Cook County, IL Duplexes for Sale

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Updated: Aug 26

New-Construction Duplex with Garden Residence

1433 S Trumbull Avenue, Chicago, IL 60623

$549,999

2,900 sqft

New construction scheduled for October 2026
Approximately 2,900 square feet across two residences
Primary duplex‑up offers 3 bedrooms and 2.5 baths
Garden residence includes 2 bedrooms, 2 full baths, and 10‑foot ceilings
Two‑car garage, rear deck, and fenced backyard

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1433 S Trumbull Avenue, Chicago, IL 60623

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Est. Cap Rate

8.8%
Above avg (5.9%)
Est. NOI

$48K
Annual
Price @ 7% Cap

$691K
Above asking

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Updated: Aug 26

Duplex with Two-Car Garage

1936 N Tripp Avenue, Chicago, IL 60639

$599,000

0.49 AC lot

Two three‑bedroom, one‑bathroom units with private front and rear entrances
0.49‑acre double lot with rear patio and backyard
Two‑car garage, side driveway, and additional guest parking
Full walk‑out basement with laundry room, workshop, and storage
Second‑floor unit updated with cabinets, appliances, and flooring

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Brick Duplex with Two-Car Garage

2924 N 75th Court, Elmwood Park, IL 60707

$630,800

0.25 AC lot

Vacant two-unit property with refreshed interiors, updated mechanical systems, and flexible lower-level configuration.

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Rehabilitated Two-Flat Duplex

2843 W Fletcher Street, Chicago, IL 60618

$799,900

0.07 AC lot

Fully rented brick duplex with updated kitchens, bathrooms, and core building systems.

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Renovated Mixed-Use Property

517 S 9th Ave, Maywood, IL 60153

$599,999

7,712 sqft

Combines leased residential units with renovated automotive shop space and included equipment.

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Updated Two-Unit Duplex

5942 W Thorndale Avenue, Chicago, IL 60646

$599,999

0.08 AC lot

City-certified property with remodeled kitchens and baths, a finished basement suite, and a rehabilitated garage.

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Townhouse-Style Duplex

1132 E 44th Street, Chicago, IL 60653

$650,000

0.03 AC lot

Two-unit residential property with separate electric meters, private entry, and flexible multi-level living areas.

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Brick Duplex with Garage

1311 W Columbia Avenue, Chicago, IL 60626

$725,000

0.11 AC lot

Two-unit layout includes a lower-level family room, bar area, and separate dining spaces.

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Mixed-Use Building with Commercial Space

5154 W Wolfram St, Chicago, IL 60641

$699,000

8,984 sqft

Two residential units complement commercial space along Laramie Avenue at Diversey Avenue.

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Two-Unit Frame Duplex

4339 S Indiana Avenue, Chicago, IL 60653

$575,000

0.09 AC lot

Updated kitchens, hardwood floors, and central A/C serve both residences.

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Newer Two-Unit Duplex

5431 W 30th Place, Cicero, IL 60804

$699,000

0.09 AC lot

Two contemporary units with open living areas, a full basement, and flexible owner-occupant or rental use.

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Remodeled Mixed-Use Building

3511 S Halsted St, Chicago, IL 60609

$825,000

5,000 sqft

Fully leased property combining neighborhood retail with two residential apartments and flexible month-to-month tenancy.

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Tenant-Occupied 2-Flat with Garage

5802 W Grace Street, Chicago, IL 60634

$675,000

0.10 AC lot

Two leased units occupy a corner-lot property with an unfinished basement, garage parking, and preserved interior woodwork.

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B2B-Zoned Commercial Land

2050 W Grand Avenue, Chicago, IL 60612

$1,300,000

0.10 AC lot

Two adjoining parcels support residential, commercial, mixed-use, multifamily, or single-family development under B2B zoning.

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Two-Unit Duplex Property

2050 W Grand Avenue, Chicago, IL 60612

$780,000

0.05 AC lot

Month-to-month occupancy and B2B zoning provide both current rental use and documented redevelopment flexibility.

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Renovated Brick Duplex

712 W Marquette Road, Chicago, IL 60621

$389,000

0.09 AC lot

Updated two-unit residence with five bedrooms, modern kitchens, outdoor space, and three exterior parking spaces.

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Renovated 2-Flat with Carriage House

2732 W Belmont Avenue, Chicago, IL 60618

$1,500,000

2,200 sqft 0.21 AC lot

Fully renovated 2-flat with two 3-bedroom apartments, a brick carriage house/garage, and a private parking lot.

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Brick Duplex With Private Laundry

808 Mackinaw Avenue, Calumet City, IL 60409

$199,900

0.11 AC lot

One-story configuration includes separate utilities, off-street parking, and a backyard.

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Newer Two-Unit Residential Property

5431 30th Place, Cicero, IL 60804

$699,000

3,000 sqft

Turnkey two-unit property built in 2023 with modern finishes, multiple bedrooms and bathrooms, and an unfinished basement.

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Renovated Two-Unit Duplex

4024 W Arthington Street, Chicago, IL 60624

$445,000

0.07 AC lot

Vacant two-unit property with updated interiors, basement laundry hookups, and rear parking.

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Townhouse-Style Duplex with Easement

1132 E 44th Street, Chicago, IL 60653

$650,000

3,300 sqft

Duplex with two independent units, separate utility metering, and a dedicated side-yard easement for added outdoor flexibility.

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Brick Duplex Compound With Coach House

4749 N Dover Street, Chicago, IL 60640

$1,300,000

0.14 AC lot

Four-unit residential property with a finished garden apartment, detached coach house, private pool, patios, and off-street parking.

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Spacious Two-Unit Duplex

6823 S Chappel Avenue, Chicago, IL 60649

$299,900

5,000 sqft

Each residence offers formal dining, three bedrooms, two bathrooms, and a built-in kitchen breakfast table.

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Mixed-Use Brick Building with Retail

4369 N Elston Avenue, Chicago, IL 60641

$799,000

2,950.00 AC lot

Five thousand-plus square foot brick mixed-use building with a ground-floor commercial space and two second-floor apartments.

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Cook County, IL Duplexes Market Trends and Statistics

Explore 1121 duplexes for sale in Cook County, IL, showcased through 1121 active listings on our real estate platform. These investment opportunities span a total of 220,519 square feet of properties for sale, with an estimated market value of $324,631,204.

Sale prices for duplexes in Cook County, IL start at $38,900, averaging $421,598, and reaching up to $1,500,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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