Airbnb Properties for Sale in Chicago, IL

Looking for a vacation rental investment in Chicago, IL with high ROI ?

Explore a range of newly added short-term rental homes in Chicago, IL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb Multi Family For Sale in Chicago, IL

Search for Multi Family for Sale in Chicago, Illinois. Browse all of Mashvisor’s Multi Family listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 104 Multi Family listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
7749 S Muskegon Ave Chicago, IL FREE - FREE 32" TV - MOVE RIGHT IN -ONE MONTH FREE RENT!!!- DECEMBER ON US!! TO THIS SPACI...	10 beds \| 3 baths \| 1,000 sq.ft.	$279,900	Airbnb cash on cash: 5.35% Traditional cash on cash: 2.18% Airbnb Rental Income: $3055 Traditional Rental Income: $1523 Airbnb ROI: 5.35% Traditional ROI: 2.18%
6140 S Aberdeen St Chicago, IL Investor opportunity in a classic Chicago greystone 2-flat with two occupied, updated 3-be...	6 beds \| 2 baths \| N/A	$325,000	Airbnb cash on cash: 6.21% Traditional cash on cash: 6.09% Airbnb Rental Income: $3387 Traditional Rental Income: $2596 Airbnb ROI: 6.21% Traditional ROI: 6.09%
151 N Long Ave Chicago, IL Fantastic opportunity to own a fully gut-renovated, all-brick 2-flat in Chicago! Perfect f...	6 beds \| 2 baths \| N/A	$500,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 4.06% Airbnb Rental Income: $3898 Traditional Rental Income: $2849 Airbnb ROI: 4.51% Traditional ROI: 4.06%
6938 S Peoria St Chicago, IL WOW! THIS IS A GREAT OPPORTUNITY FOR THE SMART BUYER TO PUT THEIR TAX MONEY TO GOOD USE. ...	6 beds \| 2 baths \| 3,210 sq.ft.	$335,000	Airbnb cash on cash: 5.71% Traditional cash on cash: 4.98% Airbnb Rental Income: $3387 Traditional Rental Income: $2405 Airbnb ROI: 5.71% Traditional ROI: 4.98%
2812 S Trumbull Ave Chicago, IL	4 beds \| 2 baths \| N/A	$429,900	Airbnb cash on cash: 3.26% Traditional cash on cash: 2.85% Airbnb Rental Income: $2687 Traditional Rental Income: $1886 Airbnb ROI: 3.26% Traditional ROI: 2.85%
6016 S Carpenter St Chicago, IL Alert! The reserve price is being revealed on this property so you will know the bid to b...	5 beds \| 2 baths \| 2,078 sq.ft.	$355,000	Airbnb cash on cash: 4.38% Traditional cash on cash: 2.89% Airbnb Rental Income: $3387 Traditional Rental Income: $2139 Airbnb ROI: 4.38% Traditional ROI: 2.89%
3003 S Kenneth Ave Chicago, IL Two unit brick building on a spacious corner double lot! 2 car garage with driveway. Each ...	5 beds \| 3 baths \| N/A	$235,000	Airbnb cash on cash: 9.51% Traditional cash on cash: 7.55% Airbnb Rental Income: $3816 Traditional Rental Income: $2556 Airbnb ROI: 9.51% Traditional ROI: 7.55%
7741 S Yates Blvd Chicago, IL	9 beds \| 3 baths \| N/A	$625,000	Airbnb cash on cash: 1.92% Traditional cash on cash: 1.54% Airbnb Rental Income: $3055 Traditional Rental Income: $2140 Airbnb ROI: 1.92% Traditional ROI: 1.54%
1431 S Tripp Ave Chicago, IL Spacious 3 Unit with an UNFINISHED BASEMENT. Major expansion potential!! All Units have id...	12 beds \| 3 baths \| N/A	$549,000	Airbnb cash on cash: 4.02% Traditional cash on cash: 3.92% Airbnb Rental Income: $3641 Traditional Rental Income: $2794 Airbnb ROI: 4.02% Traditional ROI: 3.92%
4717 N Keystone Ave Chicago, IL	5 beds \| 3 baths \| 1,916 sq.ft.	$779,000	Airbnb cash on cash: 3.01% Traditional cash on cash: 2.35% Airbnb Rental Income: $4525 Traditional Rental Income: $3106 Airbnb ROI: 3.01% Traditional ROI: 2.35%
5632 N Rockwell St Chicago, IL EXCELLENT ARCADIA TERRACE LOCATION FOR THIS 2 FLAT + FINISHED BASEMENT BUILDING. EACH UNI...	8 beds \| 3 baths \| N/A	$829,900	Airbnb cash on cash: 1.74% Traditional cash on cash: 1.57% Airbnb Rental Income: $3816 Traditional Rental Income: $2864 Airbnb ROI: 1.74% Traditional ROI: 1.57%
