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 811 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
11830 S Eggleston Ave Chicago, IL This is a 2-unit property that is a must-see. Each unit has 2 beds, 1 bath. There is poten...	4 beds \| 2 baths \| N/A	$298,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.18% Airbnb Rental Income: $null Traditional Rental Income: $2333 Airbnb ROI: N/A Traditional ROI: 6.18%
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.	$354,700	Airbnb cash on cash: 1.95% Traditional cash on cash: 5.86% Airbnb Rental Income: $1525 Traditional Rental Income: $2384 Airbnb ROI: 1.95% Traditional ROI: 5.86%
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: -1.29% Traditional cash on cash: 0.63% Airbnb Rental Income: $1435 Traditional Rental Income: $2659 Airbnb ROI: -1.29% Traditional ROI: 0.63%
1825 N Kildare Ave Chicago, IL Great Starter Home, with a lot of space for all your ideas. This is a true 2 story with a...	3 beds \| 2 baths \| 1,747 sq.ft.	$324,900	Airbnb cash on cash: 0.32% Traditional cash on cash: 6.03% Airbnb Rental Income: $1158 Traditional Rental Income: $2519 Airbnb ROI: 0.32% Traditional ROI: 6.03%
4037 S Ellis Ave Chicago, IL Welcome to this beautifully renovated two-flat in Ellis Place, offering an ideal blend of ...	4 beds \| 3 baths \| N/A	$649,900	Airbnb cash on cash: 1.85% Traditional cash on cash: 2.35% Airbnb Rental Income: $3493 Traditional Rental Income: $3029 Airbnb ROI: 1.85% Traditional ROI: 2.35%
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: -1.05% Traditional cash on cash: -0.94% Airbnb Rental Income: $2039 Traditional Rental Income: $1874 Airbnb ROI: -1.05% Traditional ROI: -0.94%
1813 W Cermak Rd Chicago, IL 1813 W Cermak Rd, Chicago, IL 60608 \| Multi Family	9 beds \| 6 baths \| N/A	$1,050,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.6% Airbnb Rental Income: $null Traditional Rental Income: $5817 Airbnb ROI: N/A Traditional ROI: 2.6%
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: -0.33% Traditional cash on cash: 6.29% Airbnb Rental Income: $2463 Traditional Rental Income: $6787 Airbnb ROI: -0.33% Traditional ROI: 6.29%
4914 W Van Buren St Chicago, IL	5 beds \| 3 baths \| N/A	$434,900	Airbnb cash on cash: 2.93% Traditional cash on cash: 3.55% Airbnb Rental Income: $2814 Traditional Rental Income: $2410 Airbnb ROI: 2.93% Traditional ROI: 3.55%
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: 0.26% Traditional cash on cash: 2.18% Airbnb Rental Income: $1446 Traditional Rental Income: $1523 Airbnb ROI: 0.26% 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.	$495,000	Airbnb cash on cash: 6.26% Traditional cash on cash: 4.23% Airbnb Rental Income: $4825 Traditional Rental Income: $2891 Airbnb ROI: 6.26% Traditional ROI: 4.23%
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: 0.77% Traditional cash on cash: 1.9% Airbnb Rental Income: $2147 Traditional Rental Income: $2282 Airbnb ROI: 0.77% Traditional ROI: 1.9%
6630 S Washtenaw Ave Chicago, IL Nothing to do in this gorgeous rehabbed 2 unit. Two bedrooms with 1 bath in each unit w/in...	6 beds \| 3 baths \| 2,300 sq.ft.	$425,999	Airbnb cash on cash: 0.93% Traditional cash on cash: 4.4% Airbnb Rental Income: $1701 Traditional Rental Income: $2610 Airbnb ROI: 0.93% Traditional ROI: 4.4%
4149 N Wolcott Ave Chicago, IL Welcome to this beautifully rehabbed, turnkey 3-unit investment property in the highly sou...	4 beds \| 3 baths \| N/A	$965,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 0.93% Airbnb Rental Income: $2188 Traditional Rental Income: $2840 Airbnb ROI: -0.42% Traditional ROI: 0.93%
1046 S Mason Ave Chicago, IL You'll love this large two unit property in a great South Austin location. This property f...	4 beds \| 3 baths \| 2,332 sq.ft.	$460,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 2.92% Airbnb Rental Income: $3694 Traditional Rental Income: $2208 Airbnb ROI: 4.51% Traditional ROI: 2.92%
2341 N Merrimac Ave Chicago, IL Classic Chicago bungalow offering the versatility of a legal 2-unit plus a finished baseme...	5 beds \| 4 baths \| N/A	$489,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 5.74% Airbnb Rental Income: $1794 Traditional Rental Income: $3881 Airbnb ROI: 0.11% Traditional ROI: 5.74%
3103 N Kedzie Ave Chicago, IL LOCATION - LOCATION - LOCATION - POTENTIAL - POTENTIAL - POTENTIAL in high-demand Logan Sq...	6 beds \| 3 baths \| N/A	$685,900	Airbnb cash on cash: -0.36% Traditional cash on cash: 2.21% Airbnb Rental Income: $1845 Traditional Rental Income: $2991 Airbnb ROI: -0.36% Traditional ROI: 2.21%
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: -0.76% Traditional cash on cash: 1.02% Airbnb Rental Income: $1845 Traditional Rental Income: $2676 Airbnb ROI: -0.76% Traditional ROI: 1.02%
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: -0.49% Traditional cash on cash: 1.34% Airbnb Rental Income: $3108 Traditional Rental Income: $4778 Airbnb ROI: -0.49% Traditional ROI: 1.34%
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	$1,855,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 2.53% Airbnb Rental Income: $2899 Traditional Rental Income: $6356 Airbnb ROI: 0.13% Traditional ROI: 2.53%
6542 S Peoria St Chicago, IL	7 beds \| 2 baths \| 2,308 sq.ft.	$249,900	Airbnb cash on cash: 7.45% Traditional cash on cash: 7.07% Airbnb Rental Income: $2798 Traditional Rental Income: $2052 Airbnb ROI: 7.45% Traditional ROI: 7.07%
