5944 W Roosevelt Rd & 1054 S Mason Ave Chicago, IL 60644

Building Details

Year Built

1925

Listing office c***@kisergroup.com Show Phone

Listing date Jun 1, 2026

Source Kisergroup

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Investment Insights

Based on property information with market context.

This offering pairs two income properties in one purchase: a 38-unit mixed-use building and a 12-unit walkup property. The 38-unit component includes a mix of unit types—sixteen 2Bd/1Ba units, nineteen 1Bd/1Ba units, and eight studios—along with seven retail spaces. Recent capital improvements include newer individual furnaces and hot water tanks, updated electrical, updated copper plumbing, and new porches completed in 2023–2024.

Both properties are positioned in Chicago’s West Side’s highly sought-after pocket known as “The Island.” The buildings sit just a few blocks from the Chicago Blue Line “El” station at Austin and near Columbus Park, which offers ball fields, a theater, a pool, and a golf course.

For investors and operators, the combination of apartment inventory with on-site retail supports multiple income streams while still offering a straightforward residential ownership structure. The updated mechanical systems and refreshed exterior elements can help reduce near-term turnover and maintenance exposure. This is a rare 50-unit chance in a tight submarket, suited to buyers seeking scale and a balanced mix of living and retail revenue.

Key Highlights

• Two Chicago West Side multifamily properties: 38‑unit mixed‑use at 5944 W. Roosevelt and 12‑unit walkup at 1054 S. Mason (50 total units).
• Unit mix across the portfolio: 16 2BD/1BA, 19 1BD/1BA, 8 studios, plus 7 retail units.
• Newer individual furnaces and hot water tanks.

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FAQs

What type of property is this?

Apartment building - Rare opportunity to acquire a 50-unit mixed residential and retail portfolio with recent mechanical and exterior updates.

Where is this apartment building located?

The property is located at 5944 W Roosevelt Rd & 1054 S Mason Ave Chicago, IL.

What is the asking price?

The asking price for this property is $3,750,000.

What are key features of this property?

This property features: Two Chicago West Side multifamily properties: 38‑unit mixed‑use at 5944 W. Roosevelt and 12‑unit walkup at 1054 S. Mason (50 total units).; Unit mix across the portfolio: 16 2BD/1BA, 19 1BD/1BA, 8 studios, plus 7 retail units.; Newer individual furnaces and hot water tanks.