Real Estate Investment Properties for Sale in Chicago, IL

Looking for investment property in Chicago, IL with high ROI ?

Explore a variety of short-term homes & houses in Chicago, IL. Invest wisely with VRBO & Chicago, IL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

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 1,595 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
6955 S Honore St Chicago, IL SOLID 2 FLAT WITH FIRST FLOOR DUPLEX. TENANT INCOME IN BOTH UNITS. BUILDING IN GREAT SHAP...	6 beds \| 2 baths \| 2,124 sq.ft.	$379,700	Airbnb cash on cash: 1.67% Traditional cash on cash: 5.41% Airbnb Rental Income: $1487 Traditional Rental Income: $2384 Airbnb ROI: 1.67% Traditional ROI: 5.41%
4836 S Dorchester Ave Chicago, IL Looking for a Stunning 3-Flat Georgian Style Multi-Family Building or convert to your Sing...	7 beds \| 3 baths \| N/A	$925,000	Airbnb cash on cash: -1.44% Traditional cash on cash: 0.63% Airbnb Rental Income: $1275 Traditional Rental Income: $2659 Airbnb ROI: -1.44% Traditional ROI: 0.63%
57 E Cedar St Chicago, IL 57 E Cedar St, Chicago, IL 60611 \| Multi Family	4 beds \| 4 baths \| 3,600 sq.ft.	$1,699,990	Airbnb cash on cash: -0.67% Traditional cash on cash: -1.04% Airbnb Rental Income: $5240 Traditional Rental Income: $3594 Airbnb ROI: -0.67% Traditional ROI: -1.04%
8330 S Buffalo Ave Chicago, IL	9 beds \| 4 baths \| N/A	$399,999	Airbnb cash on cash: 1.49% Traditional cash on cash: 6.72% Airbnb Rental Income: $1757 Traditional Rental Income: $3237 Airbnb ROI: 1.49% Traditional ROI: 6.72%
33 E Division St Chicago, IL 33 E Division was originally constructed in 1881. This historic Potter Palmer Greystone si...	7 beds \| 7 baths \| N/A	$3,600,000	Airbnb cash on cash: -0.3% Traditional cash on cash: -0.94% Airbnb Rental Income: $5065 Traditional Rental Income: $1874 Airbnb ROI: -0.3% Traditional ROI: -0.94%
4736 S Prairie Ave Chicago, IL Bronzeville Exceptionally Striking, Classic Iconic Chicago, 3 unit 3 Story 1890's Greyston...	9 beds \| 6 baths \| N/A	$799,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 6.29% Airbnb Rental Income: $2178 Traditional Rental Income: $6787 Airbnb ROI: -0.65% Traditional ROI: 6.29%
6359 S Rhodes Ave Chicago, IL	7 beds \| 2 baths \| 1,500 sq.ft.	$249,999	Airbnb cash on cash: 1.82% Traditional cash on cash: 4.27% Airbnb Rental Income: $1771 Traditional Rental Income: $1864 Airbnb ROI: 1.82% Traditional ROI: 4.27%
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: 4.07% Traditional cash on cash: 2.18% Airbnb Rental Income: $2652 Traditional Rental Income: $1523 Airbnb ROI: 4.07% Traditional ROI: 2.18%
5139 W Washington Blvd Chicago, IL Turn key investment opportunity available now! Two unit plus a garden unit building with a...	8 beds \| 3 baths \| 3,792 sq.ft.	$515,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.03% Airbnb Rental Income: $2021 Traditional Rental Income: $2891 Airbnb ROI: 1.13% Traditional ROI: 4.03%
1512 N Maplewood Ave Chicago, IL An amazing investment/redevelopment opportunity in the hot Humboldt Park/West Bucktown nei...	4 beds \| 2 baths \| 1,344 sq.ft.	$649,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 1.9% Airbnb Rental Income: $1813 Traditional Rental Income: $2282 Airbnb ROI: 0.31% Traditional ROI: 1.9%
4149 N Wolcott Ave Chicago, IL Attractive 3 unit investment property in sought after North Center neighborhood. The uniqu...	4 beds \| 3 baths \| N/A	$995,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 1.14% Airbnb Rental Income: $2229 Traditional Rental Income: $2840 Airbnb ROI: -0.13% Traditional ROI: 1.14%
