Chicago, IL Duplexes for sale

Chicago Multifamily Property with Income

Pending

$549,999

Chicago Multifamily Property with Income

3330 W Evergreen Ave, Chicago, IL 60651

Well-maintained 2-flat in Chicago's Humboldt Park neighborhood.

Income‑generating 2‑flat property in a desirable Chicago neighborhood.
First‑floor duplex‑down unit with 4 bedrooms and 2 bathrooms, feels like a single‑family home.
Updated with newer windows and modern systems, blending vintage charm with modern convenience.
Second‑floor unit features 2 bedrooms, 1 bath, new A/C, and updated kitchen with stainless steel appliances.
Includes a 2‑car garage and fenced‑in backyard.

Updated: Jan 24

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$499,000

Renovated Two-Flat in Austin Neighborhood

5038 W Fulton St, Chicago, IL 60644

Fully renovated 7-bed, 3-bath duplex-down in Chicago's Austin neighborhood.

Fully renovated 7 Bed/3 Bath Two‑Flat | Duplex‑Down with strong rental income potential (long term or Airbnb).
First‑floor duplex‑down layout features 4 bedrooms & 2 full baths, including a walk‑out basement with 2 exit doors.
Classic & historic Greystone architectural building in Chicago's fast‑appreciating Austin neighborhood.
Modern updates throughout both units include quartz countertops, SS appliances, new cabinets, updated bathrooms, new flooring.
Two‑car detached garage and fenced‑in large backyard.

Updated: Jan 23

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$989,000

Humboldt Park Newer Construction Duplex

Newer construction duplex in Humboldt Park with luxurious finishes.

1336 N Hamlin Ave, Chicago, IL 60651

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$459,900

0.09 Acres

Renovated Two-Flat in Austin Neighborhood

Completely renovated two-flat in Chicago's Austin neighborhood with investment potential.

1019 N Leamington Ave, Chicago, IL 60651

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Pending

$1,250,000

Wicker Park Two-Unit Property

Renovated two-unit property in prime Wicker Park location.

1951 W Evergreen Ave, Chicago, IL 60622

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Turnkey Chicago 2-Flat Multifamily Property

$320,000

0.11 Acres

Turnkey Chicago 2-Flat Multifamily Property

Move-in ready, fully rehabbed 2-unit building with income potential.

7442 S Langley Ave, Chicago, IL 60619

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$170,000

Chicago Two-Unit Vacant Property

Two-unit vacant property in Chicago, ideal for investors or owner-occupants.

8221 S Houston Ave, Chicago, IL 60617

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$425,000

Chicago Two-Flat, Move-In Ready

Redesigned Chicago two-flat near transportation, schools, and parks.

7811 S Honore St, Chicago, IL 60620

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$215,000

0.72 Acres

Renovated South Shore Two-Flat

Two spacious, renovated apartments in Chicago's South Shore neighborhood.

7533 S Dorchester Ave, Chicago, IL 60619

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$665,000

East Village Two-Flat Income Property

Charming two-flat in East Village with income potential.

2052 W Huron St, Chicago, IL 60612

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$205,900

Chicago Multifamily Rehab Opportunity

Two-flat in growing Chicago area, ideal for savvy investor.

7521 S Ridgeland Ave, Chicago, IL 60649

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$650,000

2,282 SF

Two-Unit Building in Portage Park

Well-maintained 2-unit building in convenient Chicago location.

4913 W Warwick Ave, Chicago, IL 60641

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$547,900

Renovated Two-Flat on Oversized Lot

Legal two-flat in Clearing with recent renovations and modern amenities.

6559 S Kilpatrick Ave, Chicago, IL 60629

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$349,900

Two-Unit Brick Building in Chicago

Two-unit brick building with basement storage in Chicago.

4608 S Fairfield Ave, Chicago, IL 60632

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Andersonville Two-Flat with Vintage Charm

$799,900

0.08 Acres

Andersonville Two-Flat with Vintage Charm

Classic Chicago 2-flat in Andersonville with original character.

1736 W Farragut Ave, Chicago, IL 60640

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$399,900

2,560 SF

Updated Two-Flat Near Parks

Well-maintained Chicago two-flat with updated units and recent upgrades.

412 N Pine Ave, Chicago, IL 60644

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$579,000

Spacious Chicago Multi-Unit Property

Two-unit property with updated features and potential office space.

2117 N Mulligan Ave, Chicago, IL 60639

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$285,000

Roseland Two-Unit Income Property

Well-maintained two-unit property in Roseland, ideal for rental income.

