Chicago Multi-Family Homes For Sale

Curated by Liz Finks. Last updated March 4

Chicago’s multi-family homes offer a unique blend of historic charm, solid investment potential, and diverse opportunities for buyers of all kinds. Whether you’re a first-time homebuyer looking to offset your mortgage with rental income, an investor seeking steady cash flow, a rehabber ready to add value, or an owner-occupant wanting flexibility, Chicago’s multi-units deliver unmatched advantages. Strategically located near public transit, vibrant neighborhoods, and major business hubs, multi-family homes in Chicago offer both convenience and appreciation potential. With a mix of classic two- and three-flats, greystones, and modern multi-unit developments, these properties provide a strong foundation for long-term wealth building. Chicago’s rental demand remains high, fueled by a thriving job market, world-class universities, and a strong influx of professionals. The city’s neighborhoods are constantly evolving, and many areas within the city are seeing property values appreciate. Investors can benefit from both immediate rental income and the long-term appreciation of the property’s value. Many multi-family homes offer spacious layouts, historic details, and opportunities for renovation, making them ideal for adding equity through updates or conversions. These properties also offer significant tax advantages, such as deductions on mortgage interest and maintenance expenses, making homeownership even more affordable. First-time homebuyers can take advantage of FHA loans, including 203(k) renovation loans, which allow owner-occupants to purchase and renovate with minimal down payments, making it easier than ever to enter the market for those seeking passive income or a way to live affordably while building equity. For investors, Debt Service Coverage Ratio (DSCR) loans provide a powerful financing option by allowing qualification based on the property’s rental income rather than personal income, making it easier to scale a real estate portfolio. Explore Chicago’s diverse multi-family property listings—Whether you’re looking to invest, secure a home for multiple generations, or build long-term wealth, these properties provide a solid investment with great cash flow potential while offering extra space for multi-generational living or guests. Reach out to me today, and let’s work together to find the ideal property that meets your goals.