3912 W Congress Pkwy Chicago, IL	7 beds \| 4 baths \| N/A	$535,000	Airbnb cash on cash: 6.56% Traditional cash on cash: 3.31% Airbnb Rental Income: $5382 Traditional Rental Income: $2671 Airbnb ROI: 6.56% Traditional ROI: 3.31%
1539 N Kolin Ave Chicago, IL Discover this promising legal 3-unit building located in the vibrant Humboldt Park neighbo...	6 beds \| 3 baths \| N/A	$499,999	Airbnb cash on cash: 7.5% Traditional cash on cash: 1.73% Airbnb Rental Income: $5833 Traditional Rental Income: $1974 Airbnb ROI: 7.5% Traditional ROI: 1.73%
3533 W 12th Pl Chicago, IL	14 beds \| 4 baths \| N/A	$699,900	Airbnb cash on cash: 4.44% Traditional cash on cash: 3.59% Airbnb Rental Income: $5382 Traditional Rental Income: $3741 Airbnb ROI: 4.44% Traditional ROI: 3.59%
4450 N Mango Ave Chicago, IL THIS IS AN AWESOME PROPERTY. VERY WELL KEPT UPDATED BRICK 2 FLAT PLUS ADDITIONAL GARDEN AP...	5 beds \| 3 baths \| 2,090 sq.ft.	$599,900	Airbnb cash on cash: 6.04% Traditional cash on cash: 3.45% Airbnb Rental Income: $5661 Traditional Rental Income: $3074 Airbnb ROI: 6.04% Traditional ROI: 3.45%
1450 S Avers Ave Chicago, IL	8 beds \| 3 baths \| N/A	$519,000	Airbnb cash on cash: 6.39% Traditional cash on cash: 0.8% Airbnb Rental Income: $5382 Traditional Rental Income: $1585 Airbnb ROI: 6.39% Traditional ROI: 0.8%
4040 S Calumet Ave Chicago, IL Exceptional investment opportunity in the heart of historic Bronzeville. This fully renova...	8 beds \| 4 baths \| N/A	$799,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 0.42% Airbnb Rental Income: $3346 Traditional Rental Income: $2197 Airbnb ROI: 0.96% Traditional ROI: 0.42%
118 N Menard Ave Chicago, IL	8 beds \| 4 baths \| 900 sq.ft.	$599,000	Airbnb cash on cash: 2.05% Traditional cash on cash: -0.9% Airbnb Rental Income: $3898 Traditional Rental Income: $1407 Airbnb ROI: 2.05% Traditional ROI: -0.9%
1034 N Drake Ave Chicago, IL This dream home located in Hot West Humboldt Park Neighborhood is awaiting its owner. GUTT...	4 beds \| 3 baths \| N/A	$600,000	Airbnb cash on cash: 4.84% Traditional cash on cash: 3.11% Airbnb Rental Income: $4594 Traditional Rental Income: $2670 Airbnb ROI: 4.84% Traditional ROI: 3.11%
3169 W Monroe St Chicago, IL Beautifully renovated and thoughtfully updated, this impressive 3unit building in East Gar...	9 beds \| 4 baths \| N/A	$625,000	Airbnb cash on cash: 2.85% Traditional cash on cash: 2.24% Airbnb Rental Income: $3730 Traditional Rental Income: $2565 Airbnb ROI: 2.85% Traditional ROI: 2.24%
6433 S Sangamon St Chicago, IL 6433 S Sangamon St, Chicago, IL 60621 \| Multi Family	9 beds \| 3 baths \| N/A	$489,900	Airbnb cash on cash: 2.29% Traditional cash on cash: -1.87% Airbnb Rental Income: $3387 Traditional Rental Income: $724 Airbnb ROI: 2.29% Traditional ROI: -1.87%
3446 W Jackson Blvd Chicago, IL Don't miss this incredible opportunity. A 2 flat property in East Garfield Park area. This...	6 beds \| 5 baths \| N/A	$600,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 1.37% Airbnb Rental Income: $3730 Traditional Rental Income: $1853 Airbnb ROI: 3.27% Traditional ROI: 1.37%
4016 W Crystal St Chicago, IL 4016 W Crystal St, Chicago, IL 60651 \| Multi Family	6 beds \| 3 baths \| N/A	$565,000	Airbnb cash on cash: 5.42% Traditional cash on cash: 2.49% Airbnb Rental Income: $5833 Traditional Rental Income: $3124 Airbnb ROI: 5.42% Traditional ROI: 2.49%
4429 W Adams St Chicago, IL 4429 W Adams St, Chicago, IL 60624 \| Multi Family	6 beds \| 2 baths \| N/A	$370,000	Airbnb cash on cash: 8.62% Traditional cash on cash: 1.96% Airbnb Rental Income: $5284 Traditional Rental Income: $1902 Airbnb ROI: 8.62% Traditional ROI: 1.96%
3532 W Van Buren St Chicago, IL 3532 W Van Buren St, Chicago, IL 60624 \| Multi Family	5 beds \| 2 baths \| 2,000 sq.ft.	$349,900	Airbnb cash on cash: 5.36% Traditional cash on cash: 0.82% Airbnb Rental Income: $3730 Traditional Rental Income: $1430 Airbnb ROI: 5.36% Traditional ROI: 0.82%