625 N Monticello Ave Chicago, IL Beautiful move-in ready brick 2-flat is a must see!! The 1ST Fl is duplexed into the lower...	9 beds \| 4 baths \| 1,795 sq.ft.	$409,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 6.23% Airbnb Rental Income: $1487 Traditional Rental Income: $3085 Airbnb ROI: 0.93% Traditional ROI: 6.23%
11317 S Edbrooke Ave Chicago, IL	5 beds \| 2 baths \| N/A	$179,900	Airbnb cash on cash: 3.16% Traditional cash on cash: 10.71% Airbnb Rental Income: $1529 Traditional Rental Income: $2377 Airbnb ROI: 3.16% Traditional ROI: 10.71%
5760 S Wells St Chicago, IL	7 beds \| 3 baths \| 2,236 sq.ft.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.46% Airbnb Rental Income: $null Traditional Rental Income: $2374 Airbnb ROI: N/A Traditional ROI: 10.46%
6711 S Paxton Ave Chicago, IL Jumbo three flat, just steps off Jackson Park golf course, harbor and lakefront. Over 6000...	12 beds \| 6 baths \| N/A	$949,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 5.38% Airbnb Rental Income: $2663 Traditional Rental Income: $6337 Airbnb ROI: 0.51% Traditional ROI: 5.38%
7065 N Wolcott Ave Chicago, IL Amazing Greystone 2 flat with a finished lower level for additional living space in East R...	7 beds \| 5 baths \| N/A	$749,995	Airbnb cash on cash: 0.22% Traditional cash on cash: 5.4% Airbnb Rental Income: $1976 Traditional Rental Income: $5083 Airbnb ROI: 0.22% Traditional ROI: 5.4%
2037 N Tripp Ave Chicago, IL Turnkey investment opportunity in the Hermosa Neighborhood! This fully rented, income-prod...	4 beds \| 3 baths \| N/A	$449,900	Airbnb cash on cash: 1.42% Traditional cash on cash: 5.26% Airbnb Rental Income: $2148 Traditional Rental Income: $3218 Airbnb ROI: 1.42% Traditional ROI: 5.26%
7917 S Maryland Ave Chicago, IL This Beautiful building was completely rehabbed in 2020. Gleaming hardwood floors througho...	6 beds \| 3 baths \| N/A	$399,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 3.95% Airbnb Rental Income: $721 Traditional Rental Income: $2344 Airbnb ROI: -1.21% Traditional ROI: 3.95%
5433 W Melrose St Chicago, IL ANOTHER BRICK 2 FLAT IN GREAT PORTAGE PARK AREA. ALMOST 2,800SF IN BOTH APTS. 1ST FLOOR AN...	8 beds \| 4 baths \| 2,726 sq.ft.	$699,000	Airbnb cash on cash: 2.33% Traditional cash on cash: 4.33% Airbnb Rental Income: $3125 Traditional Rental Income: $3717 Airbnb ROI: 2.33% Traditional ROI: 4.33%
7955 S Manistee Ave Chicago, IL	9 beds \| 3 baths \| N/A	$450,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 3.83% Airbnb Rental Income: $1625 Traditional Rental Income: $2570 Airbnb ROI: 0.5% Traditional ROI: 3.83%
2341 N Merrimac Ave Chicago, IL Brick 2 flat close to Riis Park and to the brick yard, 2nd floor with 2 bedrooms, separate...	5 beds \| 4 baths \| N/A	$489,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 6.02% Airbnb Rental Income: $3292 Traditional Rental Income: $3881 Airbnb ROI: 3.12% Traditional ROI: 6.02%
3103 N Kedzie Ave Chicago, IL LOCATION - LOCATION - LOCATION - POTENTIAL - POTENTIAL - POTENTIAL in high-demand Logan Sq...	6 beds \| 3 baths \| N/A	$775,900	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.84% Airbnb Rental Income: $2049 Traditional Rental Income: $2991 Airbnb ROI: -0.19% Traditional ROI: 1.84%
2843 W Fletcher St Chicago, IL Recently rehabbed fully rented two-flat in the heart of Avondale near Logan Square. Update...	5 beds \| 2 baths \| 2,960 sq.ft.	$799,900	Airbnb cash on cash: -0.53% Traditional cash on cash: 1.02% Airbnb Rental Income: $2049 Traditional Rental Income: $2676 Airbnb ROI: -0.53% Traditional ROI: 1.02%
7348 S Vernon Ave Chicago, IL Come and view this large 4 unit building in sought after Park Manor! The building offers ...	6 beds \| 4 baths \| 3,976 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.67% Airbnb Rental Income: $null Traditional Rental Income: $3698 Airbnb ROI: N/A Traditional ROI: 6.67%
