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Chicago, IL Duplexes for Sale

421 results
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Renovated Two-Flat in Gresham
$390,000

Renovated Two-Flat in Gresham

8030 S Justine St, Chicago, IL 60620

Remodeled Chicago two-flat with updated features and strong rental potential.

  • Fully remodeled in 2020 with updated kitchens and bathrooms, granite counters, stainless steel appliances, and sleek fixtures.
  • Two‑unit building with three bedrooms and one bathroom in each unit, offering flexibility for living and renting.
  • Strong rental demand in a desirable Chicago neighborhood with convenient access to amenities and public transportation.
  • Separate heating for each unit and new windows in the second‑floor unit, enhancing energy efficiency.
  • Includes a two‑car garage and a free community washer/dryer.
Updated: Jan 21
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Avondale Two-Unit Building Opportunity
$399,900

Avondale Two-Unit Building Opportunity

3348 N Albany Ave, Chicago, IL 60618

Two-unit building in Avondale with potential for expansion.

  • Two‑unit building perfect for owner‑occupancy with rental income.
  • Located in the desirable Avondale area.
  • Opportunity to duplex down the first‑floor unit into the unfinished basement.
  • Potential to duplex up the second‑floor unit into the attic.
  • Each unit features 2 bedrooms and 1 full bathroom.
Updated: Jan 20
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Chicago Multifamily Property with Basement
$299,000

Chicago Multifamily Property with Basement

Legal 2-unit property with finished basement in 60630 area.

4649 N Kilbourn Ave, Chicago, IL 60630
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Chicago Two-Flat with Garage
Contact for pricing
2,688 SF

Chicago Two-Flat with Garage

Two-unit property in Chicago with a three-car garage.

5100 W Quincy St, Chicago, IL 60644
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Chicago Two-Unit Building For Sale
$400,000

Chicago Two-Unit Building For Sale

Two-unit building in Chicago, rehabbed in 2023, with modern amenities.

6401 S Wood St, Chicago, IL 60636
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Pilsen Two-Unit Building For Sale
Pending
$430,000
0.07 Acres

Pilsen Two-Unit Building For Sale

Two-unit building in Chicago's Pilsen neighborhood, close to transportation.

1934 W 21St Pl, Chicago, IL 60608
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Chicago Brick Two-Flat with Garage
$340,000

Chicago Brick Two-Flat with Garage

Two-unit building with finished attic and two-car garage.

2722 W 23Rd St, Chicago, IL 60608
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Victorian Multi-Family Investment Opportunity
$74,700
2,400 SF

Victorian Multi-Family Investment Opportunity

Spacious 5-bedroom, 2-bath multi-family in up-and-coming Auburn Gresham.

7617 S Union Ave, Chicago, IL 60620
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Chicago Multifamily Property For Sale
$69,900

Chicago Multifamily Property For Sale

Two-unit multifamily property in Chicago, sold as-is.

6835 S Green St, Chicago, IL 60621
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Renovated Two-Unit Building Near Downtown
$458,000
0.07 Acres

Renovated Two-Unit Building Near Downtown

Fully renovated two-unit building near downtown Chicago.

2914 W Polk St, Chicago, IL 60612
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Chicago Multi-Unit Renovation Opportunity
$65,000

Chicago Multi-Unit Renovation Opportunity

Two-unit property in Chicago, ideal for renovation and value-add.

7042 S Morgan St, Chicago, IL 60621
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Chicago Brick Multi-Family Property
$960,000

Chicago Brick Multi-Family Property

Multi-unit investment property near Bell School District, Roscoe Village, Southport Corridor.

3812 N Oakley Ave, Chicago, IL 60618
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Humboldt Park Two-Flat Investment
$354,000

Humboldt Park Two-Flat Investment

Move-in ready two-flat in Chicago's Humboldt Park neighborhood.

1012 N Ridgeway Ave, Chicago, IL 60651
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Chicago Brick Two-Flat Building
$175,000
0.09 Acres

Chicago Brick Two-Flat Building

Two-flat building for sale, can be sold separately or together.

7515 S Green St, Chicago, IL 60620
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Chicago Brick Two-Flat Building
$175,000
0.09 Acres

Chicago Brick Two-Flat Building

Two-flat building for sale, ideal for investors.

7517 S Green St, Chicago, IL 60620
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Turnkey Multifamily Gem Near Library
$420,000

Turnkey Multifamily Gem Near Library

Updated 2-flat near Obama Library, ideal for owners or investors.

1525 E 72Nd St, Chicago, IL 60619
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Updated Multi-Unit Building in Chicago
$440,000
0.09 Acres

Updated Multi-Unit Building in Chicago

Updated 3-unit building, rent-ready, income potential, convenient location.

4920 W Iowa St, Chicago, IL 60651
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Chicago Multifamily Property with Wood Floors
$715,000

Chicago Multifamily Property with Wood Floors

Well-maintained two-unit building with natural wood floors and stained glass.

4100 W Nelson St, Chicago, IL 60641
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Mixed-Use Property in Chatham, Chicago
$220,000
0.07 Acres

Mixed-Use Property in Chatham, Chicago

Two-story mixed-use property with apartment and storefront in high-traffic area.

8145 S Cottage Grove Ave, Chicago, IL 60619
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Portage Park Brick Two-Flat
$724,900

Portage Park Brick Two-Flat

Well-maintained Chicago two-flat with updated kitchens and private backyard.

5039 W Cullom Ave, Chicago, IL 60641
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Avondale/Logan Square Multi-Unit Property
$799,900
0.07 Acres

Avondale/Logan Square Multi-Unit Property

Well-maintained multi-unit near restaurants, boutiques, and public transit.

2826 N Troy St, Chicago, IL 60618
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Renovated Greystone Two-Flat in Chicago
$385,000

Renovated Greystone Two-Flat in Chicago

Completely renovated greystone two-flat with modern finishes and duplex unit.

6004 S Carpenter St, Chicago, IL 60621
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Woodlawn Two-Unit Income Property
$300,000
0.07 Acres

Woodlawn Two-Unit Income Property

Two-unit property near Washington Park and Obama Presidential Library.

6043 S Eberhart Ave, Chicago, IL 60637
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Two-Flat Home in Chicago
Contact for pricing
0.07 Acres

Two-Flat Home in Chicago

Two-flat home with six bedrooms and three bathrooms.

4904 W Byron St, Chicago, IL 60641
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Chicago, IL Duplexes Investment Opportunities Market Analysis

Explore 422 duplexes for sale in Chicago, IL, showcased through 421 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.

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