1/16

$245,000

5
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

6532 South Rhodes Avenue, Chicago, IL 60637

$480,000 | 4535 North Moody Avenue, Chicago, IL 60630

1/45

Closed 4/25/25

$480,000

5
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.08
Acres

4535 North Moody Avenue, Chicago, IL 60630

$379,000 | 1008 West 80th Street, Chicago, IL 60620

1/29

Pending

$379,000

6
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.07
Acres

1008 West 80th Street, Chicago, IL 60620

$1,250,000 | 850 North Wolcott Avenue, Chicago, IL 60622

1/24

Closed 4/21/25

$1,250,000

5
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

850 North Wolcott Avenue, Chicago, IL 60622

$245,000 | 10127 South Ave L, Chicago, IL 60617

1/16

Contingent

$245,000

5
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

10127 South Ave L, Chicago, IL 60617

$335,000 | 4626 West Ohio Street, Chicago, IL 60644

1/31

Closed 5/2/25

$335,000

4
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

4626 West Ohio Street, Chicago, IL 60644

1/33

$1,050,000

6
Bedrooms: 5
Bathrooms: 4,200
Square Feet: 0.11
Acres

4836 South Dorchester Avenue, Chicago, IL 60615

a view of a building with a bench next to a road

1/13

Closed 3/25/25

$250,000

12
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

3324 West Ohio Street, Chicago, IL 60624

$660,000 | 184 North Lamon Avenue, Chicago, IL 60644

1/15

Closed 4/14/25

$660,000

8
Bedrooms: 5
Bathrooms: Unavailable
Square Feet: 0.09
Acres

184 North Lamon Avenue, Chicago, IL 60644

1/5

Contingent

$499,900

9
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.11
Acres

5426 West Flournoy Street, Chicago, IL 60644

1/36

Closed 5/19/25

$345,000

6
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

2622 South Karlov Avenue, Chicago, IL 60623

1/3

$720,000

2
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

2522 West Haddon Avenue, Chicago, IL 60622

1/35

$549,500

5
Bedrooms: 4
Bathrooms: 1,943
Square Feet: 0.07
Acres

5508 West Chicago Avenue, Chicago, IL 60651

1/18

$344,900

6
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

5412 South Wood Street, Chicago, IL 60609

1/12

$999,000

12
Bedrooms: 6
Bathrooms: Unavailable
Square Feet: 0.06
Acres

Restricted Address, Chicago, IL 60608

$395,000 | 1225 South Harding Avenue, Chicago, IL 60623

1/45

Closed 3/14/25

$395,000

12
Bedrooms: 4
Bathrooms: 3,504
Square Feet: 0.07
Acres

1225 South Harding Avenue, Chicago, IL 60623

$610,000 | 4704 West Altgeld Street, Chicago, IL 60639

1/53

Closed 5/23/25

$610,000

6
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.09
Acres

4704 West Altgeld Street, Chicago, IL 60639

1/5

Closed 3/14/25

$335,000

3
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

1625 North Troy Street, Chicago, IL 60647

1/20

Closed 3/5/25

$400,000

4
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.09
Acres

2739 North Menard Avenue, Chicago, IL 60639

1/41

$619,500

9
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

1829 South Kedzie Avenue, Chicago, IL 60623

$575,000 | 2012 West Greenleaf Avenue, Chicago, IL 60645

1/32

Closed 5/22/25

$575,000

5
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.20
Acres

2012 West Greenleaf Avenue, Chicago, IL 60645

$1,099,900 | 5353 West Belle Plaine Avenue, Chicago, IL 60641

1/18

Contingent

$1,099,900

10
Bedrooms: 5
Bathrooms: Unavailable
Square Feet: 0.09
Acres

5353 West Belle Plaine Avenue, Chicago, IL 60641

1/21

$975,000

6
Bedrooms: 3
Bathrooms: 5,000
Square Feet: 0.07
Acres

1707 West Chicago Avenue, Chicago, IL 60622

1/11

$1,100,000

4
Bedrooms: 3
Bathrooms: 3,100
Square Feet: 0.08
Acres

3341-3343 North Western Avenue, Chicago, IL 60618

1/23

$210,000

4
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.08
Acres

3019 East 80th Street, Chicago, IL 60617

a front view of a house with a yard and potted plants

1/6

Contingent

$569,000

3
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

6832 South Langley Avenue, Chicago, IL 60637

$499,900 | 5525 West Melrose Street, Chicago, IL 60641

1/4

