Cook County, IL Duplexes for Sale

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Updated: Mar 13

Avondale Restaurant and Apartment Building

3256 North Elston Avenue, Chicago, IL 60618

$1,199,000

6,250 sqft

High Income Potential: Estimated $108,000 annual rent from restaurant and apartments.
Prime Location in Booming Avondale: High‑visibility corner lot with significant new development nearby.
Large Building Size: 5,368 square feet suitable for various business ventures.
Restaurant Ready: Includes a 2,500 square foot restaurant space with two full basements.
Additional Income from Apartments: Two 2‑bedroom apartments provide supplementary rental income.

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3256 North Elston Avenue, Chicago, IL 60618

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Est. Cap Rate

8.7%
Above avg (5.9%)
Est. NOI

$105K
Annual
Mortgage

$100K
Recorded
Property Type

Apartments (Generic)
Built 1916

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Updated: Dec 15, 2025

Mixed-Use Property in Chicago

3612 W Roosevelt Road, Chicago, IL 60624

$799,000

9,300 sqft 0.27 AC lot

Large mixed‑use property with 4 addresses on 5 city lots.
Approximately 9,300 sq ft of office and warehouse space.
Two renovated apartment units totaling approximately 2,700 sq ft (3 bed/1 bath and 2 bed/1 bath).
Approx. 2,600 sq ft of land used for loading area and truck parking.
Cold storage space available within the warehouse.

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Brick Triplex with Finished Lower Level

2434 W Pershing Road, Chicago, IL 60632

$599,000

Solid brick triplex offers three finished levels with separate gas and electric utilities and in-unit laundry on the main floor.

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Established Banquet Hall with Apartments

6155 W FULLERTON Avenue, Chicago, IL 60639

$1,249,500

6,000 sqft 0.20 AC lot

Banquet hall with apartments for additional income in Chicago.

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Leased Live/Work and Apartments Building

2500 W. Chicago Ave, Chicago, IL 60622

$3,500,000

5,000 sqft

Fully leased live/work plus two second-floor apartments with modern amenities for stable investment.

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Mixed-Use Brick Building with Storefront

4351 N Western Avenue, Chicago, IL 60618

$889,500

0.06 AC lot

Three-unit mixed-use brick building with a first-floor storefront and two apartments, remodeled about 10 years ago.

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Mixed-Use Property with Liquor Store

2744 W Division Street, Chicago, IL 60622

$850,000

0.05 AC lot

Ground-floor liquor store plus two oversized residential units, with major renovations already completed and remaining work primarily cosmetic.

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Updated Two-Flat Duplex with Garage

5401 N Magnet Avenue, Chicago, IL 60630

$659,000

0.25 AC lot

Bright corner two-flat with updated units, finished basement, and a large backyard overlooking a two-car garage.

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Theater with Residential Income Units

3014 W Irving Park Road, Chicago, IL 60618

$1,099,000

5,183 sqft

Mixed-use property featuring a theater and two renovated apartments.

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Roscoe Village Investment Opportunity

3243 N Western Avenue, Chicago, IL 60618

$800,000

0.06 AC lot

Three-unit building with bar, apartment, and coach house.

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Two-Unit Multifamily Residence

3714 N Bosworth Avenue, Chicago, IL 60613

$1,200,000

Duplex-up plus separate 2-bed rental unit with deck, backyard, garage, and central heat and air.

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Brick Two-Flat with Backyard

7529 N Winchester Avenue, Chicago, IL 60626

$600,000

0.12 AC lot

Rogers Park two-flat with hardwood floors, full basement, and a detached garage plus an expansive backyard.

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Two-Unit Townhome-Style Multifamily

2170 N Lincoln Avenue, Chicago, IL 60614

$1,249,000

Fully leased two-unit property with in-unit laundry, central heat and air, and two exterior parking spaces included.

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Detached Coach House Quadplex

4749 N Dover Street, Chicago, IL 60640

$1,300,000

4,613 sqft

Brick two-flat with a finished walk-out garden unit and detached multi-level coach house, providing four income streams.

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Brick Two-Flat with Detached Garage

1907 W Irving Park Road, Chicago, IL 60613

$660,000

0.06 AC lot

Two-unit brick property with a full basement and detached two-car garage, offered HUD-owned and sold as-is.

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Updated Mixed-Use Building and Land

4039 147th Street, Midlothian, IL 60445

$439,900

0.37 AC lot

Updated mixed-use property with vacant land in Midlothian.

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Chicago Portfolio: Tow Yard and More

2948-2958 N Narragansett Avenue, Chicago, IL 60634

$3,500,000

8,525 sqft 1.18 AC lot

Operating tow yard, income property, and industrial yard for sale.

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Mixed-Use Building with Storefront

2032 E 79th Street, Chicago, IL 60649

$255,000

0.33 AC lot

Mixed-use building with commercial storefront space, two 3-bedroom residences, and parking for 5+ vehicles.

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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 Two-Flat with Detached Garage

1406 S 51st Court, Cicero, IL 60804

$397,000

Turnkey brick duplex in Cicero with two sizable units, basement laundry, and a detached garage plus fenced yard.

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Montclare Dual-Parcel Redevelopment Opportunity

2948-2958 N Narragansett Avenue, Chicago, IL 60634

$1,500,000

2,837 sqft 0.35 AC lot

Two-unit residential property and commercial site in Chicago's Montclare neighborhood.

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Fully Renovated Two-Unit Duplex

4162 S Wells Street, Chicago, IL 60609

$525,000

Renovated two-unit building with two sizable floor plans, one leased and one available for immediate occupancy.

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Newer Two-Unit Residential Property

5431 30th Place, Cicero, IL 60804

$729,900

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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Two-Unit Residential Duplex

4339 S Indiana Avenue, Chicago, IL 60653

$610,000

0.09 AC lot

Well-maintained stacked two-unit home with updated interiors, central A/C, shared basement laundry hookups, and parking in back.

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Cook County, IL Duplexes Market Trends and Statistics

Explore 522 duplexes for sale in Cook County, IL, showcased through 522 active listings on our real estate platform. These investment opportunities span a total of 98,998 square feet of properties for sale, with an estimated market value of $22,199,230.

Sale prices for duplexes in Cook County, IL start at $71,250, averaging $965,183, and reaching up to $3,500,000 — 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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