Conventional, Cash
  • Public Document Count: 1
  • Document Date: 2025-10-31T00:40:19
  • Photos Count: 6
  • OpenHouse Count: 0
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Multi Family
Unit 1
  • Unit Type Actual Rent: $.00
  • Unit Type Baths Total: 1
  • Unit Type Beds Total: 1
  • Unit Type Type: Unit 1
  • Lease Expiration Date: 0
Unit 2
  • Unit Type Actual Rent: $.00
  • Unit Type Baths Total: 1
  • Unit Type Beds Total: 1
  • Unit Type Type: Unit 2
  • Lease Expiration Date: 0

Property History for 4411 South Prairie Avenue

DateEvent & SourcePriceAppreciation
Dec 3, 2025

Contingent

MRED #12504445

Nov 21, 2025

Price Change

MRED #12504445

$279,700
Oct 30, 2025

Price Change

MRED #12504445

$289,700
Oct 27, 2025

Listed (Active)

MRED #12504445

$299,700
Oct 13, 2025

Sold

MRED #12371837

$196,200
Jul 24, 2025

Sold (Public Record)

Public Record #1917923742

$196,500

+2.3% / yr

Jun 10, 2025

Pending

MRED #12371837

Jun 10, 2025

Listed (Active)

MRED #12371837

$222,600
Feb 21, 2023

Cancelled

MRED #11353340

$269,900
May 7, 2022

Contingent

MRED #11353340

Mar 19, 2022

Listed (Active)

MRED #11353340

$299,900
Jun 26, 2003

Sold (Public Record)

Public Record #121777517

$120,000
DateEvent & SourcePrice
12/03/2025

Contingent

MRED #12504445

11/21/2025

Price Change

MRED #12504445

$279,700
10/30/2025

Price Change

MRED #12504445

$289,700
10/27/2025

Listed (Active)

MRED #12504445

$299,700
10/13/2025

Sold

MRED #12371837

$196,200
07/24/2025

Sold (Public Record)

Public Record #1917923742

$196,500

+2.3% / yr

06/10/2025

Pending

MRED #12371837

06/10/2025

Listed (Active)

MRED #12371837

$222,600
02/21/2023

Cancelled

MRED #11353340

$269,900
05/07/2022

Contingent

MRED #11353340

03/19/2022

Listed (Active)

MRED #11353340

$299,900
06/26/2003

Sold (Public Record)

Public Record #121777517

$120,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 4411 South Prairie Avenue

Taxable ValueLand$8,092Additions$14,908Total$23,000
Tax Record2023$4,167 ($347 / month)
Home Facts
Baths2Total Finished SqFt1,872 SqFtAbove Grade Finished SqFt1,872 SqFtStories2Lot Size2,312 SqFtStyleMulti-Family Res (5+ Units)Year Built1890CountyCOOKAPN20-03-310-006

Schools near 4411 South Prairie Avenue

This home is within Chicago Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Public - K to 6
Public - 9 to 12
Rating
School
Distance
Mollison Elementary School
PublicPK to 8

Phillips Academy High School
Public9 to 12

Williams Medical Prep High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Neighborhood Map and Transit

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Manifest Homes Corporation

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 12/04/2025 01:03 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.