Closed 5/6/25

$499,900

5
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.09
Acres

5525 West Melrose Street, Chicago, IL 60641

$525,000 | 4333 South Ellis Avenue, Chicago, IL 60653

1/20

Contingent

$525,000

4
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.10
Acres

4333 South Ellis Avenue, Chicago, IL 60653

1/16

$265,000

3
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

5920 South Princeton Avenue, Chicago, IL 60621

1/23

Contingent

$409,900

5
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

8809 South Lowe Avenue, Chicago, IL 60620

$700,000 | 2716 West Polk Street, Chicago, IL 60612

1/25

Contingent

$700,000

9
Bedrooms: 6
Bathrooms: Unavailable
Square Feet: 0.07
Acres

2716 West Polk Street, Chicago, IL 60612

$805,000 | 1913 North Francisco Avenue, Chicago, IL 60647

1/52

Contingent

$805,000

7
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.06
Acres

1913 North Francisco Avenue, Chicago, IL 60647

$970,000 | 2624 North Albany Avenue, Chicago, IL 60647

1/31

Closed 4/18/25

$970,000

6
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.09
Acres

2624 North Albany Avenue, Chicago, IL 60647

$965,000 | 5205 South Wabash Avenue, Chicago, IL 60615

1/14

Closed 3/28/25

$965,000

9
Bedrooms: 6
Bathrooms: 4,200
Square Feet: 0.09
Acres

5205 South Wabash Avenue, Chicago, IL 60615

1/21

Closed 4/11/25

$275,000

4
Bedrooms: 2
Bathrooms: 2,400
Square Feet: 0.09
Acres

7944 South Drexel Avenue, Chicago, IL 60619

$495,000 | 1548 South Ridgeway Avenue, Chicago, IL 60623

1/18

Closed 3/28/25

$495,000

9
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

1548 South Ridgeway Avenue, Chicago, IL 60623

$820,000 | 2042 West Cullerton Street, Chicago, IL 60608

1/20

Closed 5/2/25

$820,000

8
Bedrooms: 5
Bathrooms: Unavailable
Square Feet: 0.07
Acres

2042 West Cullerton Street, Chicago, IL 60608

1/36

$499,900

6
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.06
Acres

1823 West Cullerton Street, Chicago, IL 60608

$275,000

6
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

5256 South Carpenter Street, Chicago, IL 60609

1/17

$849,900

10
Bedrooms: 5
Bathrooms: 3,234
Square Feet: 0.07
Acres

2335 West 21st Street, Chicago, IL 60608

1/17

$599,500

6
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

3554 West McLean Avenue, Chicago, IL 60647

$925,000 | 2439 North Harding Avenue, Chicago, IL 60647

1/45

Virtual Tour

$925,000

7
Bedrooms: 5
Bathrooms: Unavailable
Square Feet: 0.09
Acres

2439 North Harding Avenue, Chicago, IL 60647

1/21

$470,000

6
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.06
Acres

1547 South Kolin Avenue, Chicago, IL 60623

a front view of a residential apartment building with a yard

1/12

$379,000

6
Bedrooms: 2
Bathrooms: 2,400
Square Feet: 0.15
Acres

8030 South Justine Street, Chicago, IL 60620

$425,000 | 5222 North Lieb Avenue, Chicago, IL 60630

1/38

Closed 4/17/25

$425,000

5
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.09
Acres

5222 North Lieb Avenue, Chicago, IL 60630

$599,999 | 6117 South Vernon Avenue, Chicago, IL 60637

1/51

Listed By CompassVirtual Tour

$599,999

11
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.08
Acres

6117 South Vernon Avenue, Chicago, IL 60637

1/30

$305,000

7
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

4202 West Jackson Boulevard, Chicago, IL 60624

1/24

$215,000

4
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.11
Acres

7409 South Maryland Avenue, Chicago, IL 60619

1/34

Closed 4/2/25

$887,000

5
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.14
Acres

3849-3853 North Hamlin Avenue, Chicago, IL 60618

1/12

$249,000

5
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

3906 West Monroe Street, Chicago, IL 60624

1/36

$669,900

6
Bedrooms: 3
Bathrooms: 2,500
Square Feet: 0.09
Acres

7522 North Wolcott Avenue, Chicago, IL 60626

1/6

$289,000

4
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.11
Acres

7232 South Rhodes Avenue, Chicago, IL 60619

$1,200,000 | 3222 North Sheffield Avenue, Chicago, IL 60657

1/17