10044 S La Salle St, Chicago, IL 60628

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Contact for pricing

Grand Crossing Two-Flat Investment Opportunity

Two-flat property in Grand Crossing neighborhood, sold as-is.

7340 S Maryland Ave, Chicago, IL 60619

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Chicago Multifamily Investment Opportunity

Pending

$35,000

Chicago Multifamily Investment Opportunity

Two-unit property in South Chicago with income potential.

8447 S Escanaba Ave, Chicago, IL 60617

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$179,000

Renovated Two-Flat in Chicago

Renovated brick two-flat, ideal for investors seeking cash flow.

531 W 61St Pl, Chicago, IL 60621

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$1,399,999

Two-Unit Investment Property with Roof Deck

Two-unit property near West Loop with modern amenities and parking.

1636 W Warren Blvd, Chicago, IL 60612

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$289,000

Remodeled Two-Unit Building in Chicago

Two-unit building in West Pullman, move-in ready for owners or investors.

11710 S Halsted St, Chicago, IL 60628

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$499,900

Rebuilt Two-Unit Property with Vacant Lot

Completely rebuilt two-unit property with modern finishes and adjacent vacant lot.

818 S Karlov Ave, Chicago, IL 60624

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Chicago, IL Duplexes Investment Opportunities Market Analysis

Explore 426 duplexes for sale in Chicago, IL, showcased through 426 active listings on our real estate platform. These investment opportunities span a total of 168,834,295 square feet of properties for sale, with an estimated market value of $48,430,587.

Prices for duplexes in Chicago, IL start at $54,900, averaging $361,422, and reaching up to $1,100,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

Chicago, IL Duplexes for Sale

Chicago Multifamily Property with Income

Well-maintained 2-flat in Chicago's Humboldt Park neighborhood.

Renovated Two-Flat in Austin Neighborhood

Fully renovated 7-bed, 3-bath duplex-down in Chicago's Austin neighborhood.

Humboldt Park Newer Construction Duplex

Renovated Two-Flat in Austin Neighborhood

Wicker Park Two-Unit Property

Turnkey Chicago 2-Flat Multifamily Property

Chicago Two-Unit Vacant Property

Chicago Two-Flat, Move-In Ready

Renovated South Shore Two-Flat

East Village Two-Flat Income Property

Chicago Multifamily Rehab Opportunity

Two-Unit Building in Portage Park

Renovated Two-Flat on Oversized Lot

Two-Unit Brick Building in Chicago

Andersonville Two-Flat with Vintage Charm

Updated Two-Flat Near Parks

Spacious Chicago Multi-Unit Property

Roseland Two-Unit Income Property

Grand Crossing Two-Flat Investment Opportunity

Chicago Multifamily Investment Opportunity

Renovated Two-Flat in Chicago

Two-Unit Investment Property with Roof Deck

Remodeled Two-Unit Building in Chicago

Rebuilt Two-Unit Property with Vacant Lot

Chicago, IL Duplexes Investment Opportunities Market Analysis

Browse Duplexes for Sale Near Chicago, IL

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Chicago, IL Duplexes for Sale

Chicago Multifamily Property with Income

Well-maintained 2-flat in Chicago's Humboldt Park neighborhood.

Renovated Two-Flat in Austin Neighborhood

Fully renovated 7-bed, 3-bath duplex-down in Chicago's Austin neighborhood.

Humboldt Park Newer Construction Duplex

Renovated Two-Flat in Austin Neighborhood

Wicker Park Two-Unit Property

Turnkey Chicago 2-Flat Multifamily Property

Chicago Two-Unit Vacant Property

Chicago Two-Flat, Move-In Ready

Renovated South Shore Two-Flat

East Village Two-Flat Income Property

Chicago Multifamily Rehab Opportunity

Two-Unit Building in Portage Park

Renovated Two-Flat on Oversized Lot

Two-Unit Brick Building in Chicago

Andersonville Two-Flat with Vintage Charm

Updated Two-Flat Near Parks

Spacious Chicago Multi-Unit Property

Roseland Two-Unit Income Property

Grand Crossing Two-Flat Investment Opportunity

Chicago Multifamily Investment Opportunity

Renovated Two-Flat in Chicago

Two-Unit Investment Property with Roof Deck

Remodeled Two-Unit Building in Chicago

Rebuilt Two-Unit Property with Vacant Lot

Chicago, IL Duplexes Investment Opportunities Market Analysis

Browse Duplexes for Sale Near Chicago, IL

Popular Searches in Chicago, IL

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