7142 S Lowe Ave Chicago, IL Affordable brick 2 flat featuring a 2 bedroom and 3 bedroom unit. Individual heat, and co...	5 beds \| 2 baths \| 2,442 sq.ft.	$189,999	Airbnb cash on cash: 5.28% Traditional cash on cash: 8.57% Airbnb Rental Income: $1955 Traditional Rental Income: $2035 Airbnb ROI: 5.28% Traditional ROI: 8.57%
1327 W Walton St Chicago, IL West Town/Noble Square Unique XTRA LARGE 2 FLAT with the most desirable floorplans! CAN B...	7 beds \| 5 baths \| N/A	$1,399,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 1.34% Airbnb Rental Income: $2950 Traditional Rental Income: $4778 Airbnb ROI: -0.59% Traditional ROI: 1.34%
2939 N Hamlin Ave Chicago, IL Looking for Multi Unit building in Avondale? Here's a Great Property for Investors/Rehabbe...	8 beds \| 4 baths \| N/A	$899,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 3.1% Airbnb Rental Income: $1704 Traditional Rental Income: $4007 Airbnb ROI: -0.22% Traditional ROI: 3.1%
9010 S Justine St Chicago, IL Welcome Home to this Beautifully and Newly Rehabbed All Brick Two Flat with Enclosed Back...	6 beds \| 2 baths \| N/A	$419,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 4% Airbnb Rental Income: $1716 Traditional Rental Income: $2323 Airbnb ROI: 1.24% Traditional ROI: 4%
6414 N Francisco Ave Chicago, IL Brand-new construction four-unit building in the heart of Rogers Park - thoughtfully desig...	12 beds \| 8 baths \| N/A	$2,150,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.05% Airbnb Rental Income: $null Traditional Rental Income: $6356 Airbnb ROI: N/A Traditional ROI: 2.05%
7422 S Blackstone Ave Chicago, IL	8 beds \| 3 baths \| N/A	$395,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 5.33% Airbnb Rental Income: $1418 Traditional Rental Income: $2655 Airbnb ROI: 0.84% Traditional ROI: 5.33%
5910 N Campbell Ave Chicago, IL WOW- This Arcadia Terrace 2-Flat is a real stunner. Each real 3-bedroom, 1-bath apartment,...	6 beds \| 2 baths \| N/A	$770,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 1.51% Airbnb Rental Income: $1614 Traditional Rental Income: $2485 Airbnb ROI: -0.34% Traditional ROI: 1.51%
8239 S Colfax Ave Chicago, IL Fantastic investment opportunity in the heart of South Chicago! This solid brick 4-unit bu...	12 beds \| 5 baths \| N/A	$399,900	Airbnb cash on cash: 0.86% Traditional cash on cash: 3.96% Airbnb Rental Income: $1625 Traditional Rental Income: $2328 Airbnb ROI: 0.86% Traditional ROI: 3.96%
1736 W Beach Ave Chicago, IL Prime Wicker Park :Location - Brick Multi-Unit + Coach House. Unleash the full potential o...	7 beds \| 4 baths \| N/A	$1,299,000	Airbnb cash on cash: -1.57% Traditional cash on cash: 1.5% Airbnb Rental Income: $1813 Traditional Rental Income: $5021 Airbnb ROI: -1.57% Traditional ROI: 1.5%
11221 S King Dr Chicago, IL Spacious 2,840 sq. ft. brick two-flat situated directly across from a park. Both units fea...	5 beds \| 2 baths \| N/A	$199,000	Airbnb cash on cash: 3.36% Traditional cash on cash: 10.41% Airbnb Rental Income: $1529 Traditional Rental Income: $2417 Airbnb ROI: 3.36% Traditional ROI: 10.41%
5459 N Lovejoy Ave Chicago, IL Jefferson Park beauty with a large corner double lot. Unique legal two unit building: the ...	5 beds \| 3 baths \| 3,600 sq.ft.	$749,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.73% Airbnb Rental Income: $null Traditional Rental Income: $3432 Airbnb ROI: N/A Traditional ROI: 2.73%
8632 S Escanaba Ave Chicago, IL Well-kept 3-unit home in Chicago's Hyde Park. This giant 3-flat is priced to sell featuri...	6 beds \| 3 baths \| N/A	$319,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 7.72% Airbnb Rental Income: $1625 Traditional Rental Income: $3023 Airbnb ROI: 1.53% Traditional ROI: 7.72%