Closed 4/7/25

$1,200,000

6
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.07
Acres

3222 North Sheffield Avenue, Chicago, IL 60657

$330,000 | 7527 South Stewart Avenue, Chicago, IL 60620

1/37

Closed 4/4/25

$330,000

4
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.05
Acres

7527 South Stewart Avenue, Chicago, IL 60620

$400,000 | 8237 South Drexel Avenue, Chicago, IL 60619

1/31

Closed 4/11/25

$400,000

8
Bedrooms: 5
Bathrooms: Unavailable
Square Feet: 0.09
Acres

8237 South Drexel Avenue, Chicago, IL 60619

$345,000 | 1055 North Lavergne Avenue, Chicago, IL 60651

1/12

Closed 4/11/25

$345,000

5
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.03
Acres

1055 North Lavergne Avenue, Chicago, IL 60651

1/15

$625,000

14
Bedrooms: 8
Bathrooms: Unavailable
Square Feet: 0.16
Acres

6630 South Vernon Avenue, Chicago, IL 60637

$445,000 | 4742 South Honore Street, Chicago, IL 60609

1/7

Pending

$445,000

9
Bedrooms: 6
Bathrooms: Unavailable
Square Feet: 0.07
Acres

4742 South Honore Street, Chicago, IL 60609

$749,900 | 2422 North Clybourn Avenue, Chicago, IL 60614

1/52

Pending

$749,900

8
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.05
Acres

2422 North Clybourn Avenue, Chicago, IL 60614

$585,000 | 4923 West Henderson Street, Chicago, IL 60641

1/27

Closed 4/23/25

$585,000

6
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.08
Acres

4923 West Henderson Street, Chicago, IL 60641

1/17

Contingent

$309,900

8
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.07
Acres

8528 South Exchange Avenue, Chicago, IL 60617

$565,000 | 863 North Northwest Highway, Park Ridge, IL 60068

1/18

Contingent

$565,000

4
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.22
Acres

863 North Northwest Highway, Park Ridge, IL 60068

$355,000 | 1511 West Garfield Boulevard, Chicago, IL 60636

1/5

Closed 3/21/25

$355,000

6
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.07
Acres

1511 West Garfield Boulevard, Chicago, IL 60636

$510,000 | 1309 South Kostner Avenue, Chicago, IL 60623

1/41

Virtual Tour

$510,000

13
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.07
Acres

1309 South Kostner Avenue, Chicago, IL 60623

$389,900 | 5438 South Wells Street, Chicago, IL 60609

1/34

ContingentVirtual Tour

$389,900

9
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: Unavailable
Acres

5438 South Wells Street, Chicago, IL 60609

1/24

Pending

$555,555

10
Bedrooms: 7
Bathrooms: Unavailable
Square Feet: 0.07
Acres

1857 South Komensky Avenue, Chicago, IL 60623

1/25

Closed 3/19/25

$630,000

8
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.09
Acres

5138 North Kimball Avenue, Chicago, IL 60625

1/26

Closed 4/25/25

$640,000

7
Bedrooms: 5
Bathrooms: 4,400
Square Feet: 0.18
Acres

6032 South Michigan Avenue, Chicago, IL 60637

1/50

$1,287,505

9
Bedrooms: 7
Bathrooms: 5,625
Square Feet: 0.07
Acres

2458 North Clybourn Avenue, Chicago, IL 60614

$400,000 | 4334 West 18th Street, Chicago, IL 60623

1/14

Closed 3/26/25

$400,000

7
Bedrooms: Unavailable
Bathrooms: Unavailable
Square Feet: 0.19
Acres

4334 West 18th Street, Chicago, IL 60623

$340,000 | 8352 South Peoria Street, Chicago, IL 60620

1/24

Closed 3/17/25

$340,000

6
Bedrooms: 2
Bathrooms: 2,800
Square Feet: 0.06
Acres

8352 South Peoria Street, Chicago, IL 60620

$727,500 | 5009 West Montrose Avenue, Chicago, IL 60641

1/14

Closed 3/19/25

$727,500

8
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.09
Acres

5009 West Montrose Avenue, Chicago, IL 60641

1/10

$399,000

6
Bedrooms: 2
Bathrooms: 2,400
Square Feet: 0.07
Acres

4717 West Congress Parkway, Chicago, IL 60644

$235,000 | 4834 West Race Avenue, Chicago, IL 60644

1/46

Closed 3/25/25

$235,000

4
Bedrooms: 2
Bathrooms: 1,760
Square Feet: 0.08
Acres

4834 West Race Avenue, Chicago, IL 60644

1/25

$375,000

5
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.1
Acres

108 North Waller Avenue, Chicago, IL 60644

$249,900 | 7808 South Burnham Avenue, Chicago, IL 60649

1/16

Closed 5/21/25

$249,900

7
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.11