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: 0.95% Traditional cash on cash: 3.96% Airbnb Rental Income: $1668 Traditional Rental Income: $2328 Airbnb ROI: 0.95% Traditional ROI: 3.96%
1736 W Beach Ave Chicago, IL NEW PRICE! Prime Wicker Park value-add opportunity. Stately brick 3-unit building plus det...	7 beds \| 5 baths \| N/A	$1,249,000	Airbnb cash on cash: -1.33% Traditional cash on cash: 1.6% Airbnb Rental Income: $2175 Traditional Rental Income: $5021 Airbnb ROI: -1.33% Traditional ROI: 1.6%
5824 N Ridge Ave Chicago, IL Solid brick three-flat on an oversized 37.5 x 125 RT4 lot where Edgewater meets Andersonvi...	8 beds \| 3 baths \| N/A	$950,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 0.47% Airbnb Rental Income: $2337 Traditional Rental Income: $2912 Airbnb ROI: -0.83% Traditional ROI: 0.47%
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: 1.65% Traditional cash on cash: 7.72% Airbnb Rental Income: $1668 Traditional Rental Income: $3023 Airbnb ROI: 1.65% Traditional ROI: 7.72%
3442 S Lowe Ave Chicago, IL	6 beds \| 4 baths \| N/A	$399,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 6.77% Airbnb Rental Income: $2034 Traditional Rental Income: $3837 Airbnb ROI: 0.54% Traditional ROI: 6.77%
1453 S Komensky Ave Chicago, IL PROPERTY AWAITING NEW OWNERS! THIS CAN BE A GREAT INVESTMENT FOR YOUR BUYERS! THREE LARGE ...	N/A beds \| N/A baths \| 6,079 sq.ft.	$150,000	Airbnb cash on cash: 8.77% Traditional cash on cash: 6.27% Airbnb Rental Income: $2473 Traditional Rental Income: $1512 Airbnb ROI: 8.77% Traditional ROI: 6.27%
5310 W Adams St Chicago, IL	6 beds \| 3 baths \| N/A	$399,900	Airbnb cash on cash: 7.7% Traditional cash on cash: 7.15% Airbnb Rental Income: $4770 Traditional Rental Income: $3581 Airbnb ROI: 7.7% Traditional ROI: 7.15%
1623 N Tripp Ave Chicago, IL Spacious and bright, all brick 2 flat with a full finished basement. Large rooms, hardwoo...	7 beds \| 3 baths \| 2,650 sq.ft.	$555,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 2.62% Airbnb Rental Income: $1158 Traditional Rental Income: $2393 Airbnb ROI: -0.5% Traditional ROI: 2.62%
7838 S Paulina St Chicago, IL Investment opportunity: 2 unit with potential in law unit. This solid brick building was c...	6 beds \| 2 baths \| N/A	$234,900	Airbnb cash on cash: 2.82% Traditional cash on cash: 8.92% Airbnb Rental Income: $1617 Traditional Rental Income: $2514 Airbnb ROI: 2.82% Traditional ROI: 8.92%
848 N Latrobe Ave Chicago, IL Welcome to this beautifully reimagined two-unit property in the heart of the Austin neighb...	5 beds \| 2 baths \| N/A	$459,999	Airbnb cash on cash: 6.51% Traditional cash on cash: 4.97% Airbnb Rental Income: $4770 Traditional Rental Income: $3124 Airbnb ROI: 6.51% Traditional ROI: 4.97%
4908 W Byron St Chicago, IL Introducing 4908 West Byron a completely gut renovated 4 stories, 3 flat with parking for ...	7 beds \| 4 baths \| 2,281 sq.ft.	$895,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.09% Airbnb Rental Income: $null Traditional Rental Income: $3203 Airbnb ROI: N/A Traditional ROI: 2.09%
5839 W Eastwood Ave Chicago, IL Brick 2 unit with basement. Oversized lot! 2 separate heating and A/C systems! 1st fl A/C...	4 beds \| 3 baths \| N/A	$579,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.08% Airbnb Rental Income: $null Traditional Rental Income: $3402 Airbnb ROI: N/A Traditional ROI: 4.08%
6217 S Whipple St Chicago, IL Impressive All-Brick Two-Flat with Finished Basement! Discover the space, charm, and versa...	6 beds \| 3 baths \| N/A	$400,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 6.09% Airbnb Rental Income: $2126 Traditional Rental Income: $3235 Airbnb ROI: 1.68% Traditional ROI: 6.09%
5438 S Spaulding Ave Chicago, IL Welcome to this charming multi-unit property located in the vibrant Gage Park neighborhood...	6 beds \| 3 baths \| N/A	$499,900	Airbnb cash on cash: 1.23% Traditional cash on cash: 2.37% Airbnb Rental Income: $2427 Traditional Rental Income: $2365 Airbnb ROI: 1.23% Traditional ROI: 2.37%
4313 N Ridgeway Ave Chicago, IL 4313 N. Ridgeway offers a spectacular renovation of a vintage 2 flat on an over-sized lot....	6 beds \| 3 baths \| 2,018 sq.ft.	$799,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 2.13% Airbnb Rental Income: $1945 Traditional Rental Income: $2999 Airbnb ROI: 0.03% Traditional ROI: 2.13%
6835 S Champlain Ave Chicago, IL Impressive 2 unit building. This 2 unit property needs some work but just a look will sho...	6 beds \| 2 baths \| N/A	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.34% Airbnb Rental Income: $null Traditional Rental Income: $2038 Airbnb ROI: N/A Traditional ROI: 8.34%
7322 S Langley Ave Chicago, IL Welcome to 7322 S Langley Ave! Situated on a desirable double lot in Chicago's Greater...	7 beds \| 2 baths \| N/A	$429,999	Airbnb cash on cash: 0.37% Traditional cash on cash: 3.61% Airbnb Rental Income: $1439 Traditional Rental Income: $2313 Airbnb ROI: 0.37% Traditional ROI: 3.61%
3141 N Luna Ave Chicago, IL Oversized Brick Legal 3-Flat in Belmont Central! Well-maintained, oversized brick legal 3-...	8 beds \| 5 baths \| N/A	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.27% Airbnb Rental Income: $null Traditional Rental Income: $5060 Airbnb ROI: N/A Traditional ROI: 5.27%
4331 W Adams St Chicago, IL A must see! Prime location in the West Garfield Park area. This 2 flat gray stone features...	9 beds \| 4 baths \| N/A	$399,900	Airbnb cash on cash: 3.67% Traditional cash on cash: 7.06% Airbnb Rental Income: $2814 Traditional Rental Income: $3429 Airbnb ROI: 3.67% Traditional ROI: 7.06%