Your search for investment property begins and ends here

Multi Family for Sale in Chicago, IL

6955 S Honore St

Chicago, IL

6 beds | 2 baths | 2,124 sq.ft.

$379,700

Airbnb cash on cash: 1.67%

Traditional cash on cash: 5.41%

Airbnb Rental Income: $1487

Traditional Rental Income: $2384

Airbnb ROI: 1.67%

Traditional ROI: 5.41%

4836 S Dorchester Ave

Chicago, IL

7 beds | 3 baths | N/A

$925,000

Airbnb cash on cash: -1.44%

Traditional cash on cash: 0.63%

Airbnb Rental Income: $1275

Traditional Rental Income: $2659

Airbnb ROI: -1.44%

Traditional ROI: 0.63%

57 E Cedar St

Chicago, IL

4 beds | 4 baths | 3,600 sq.ft.

$1,699,990

Airbnb cash on cash: -0.67%

Traditional cash on cash: -1.04%

Airbnb Rental Income: $5240

Traditional Rental Income: $3594

Airbnb ROI: -0.67%

Traditional ROI: -1.04%

8330 S Buffalo Ave

Chicago, IL

9 beds | 4 baths | N/A

$399,999

Airbnb cash on cash: 1.49%

Traditional cash on cash: 6.72%

Airbnb Rental Income: $1757

Traditional Rental Income: $3237

Airbnb ROI: 1.49%

Traditional ROI: 6.72%

33 E Division St

Chicago, IL

7 beds | 7 baths | N/A

$3,600,000

Airbnb cash on cash: -0.3%

Traditional cash on cash: -0.94%

Airbnb Rental Income: $5065

Traditional Rental Income: $1874

Airbnb ROI: -0.3%

Traditional ROI: -0.94%

4736 S Prairie Ave

Chicago, IL

9 beds | 6 baths | N/A

$799,000

Airbnb cash on cash: -0.65%

Traditional cash on cash: 6.29%

Airbnb Rental Income: $2178

Traditional Rental Income: $6787

Airbnb ROI: -0.65%

Traditional ROI: 6.29%

6359 S Rhodes Ave

Chicago, IL

7 beds | 2 baths | 1,500 sq.ft.

$249,999

Airbnb cash on cash: 1.82%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $1771

Traditional Rental Income: $1864

Airbnb ROI: 1.82%

Traditional ROI: 4.27%

7749 S Muskegon Ave

Chicago, IL

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

$279,900

Airbnb cash on cash: 4.07%

Traditional cash on cash: 2.18%

Airbnb Rental Income: $2652

Traditional Rental Income: $1523

Airbnb ROI: 4.07%