8542 S Lowe Ave Chicago, IL	7 beds \| 3 baths \| N/A	$355,000	Airbnb cash on cash: 4.64% Traditional cash on cash: 2.91% Airbnb Rental Income: $3116 Traditional Rental Income: $1832 Airbnb ROI: 4.64% Traditional ROI: 2.91%
1218 N Mason Ave Chicago, IL 1218 N Mason Ave, Chicago, IL 60651 \| Multi Family	6 beds \| 3 baths \| N/A	$445,000	Airbnb cash on cash: 2.7% Traditional cash on cash: 2.44% Airbnb Rental Income: $3314 Traditional Rental Income: $2462 Airbnb ROI: 2.7% Traditional ROI: 2.44%
5037 W West End Ave Chicago, IL	5 beds \| 3 baths \| N/A	$449,999	Airbnb cash on cash: 3.79% Traditional cash on cash: 2.18% Airbnb Rental Income: $3898 Traditional Rental Income: $2379 Airbnb ROI: 3.79% Traditional ROI: 2.18%
2833 W Polk St Chicago, IL	9 beds \| 3 baths \| N/A	$750,000	Airbnb cash on cash: 3.95% Traditional cash on cash: 0.56% Airbnb Rental Income: $5185 Traditional Rental Income: $1760 Airbnb ROI: 3.95% Traditional ROI: 0.56%
637 W 46th Pl Chicago, IL Nestled in the heart of Chicago's Canaryville Neighborhood - This charming 2-flat welcomes...	2 beds \| 2 baths \| N/A	$320,000	Airbnb cash on cash: 6.19% Traditional cash on cash: 3.69% Airbnb Rental Income: $3115 Traditional Rental Income: $1653 Airbnb ROI: 6.19% Traditional ROI: 3.69%
8400 S Burley Ave Chicago, IL	10 beds \| 4 baths \| 3,287 sq.ft.	$444,900	Airbnb cash on cash: 4.4% Traditional cash on cash: 4.28% Airbnb Rental Income: $3153 Traditional Rental Income: $2388 Airbnb ROI: 4.4% Traditional ROI: 4.28%
2951 S Farrell St Chicago, IL It's all about LOCATION for this incredible redevelopment opportunity in Bridgeport! cheap...	N/A beds \| N/A baths \| 1,200 sq.ft.	$279,900	Airbnb cash on cash: 7.11% Traditional cash on cash: 2.65% Airbnb Rental Income: $3137 Traditional Rental Income: $1250 Airbnb ROI: 7.11% Traditional ROI: 2.65%
2622 N Central Park Ave Chicago, IL Fully Renovated Logan Square 2-Flat - Exceptional Investment or Owner-Occupant Opportunity...	9 beds \| 4 baths \| N/A	$950,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 0.31% Airbnb Rental Income: $3448 Traditional Rental Income: $2017 Airbnb ROI: 1.07% Traditional ROI: 0.31%
651 N Long Ave Chicago, IL 651 N Long Ave, Chicago, IL 60644 \| Multi Family	7 beds \| 3 baths \| N/A	$545,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 1.95% Airbnb Rental Income: $3898 Traditional Rental Income: $2741 Airbnb ROI: 2.57% Traditional ROI: 1.95%
8755 S Cottage Grove Ave Chicago, IL Excellent investment or owner-occupant opportunity! This solid brick 3-unit property offer...	10 beds \| 4 baths \| N/A	$405,555	Airbnb cash on cash: 3.02% Traditional cash on cash: 2.58% Airbnb Rental Income: $2926 Traditional Rental Income: $2080 Airbnb ROI: 3.02% Traditional ROI: 2.58%
2437 N Central Ave Chicago, IL Incredible opportunity to own this well-maintained 2-flat on an oversized lot, offering ex...	8 beds \| 4 baths \| N/A	$599,900	Airbnb cash on cash: 4.37% Traditional cash on cash: 2.87% Airbnb Rental Income: $4440 Traditional Rental Income: $2673 Airbnb ROI: 4.37% Traditional ROI: 2.87%
1002 N Avers Ave Chicago, IL 1002 N Avers Ave, Chicago, IL 60651 \| Multi Family	4 beds \| 2 baths \| N/A	$449,900	Airbnb cash on cash: 7.62% Traditional cash on cash: 2.03% Airbnb Rental Income: $5833 Traditional Rental Income: $2318 Airbnb ROI: 7.62% Traditional ROI: 2.03%
6753 S Loomis Blvd Chicago, IL Turnkey Investment Opportunity! Don't miss this fully occupied 2-unit building offering im...	6 beds \| 4 baths \| N/A	$330,000	Airbnb cash on cash: 6.35% Traditional cash on cash: 3.88% Airbnb Rental Income: $3387 Traditional Rental Income: $1868 Airbnb ROI: 6.35% Traditional ROI: 3.88%
5641 S Morgan St Chicago, IL	6 beds \| 2 baths \| N/A	$250,000	Airbnb cash on cash: 7.52% Traditional cash on cash: 5.51% Airbnb Rental Income: $3387 Traditional Rental Income: $2157 Airbnb ROI: 7.52% Traditional ROI: 5.51%

