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Chicago, IL Duplexes for Sale

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Hermosa Two-Flat Residential Income Property

$499,000

0.08 Acres

Hermosa Two-Flat Residential Income Property

4639 W Montana St, Chicago, IL 60639

Well-maintained Chicago two-flat with modern amenities and potential for owner-occupancy.

Vacant first‑floor unit ideal for owner‑occupant or house hacking.
Well‑maintained 2‑bedroom, 1‑bathroom units with ample closet space.
Keyless entry for enhanced security and convenience.
Restored woodwork and trim, hardwood floors throughout the units.
Newer stainless steel kitchen appliances.

Last Update: Dec 14

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$64,900

Chicago Two-Unit Residential Income Property

7311 S Peoria Ave, Chicago, IL 60635

Two-unit residential property with fenced yard, near downtown Chicago.

Two separate units (2Bd/1Ba each) offer income potential or multi‑generational living.
Convenient location: minutes from downtown, public transit, and the Dan Ryan Expressway.
Fenced‑in yard provides outdoor space and privacy.
Large windows offer ample natural light.
Natural Gas Heating.

Last Update: Dec 14

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$449,000

0.06 Acres

Chicago Two-Flat on Double Lot

Rehabbed two-unit property with modern amenities and development potential.

4702 W Ohio St, Chicago, IL 60644

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$299,000

Chatham Two-Flat in Chicago

Two-unit residential building in Chicago's Chatham neighborhood.

824 E 89Th Pl, Chicago, IL 60619

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$159,900

Chicago Two-Unit Residential Income Property

Two-unit property with renovated unit and investment potential.

1620 W 44Th St, Chicago, IL 60609

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$399,500

Brighton Park Two-Flat Investment Opportunity

Classic Chicago two-flat with rental income potential in Brighton Park.

3128 W 41St St, Chicago, IL 60632

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$189,000

Renovated Two-Flat in Chicago

Renovated brick two-flat, ideal for investors, long-term tenants.

531 W 61St Pl, Chicago, IL 60621

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New

$389,900

Renovated Brick Multi-Unit Residence

Renovated Chicago 2-flat with income potential and oversized lot.

7336 S Emerald Ave, Chicago, IL 60621

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New

$425,000

Fuller Park Two-Unit Property

Two-unit property in Fuller Park with potential for additional income.

4500 S Wells St, Chicago, IL 60609

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New

$294,999

Turnkey 2-Unit Building in Chicago

Two-unit property with six bedrooms, ideal for investment or living.

9219 S Greenwood Ave, Chicago, IL 60619

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Bridgeport Village Two-Flat with Potential

$399,900

0.25 Acres

Bridgeport Village Two-Flat with Potential

Two-unit residential income property near Bridgeport Village, Chicago.

3329 S Racine Ave, Chicago, IL 60608

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New

$224,900

Chicago Two-Unit Residential Income Property

Two-unit building with potential in a thriving Chicago neighborhood.

8022 S Peoria Ave, Chicago, IL 60620

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New

$120,000

Chicago Two-Unit Residential Income Property

Two-unit building near transportation, stores, and schools. Sold As-Is.

7019 S Morgan St, Chicago, IL 60621

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New

$255,000

0.08 Acres

Chicago Brick Two-Unit Residence

Two-unit residential property with garage, close to transportation.

750 E 69Th Pl, Chicago, IL 60637

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New

$155,000

Chicago Brick 2-Flat Income Property

Residential income property in South Shore neighborhood, Chicago.

6936 S Dorchester Ave, Chicago, IL 60637

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New

$299,900

0.08 Acres

Chicago Residential Income Opportunity

Two-unit property with finished basement and two-car garage.

5417 W Van Buren St, Chicago, IL 60644

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New

$312,000

Chicago Two-Flat in Auburn Gresham

Two-flat in Auburn Gresham, ready for restoration.

8259 S Marshfield Ave, Chicago, IL 60620

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New

$499,900

Renovated Two-Unit Property in Chicago

Impeccably renovated two-unit property with premium materials and sophisticated finishes.

328 N Lockwood Ave, Chicago, IL 60644

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$429,900

Spacious Auburn Gresham Two-Flat

Two vacant units near 83rd Street, ideal for investors.

8331 S Morgan St, Chicago, IL 60620

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$330,000

Chicago Residential Income Opportunity

Well-maintained, income-producing property in Chicago's Chatham community.

8342 S Wabash Ave, Chicago, IL 60619

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New

$180,000

West Garfield Park Income Property

Classic Chicago 2-flat with investment potential near Downtown.

3902 W Fillmore St, Chicago, IL 60624

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$129,999

0.10 Acres

West Pullman Redevelopment Opportunity

Two-unit property in West Pullman, ready for renovation.

12027 S Eggleston Ave, Chicago, IL 60628

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New

$412,750

Humboldt Park Two-Unit Building

Well-maintained two-unit building in Humboldt Park with rental potential.

742 N Lawndale Ave, Chicago, IL 60624

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New

$77,400

Chicago Two-Unit Residential Building

Two-unit building in Chicago with over 1700 sq ft.

6822 S Claremont Ave, Chicago, IL 60636

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Chicago, IL Duplexes Investment Opportunities Market Analysis

Explore 429 duplexes for sale in Chicago, IL, showcased through 429 active listings on our real estate platform. These investment opportunities span a total of 171,683,990 square feet of properties for sale, with an estimated market value of $35,430,417.

Prices for duplexes in Chicago, IL start at $55,000, averaging $334,249, and reaching up to $849,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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Chicago, IL Duplexes for Sale

Hermosa Two-Flat Residential Income Property

Well-maintained Chicago two-flat with modern amenities and potential for owner-occupancy.