Chicago Airbnb Investment Properties For Sale

Interested in Airbnb investment properties for sale in Chicago, IL? Browse available short-term rental friendly properties below. Our advanced Chicago real estate website features Airbnb investment properties all throughout the city. For additional information on any of these Chicago Airbnb investment property listings, just click the "Request Info" button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of investor-friendly properties recently sold nearby, and more.

We also encourage all users to register for a free account so that you can receive email alerts whenever new Chicago Airbnb investment properties hit the market. Or you can also get in touch at your earliest convenience if you have any other questions about the Chicago real estate market or buying an investment property in Chicago

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New
2820 West 21st Place, Chicago, 60623

$469,999

2820 West 21st Place, Chicago, 60623

5 Beds 3 Baths 0 SqFt Residential Income MLS® # 12162606

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New
2112 West Leland Avenue, Chicago, 60625

$1,250,000

2112 West Leland Avenue, Chicago, 60625

5 Beds 5 Baths 0 SqFt Residential Income MLS® # 12159353

Midwest Real Estate Data LLC Logo

New
4128 North Maplewood Avenue, Chicago, 60618

$899,900

4128 North Maplewood Avenue, Chicago, 60618

4 Beds 2 Baths 0 SqFt Residential Income MLS® # 12147686

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7148 South Cornell Avenue, Chicago, 60649

$468,999

↓ $1

7148 South Cornell Avenue, Chicago, 60649

6 Beds 5 Baths 0 SqFt Residential Income MLS® # 12158145

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Contingent
4613 North Malden Street, Chicago, 60640

$1,035,000

4613 North Malden Street, Chicago, 60640

5 Beds 5 Baths 0 SqFt Residential Income MLS® # 12154719

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615 East 42nd Street, Chicago, 60653

$599,000

615 East 42nd Street, Chicago, 60653

4 Beds 3 Baths 0 SqFt Residential Income MLS® # 12152504

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4106-08 South Lake Park Avenue, Chicago, 60653

$574,000

4106-08 South Lake Park Avenue, Chicago, 60653

3 Beds 3 Baths 0 SqFt Residential Income MLS® # 12150678

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2730 West Adams Street, Chicago, 60612

$899,000

2730 West Adams Street, Chicago, 60612

5 Beds 4 Baths 0 SqFt Residential Income MLS® # 12150368

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Contingent
2711 West 24th Street, Chicago, 60608

$424,975

2711 West 24th Street, Chicago, 60608

3 Beds 2 Baths 0 SqFt Residential Income MLS® # 12149352

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42 North Parkside Avenue, Chicago, 60644

$489,000

↓ $10,000

42 North Parkside Avenue, Chicago, 60644

6 Beds 3 Baths 0 SqFt Residential Income MLS® # 12062734

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Contingent
6121 South Rhodes Avenue, Chicago, 60637

$659,000

6121 South Rhodes Avenue, Chicago, 60637

8 Beds 5 Baths 0 SqFt Residential Income MLS® # 12129768

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708 North Rockwell Street, Chicago, 60612

$825,000

708 North Rockwell Street, Chicago, 60612

4 Beds 3 Baths 0 SqFt Residential Income MLS® # 12133645

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2306 North Harding Avenue, Chicago, 60647

$695,000

2306 North Harding Avenue, Chicago, 60647

5 Beds 2 Baths 0 SqFt Residential Income MLS® # 12102871

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Contingent
3040 South Throop Street, Chicago, 60608

$699,000

3040 South Throop Street, Chicago, 60608

7 Beds 3 Baths 0 SqFt Residential Income MLS® # 12132439

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1028 South Oakley Boulevard, Chicago, 60612

$1,200,000

1028 South Oakley Boulevard, Chicago, 60612

9 Beds 6 Baths 0 SqFt Residential Income MLS® # 12123073

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Contingent
3524 North Halsted Street, Chicago, 60657

$2,099,900

3524 North Halsted Street, Chicago, 60657

2 Beds 3 Baths 0 SqFt Residential Income MLS® # 12131558

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Contingent
4839 North Saint Louis Avenue, Chicago, 60625

$587,000

4839 North Saint Louis Avenue, Chicago, 60625

6 Beds 3 Baths 0 SqFt Residential Income MLS® # 12126369

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Contingent
8320 South Kingston Avenue, Chicago, 60617

$285,000

8320 South Kingston Avenue, Chicago, 60617

4 Beds 2 Baths 0 SqFt Residential Income MLS® # 12113094

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6109 South Greenwood Avenue, Chicago, 60637

$1,184,650

↓ $25

6109 South Greenwood Avenue, Chicago, 60637

8 Beds 4 Baths 0 SqFt Residential Income MLS® # 12107588

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216 South Leavitt Street, Chicago, 60612

$830,000

↓ $5,000

216 South Leavitt Street, Chicago, 60612

6 Beds 4 Baths 0 SqFt Residential Income MLS® # 12094352

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6615 South Ellis Avenue, Chicago, 60637

$259,000

↓ $1,000

6615 South Ellis Avenue, Chicago, 60637

5 Beds 5 Baths 0 SqFt Residential Income MLS® # 12075009

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1464 West Erie Street, Chicago, 60642

$1,535,000

1464 West Erie Street, Chicago, 60642

7 Beds 7 Baths 0 SqFt Residential Income MLS® # 12050113

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1527 North Claremont Avenue, Chicago, 60622

$1,515,000

1527 North Claremont Avenue, Chicago, 60622

10 Beds 4 Baths 0 SqFt Residential Income MLS® # 12056697

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2021 North Stave Street, Chicago, 60647

$450,000

2021 North Stave Street, Chicago, 60647

4 Beds 2 Baths 0 SqFt Residential Income MLS® # 12019640

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Contingent
417 East 60th Street, Chicago, 60637

$450,000

417 East 60th Street, Chicago, 60637

10 Beds 4 Baths 0 SqFt Residential Income MLS® # 12042838

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2233 North Halsted Street, Chicago, 60614

$1,750,000

↓ $49,000

2233 North Halsted Street, Chicago, 60614

6 Beds 6 Baths 0 SqFt Residential Income MLS® # 11987815

Midwest Real Estate Data LLC Logo

Are you planning to buy or sell a home or condo in Chicago? Contact the Chicago Condo Finder Team, Chicago's local condo experts, for help navigating the current market conditions. Call or text (312) 953-0961 now to schedule a showing for a unit you'd like to preview!