Chicago, IL Duplexes for sale

Renovated Two-Flat in Austin Neighborhood

$459,900

0.09 Acres

Renovated Two-Flat in Austin Neighborhood

1019 N Leamington Ave, Chicago, IL 60651

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

Completely renovated two‑flat with new windows, HVAC, plumbing, and electrical systems.
Fully renovated kitchens with white shaker soft‑close cabinetry and quartz countertops.
Updated bathrooms with all new fixtures.
Ideal for owner‑occupant seeking rental income or investor looking for a turnkey property.
Located in the rapidly appreciating Austin neighborhood.

Updated: Jan 23

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Pending

$1,250,000

Wicker Park Two-Unit Property

1951 W Evergreen Ave, Chicago, IL 60622

Renovated two-unit property in prime Wicker Park location.

Prime Wicker Park location, steps to park, blue line, shopping, and dining.
Upstairs duplex lives like a single family home and was renovated 2022‑2025, blending character with modern updates.
Versatile garden unit: rental, in‑law suite, workspace, or expansion potential.
Brand new kitchen cabinets and countertops in garden unit.
Easy street parking.

Updated: Jan 23

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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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$399,000

Chicago Legal Two-Unit Property

Legal two-unit property with finished basement in Chicago's 60630 area.

4649 N Kilbourn Ave, Chicago, IL 60630

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$499,000

Renovated Greystone Two-Flat in Chicago

Fully renovated 7 bed/3 bath two-flat in Austin neighborhood.

5038 W Fulton St, Chicago, IL 60644

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$249,900

Chicago Multifamily Rehab Opportunity

Multifamily property requiring renovation in a growing Chicago neighborhood.

7521 S Ridgeland Ave, Chicago, IL 60649

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Chicago, IL Duplexes Investment Opportunities Market Analysis

Explore 425 duplexes for sale in Chicago, IL, showcased through 425 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

Renovated Two-Flat in Austin Neighborhood

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

Wicker Park Two-Unit Property

Renovated two-unit property in prime Wicker Park location.

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 Legal Two-Unit Property

Renovated Greystone Two-Flat in Chicago

Chicago Multifamily Rehab Opportunity

Chicago, IL Duplexes Investment Opportunities Market Analysis

Browse Duplexes for Sale Near Chicago, IL

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Chicago, IL Duplexes for Sale

Renovated Two-Flat in Austin Neighborhood

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

Wicker Park Two-Unit Property

Renovated two-unit property in prime Wicker Park location.

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 Legal Two-Unit Property

Renovated Greystone Two-Flat in Chicago

Chicago Multifamily Rehab Opportunity

Chicago, IL Duplexes Investment Opportunities Market Analysis

Browse Duplexes for Sale Near Chicago, IL

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