Your search for investment property begins and ends here

Airbnb Multi Family For Sale in Chicago, IL

7749 S Muskegon Ave

Chicago, IL

10 beds | 3 baths | 1,000 sq.ft.

$279,900

Airbnb cash on cash: 5.35%

Traditional cash on cash: 2.18%

Airbnb Rental Income: $3055

Traditional Rental Income: $1523

Airbnb ROI: 5.35%

Traditional ROI: 2.18%

6140 S Aberdeen St

Chicago, IL

6 beds | 2 baths | N/A

$325,000

Airbnb cash on cash: 6.21%

Traditional cash on cash: 6.09%

Airbnb Rental Income: $3387

Traditional Rental Income: $2596

Airbnb ROI: 6.21%

Traditional ROI: 6.09%

151 N Long Ave

Chicago, IL

6 beds | 2 baths | N/A

$500,000

Airbnb cash on cash: 4.51%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $3898

Traditional Rental Income: $2849

Airbnb ROI: 4.51%

Traditional ROI: 4.06%

6938 S Peoria St

Chicago, IL

6 beds | 2 baths | 3,210 sq.ft.

$335,000

Airbnb cash on cash: 5.71%

Traditional cash on cash: 4.98%

Airbnb Rental Income: $3387

Traditional Rental Income: $2405

Airbnb ROI: 5.71%

Traditional ROI: 4.98%

2812 S Trumbull Ave

Chicago, IL

4 beds | 2 baths | N/A

$429,900

Airbnb cash on cash: 3.26%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $2687

Traditional Rental Income: $1886

Airbnb ROI: 3.26%

Traditional ROI: 2.85%

6016 S Carpenter St

Chicago, IL

5 beds | 2 baths | 2,078 sq.ft.

$355,000

Airbnb cash on cash: 4.38%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $3387

Traditional Rental Income: $2139

Airbnb ROI: 4.38%

Traditional ROI: 2.89%

3003 S Kenneth Ave

Chicago, IL

5 beds | 3 baths | N/A

$235,000

Airbnb cash on cash: 9.51%

Traditional cash on cash: 7.55%

Airbnb Rental Income: $3816

Traditional Rental Income: $2556

Airbnb ROI: 9.51%

Traditional ROI: 7.55%

7741 S Yates Blvd

Chicago, IL

9 beds | 3 baths | N/A

$625,000

Airbnb cash on cash: 1.92%

Traditional cash on cash: 1.54%

Airbnb Rental Income: $3055

Traditional Rental Income: $2140

Airbnb ROI: 1.92%