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Cook County, IL Triplexes for Sale

128 results
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Chicago Greystone Triplex with Upgrades
$975,000

Chicago Greystone Triplex with Upgrades

5319 S Maryland Ave, Chicago, IL 60615

Meticulously maintained 3-unit Greystone near University of Chicago and lakefront.

  • Meticulously maintained 3‑unit Greystone on an oversized lot in a prime Kenwood/Hyde Park location.
  • Strong income potential with a 3‑unit configuration.
  • Recent major upgrades including a resurfaced roof, refurbished parapet walls, epoxy‑coated sewer lines, and newer furnaces and water heaters.
  • Features a 4‑car detached brick garage, lush gardens, and large rear decks, offering ample outdoor space.
  • Conveniently located steps from public transportation, the lakefront, University of Chicago, Whole Foods, and other amenities.
Updated: Jan 10
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Portage Park Legal 3-Flat
$615,000

Portage Park Legal 3-Flat

5352 W Dakin St, Chicago, IL 60641

Well-maintained investment property in a desirable Chicago neighborhood.

  • Legal 3‑Flat in Desirable Portage Park
  • Excellent Investment Opportunity with Value‑Add Potential
  • Spacious Units with 2 Bedrooms and 1 Bathroom Each
  • Newer 2‑Car Garage
  • Hardwood Floors and Abundant Natural Light
Updated: Jan 11
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Cicero All-Brick Investment Opportunity
$515,000

Cicero All-Brick Investment Opportunity

Well-maintained 3-unit building in a thriving Cicero neighborhood.

1841 S 61St Ct, Cicero, IL 60804
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Logan Square Brick Three-Unit
$782,900

Logan Square Brick Three-Unit

Three-unit property in Logan Square with updated kitchens and bathrooms.

3017 W Fullerton Ave, Chicago, IL 60647
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Updated Triplex in Chicago Heights
$189,900

Updated Triplex in Chicago Heights

Income-generating triplex with updated 4-bedroom unit and hardwood floors.

1631 Buena Vista Ave, Chicago Heights, IL 60411
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Woodlawn Three-Unit Property with Potential
$399,900
0.08 Acres

Woodlawn Three-Unit Property with Potential

Three-unit property near University of Chicago with ADU potential.

539 E 60Th St, Chicago, IL 60637
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Luxury Three-Unit Building in Justice
$499,000

Luxury Three-Unit Building in Justice

Meticulously cared-for 3-unit property with high-end finishes and income potential.

8845 W 75Th St, Justice, IL 60458
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Well-Maintained Three-Unit Property
$949,000

Well-Maintained Three-Unit Property

Spacious three-unit property with rental potential in a desirable location.

6614 W Devon Ave, Chicago, IL 60631
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Renovated 3-Unit Building in Chicago
$595,000

Renovated 3-Unit Building in Chicago

Turn-key 3-unit building with income potential in West Garfield Park.

322 S Kostner Ave, Chicago, IL 60624
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North Lawndale Three-Unit Building
$449,999

North Lawndale Three-Unit Building

Well-maintained, vacant three-unit building in Chicago's North Lawndale neighborhood.

1529 S Homan Ave, Chicago, IL 60623
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Portage Park Three-Unit Building
$589,900

Portage Park Three-Unit Building

Legally zoned three-unit building in Chicago's Portage Park neighborhood.

5913 W Addison St, Chicago, IL 60634
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Chicago Multi-Unit Rehab Opportunity
$169,900

Chicago Multi-Unit Rehab Opportunity

Two-unit home with coach house; rehab potential for investors.

8602 S Houston Ave, Chicago, IL 60617
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Renovated Triplex in Des Plaines
$739,900

Renovated Triplex in Des Plaines

Fully renovated triplex near transportation and amenities in a residential neighborhood.

1980 Howard Ave, Des Plaines, IL 60018
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Well-Maintained Three-Unit Brick Building
$350,000

Well-Maintained Three-Unit Brick Building

Solid income potential and long-term value in Calumet City.

452 Yates Ave, Calumet City, IL 60409
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Updated Chicago Multi-Family Property
Pending
$285,000

Updated Chicago Multi-Family Property

Move-in ready legal 2-unit with spacious garden unit.

9601 S Harvard Ave, Chicago, IL 60628
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South Shore Multi-Unit Building
Contact for pricing
0.07 Acres

South Shore Multi-Unit Building

Well-maintained Chicago triplex in a historic, evolving neighborhood.

7731 S Cornell Ave, Chicago, IL 60649
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Calumet City Triplex Investment Opportunity
$212,000
0.07 Acres

Calumet City Triplex Investment Opportunity

Well-maintained three-unit building, move-in ready, exceptional investment opportunity.

336 153Rd Pl, Calumet City, IL 60409
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Three-Unit Graystone Building in Chicago
$385,585

Three-Unit Graystone Building in Chicago

Three-unit building with tenant and vacant unit, great for investors.

2942 W Roosevelt Rd, Chicago, IL 60612
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Well-Maintained Chicago Multi-Family Property
$624,900

Well-Maintained Chicago Multi-Family Property

Two-flat with in-law arrangements, ideal for multi-generational living.

2437 N Central Ave, Chicago, IL 60639
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Modern Three-Flat in Chicago
$825,000

Modern Three-Flat in Chicago

Three identical units near Hyde Park and University of Chicago.

6316 S Evans Ave, Chicago, IL 60637
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Chicago Multifamily Investment Opportunity
$190,000

Chicago Multifamily Investment Opportunity

Value-add triplex with updated systems and income potential.

1002 E 76Th St, Chicago, IL 60619
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Berwyn Multi-Family Tudor Building
$500,000

Berwyn Multi-Family Tudor Building

Well-maintained, updated three-unit building in Berwyn's desirable Gold Coast.

1835 Home Ave, Berwyn, IL 60402
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Remodeled Three-Unit Building, Logan Square
$995,000
0.25 Acres

Remodeled Three-Unit Building, Logan Square

Fully remodeled three-unit building in vibrant Logan Square neighborhood.

2015 N Bingham St, Chicago, IL 60647
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Berwyn Brick Investment Opportunity
$499,900

Berwyn Brick Investment Opportunity

Charming brick 3-flat in the heart of Berwyn, Illinois.

1822 Home Ave, Berwyn, IL 60402
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Cook County, IL Triplexes Investment Opportunities Market Analysis

Explore 128 triplexes for sale in Cook County, IL, showcased through 128 active listings on our real estate platform. These investment opportunities span a total of 222,497 square feet of properties for sale, with an estimated market value of $18,792,017.

Prices for three-family homes in Cook County, IL start at $150,000, averaging $522,000, and reaching up to $1,199,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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