Acres

7808 South Burnham Avenue, Chicago, IL 60649

$390,000 | 944 West 73rd Street, Chicago, IL 60621

1/14

Closed 4/22/25

$390,000

7
Bedrooms: 3
Bathrooms: 3,350
Square Feet: 0.14
Acres

944 West 73rd Street, Chicago, IL 60621

1/12

Closed 4/10/25

$255,000

6
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

11952 South Eggleston Avenue, Chicago, IL 60628

$682,000 | 5910 West Higgins Avenue, Chicago, IL 60630

1/25

Closed 3/21/25

$682,000

8
Bedrooms: 3
Bathrooms: 2,200
Square Feet: 0.1
Acres

5910 West Higgins Avenue, Chicago, IL 60630

$510,000 | 1425 West 16th Street, Chicago, IL 60608

1/21

Closed 4/14/25

$510,000

4
Bedrooms: 3
Bathrooms: 2,200
Square Feet: 0.07
Acres

1425 West 16th Street, Chicago, IL 60608

$325,000 | 6929 South Artesian Avenue, Chicago, IL 60629

1/21

Contingent

$325,000

5
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.09
Acres

6929 South Artesian Avenue, Chicago, IL 60629

$430,000 | 627 North Lawndale Avenue, Chicago, IL 60624

1/53

Closed 5/12/25

$430,000

10
Bedrooms: 5
Bathrooms: 2,950
Square Feet: 0.07
Acres

627 North Lawndale Avenue, Chicago, IL 60624

Closed 3/26/25

$205,000

6
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.11
Acres

1644 South Millard Avenue, Chicago, IL 60623

a brick building that has lots of windows on it

1/35

$275,000

8
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

8112 South Exchange Avenue, Chicago, IL 60617

a front view of a building with a street

1/29

Closed 3/31/25

$1,370,000

8
Bedrooms: 10
Bathrooms: 8,000
Square Feet: 0.07
Acres

6853 West Belmont Avenue, Chicago, IL 60634

1/26

Pending

$579,000

10
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.09
Acres

6008 South Wabash Avenue, Chicago, IL 60637

$410,000 | 4340 West 18th Street, Chicago, IL 60623

1/29

Closed 3/26/25

$410,000

16
Bedrooms: 7
Bathrooms: Unavailable
Square Feet: 0.17
Acres

4340 West 18th Street, Chicago, IL 60623

$219,000 | 2354 South Sacramento Avenue, Chicago, IL 60623

1/3

Pending

$219,000

5
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

2354 South Sacramento Avenue, Chicago, IL 60623

$515,000 | 3938 North Christiana Avenue, Chicago, IL 60618

1/18

Closed 3/28/25

$515,000

8
Bedrooms: 3
Bathrooms: 2,100
Square Feet: 0.07
Acres

3938 North Christiana Avenue, Chicago, IL 60618

$475,000 | 4103 West Palmer Street, Chicago, IL 60639

1/30

Closed 5/7/25

$475,000

6
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

4103 West Palmer Street, Chicago, IL 60639

1/8

$240,000

4
Bedrooms: 2
Bathrooms: Unavailable
Square Feet: 0.07
Acres

5151 South Troy Street, Chicago, IL 60632

1/28

Closed 4/18/25

$405,000

7
Bedrooms: 3
Bathrooms: 3,400
Square Feet: 0.09
Acres

2512 West 69th Street, Chicago, IL 60629

$879,000 | 2712 West 24th Place, Chicago, IL 60608

1/72

Closed 3/31/25

$879,000

9
Bedrooms: 6
Bathrooms: Unavailable
Square Feet: 0.07
Acres

2712 West 24th Place, Chicago, IL 60608

1/15

Pending

$209,000

7
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.25
Acres

8612 South Burnham Avenue, Chicago, IL 60617

$285,000 | 5130 South Rockwell Street, Chicago, IL 60632

1/20

Closed 4/16/25

$285,000

7
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.09
Acres

5130 South Rockwell Street, Chicago, IL 60632

1/31

Contingent

$659,800

12
Bedrooms: 4
Bathrooms: Unavailable
Square Feet: 0.10
Acres

6751 South Ridgeland Avenue, Chicago, IL 60649

$305,000 | 3617 South Hermitage Avenue, Chicago, IL 60609

1/2

Closed 3/24/25

$305,000

4
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

3617 South Hermitage Avenue, Chicago, IL 60609

$455,000 | 6348 South Langley Avenue, Chicago, IL 60637

1/17

Contingent

$455,000

6
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

6348 South Langley Avenue, Chicago, IL 60637

1/11

$310,000

9
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.07
Acres

829 West 54th Place, Chicago, IL 60609

1/20

$474,999

6
Bedrooms: 3
Bathrooms: Unavailable
Square Feet: 0.09
Acres

1928 North Pulaski Road, Chicago, IL 60639