4411 S Prairie Avenue Chicago, IL $ 274,700
4411 S Prairie Avenue
$ 274,700
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4411 S Prairie Avenue

Chicago, IL, 60653
$ 274,700
Bedrooms2 Baths2.0 Sq 1,872

Monthly Estimate*

$ 1,714

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Multi-Family Home for sale in Chicago, IL

for $274,700 with 2 bedrooms and 2 full baths. This 1,872 square foot home was built in 1888 on a lot size of 0.05.

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!

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Multi-Family Active

Price

$ 274,700

Bedrooms

2

Full Bath

2

Property Type

Multi-Family

Taxes

$ 4,167

Style

Lot Size

0.05

Year Built

1888

Town/City

Chicago

County/Region

Cook

MLS | Web ID

12504445

Features
General
Sewer Public Sewer
Heating Radiant
Possession Closing
Roof Shake
Garage Spaces 1
Architectural Style Other
Construction Materials Brick
Year Built 1888
Township South Chicago
Tax Year 2023
Ownership Fee Simple
County Cook
New Construction N
Property Type Residential Income Two to Four Units
Total Rooms 8
Status Active
Directions Head east on E 44th St toward S Prairie Ave Turn right onto S Prairie Ave
City Chicago
High School District 1
MLS Area CHI - Grand Boulevard
Tax Annual Amount 4167
Virtual Tour https://order.repropix.com/sites/4411-s-prairie-ave-chicago-il-60653-21132083/branded
Standard Status Active
Middle/Junior School District 1
Elementary School District 1
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Interior
Basement Unfinished Full
Total Bedrooms 2
Total Baths 2
Bedrooms Possible 2
Full Baths Building 2
Half Baths Building 0
Total Number of Units 2
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Exterior
Parking Features Yes Garage Owned Detached Garage
Water Source Public
Total Parking 1
Lot Dimensions 2312
Lot Size Acres 0.05
Waterfront Y/N N
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* Excluded Features
List By
Manifest Homes Corporation

Broker

brokerjones@outlook.com

Email

Affordability Calculator

$2,061
Per Month
83%
17%
0%
Monthly Principal & Interest
$1,714
Monthly Property Taxes
$347
Monthly Home Insurance
--
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
565620 Elementary School
565526 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
12/23/2025$274,700 -1.79% Price Down
11/22/2025$279,700 -3.45% Price Down
10/30/2025$289,700 -3.34% Price Down
10/27/2025$299,700 Listed Price

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4411 S Prairie Avenue, Chicago, IL, 60653 is a Multi-Family Home for sale at $274,700 with 1,872 sqft and a lot size of 0.05. 4411 S Prairie Avenue has 2 bedrooms, 2.0 baths, and was built in 1888. The property's zip code is 60653 which is in Chicago, IL