4411 Prairie Avenue, Grand Boulevard, Chicago, Illinois 60653


$279,700

For Sale
Status: Contingent
Sqft: 0
Cost/Sqft:
Beds: 2
Baths: 0
Year Built: 1888
Property Taxes: $4,167
Days On Market: 46
Lot Size: 0,05
Map
Street View

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 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!

Property Specifics

Multi-unit
1888
No
0.05
Cook
— / —
12504445
20033100060000

Property History

DATE: EVENT: PRICE: SOURCE:
13 Oct, 2025 Sold $196,200 MRED MLS
10 Jun, 2025 Under contract $222,600 MRED MLS
Last price change $222,600 MRED MLS
21 May, 2025 Listed for sale $222,600 MRED MLS
3 Dec, 2025 Under contract $279,700 MRED MLS
Last price change $289,700 MRED MLS
27 Oct, 2025 Listed for sale $299,700 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 2
Bedrooms Above Ground: 2
Bedrooms Below Ground: 0
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Bathroom Info:
Full Bathrooms: 2
Partial Bathrooms: —
Bathroom Amenities: —
Bathroom in Basement: —
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

1
2312
Not in DB

Tax History

Year Property Taxes
2025 $4,167

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Contact Agent

Listing Provided By

Manifest Homes Corporation