Your search for investment property begins and ends here

Multi Family for Sale in Chicago, IL

11830 S Eggleston Ave

Chicago, IL

4 beds | 2 baths | N/A

$298,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.18%

Airbnb Rental Income: $null

Traditional Rental Income: $2333

Airbnb ROI: N/A

Traditional ROI: 6.18%

6955 S Honore St

Chicago, IL

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

$354,700

Airbnb cash on cash: 1.95%

Traditional cash on cash: 5.86%

Airbnb Rental Income: $1525

Traditional Rental Income: $2384

Airbnb ROI: 1.95%

Traditional ROI: 5.86%

4836 S Dorchester Ave

Chicago, IL

7 beds | 3 baths | N/A

$925,000

Airbnb cash on cash: -1.29%

Traditional cash on cash: 0.63%

Airbnb Rental Income: $1435

Traditional Rental Income: $2659

Airbnb ROI: -1.29%

Traditional ROI: 0.63%

1825 N Kildare Ave

Chicago, IL

3 beds | 2 baths | 1,747 sq.ft.

$324,900

Airbnb cash on cash: 0.32%

Traditional cash on cash: 6.03%

Airbnb Rental Income: $1158

Traditional Rental Income: $2519

Airbnb ROI: 0.32%

Traditional ROI: 6.03%

4037 S Ellis Ave

Chicago, IL

4 beds | 3 baths | N/A

$649,900

Airbnb cash on cash: 1.85%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $3493

Traditional Rental Income: $3029

Airbnb ROI: 1.85%

Traditional ROI: 2.35%

33 E Division St

Chicago, IL

7 beds | 7 baths | N/A

$3,600,000

Airbnb cash on cash: -1.05%

Traditional cash on cash: -0.94%

Airbnb Rental Income: $2039

Traditional Rental Income: $1874

Airbnb ROI: -1.05%

Traditional ROI: -0.94%

1813 W Cermak Rd

Chicago, IL

9 beds | 6 baths | N/A

$1,050,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.6%

Airbnb Rental Income: $null

Traditional Rental Income: $5817

Airbnb ROI: N/A

Traditional ROI: 2.6%

4736 S Prairie Ave

Chicago, IL

9 beds | 6 baths | N/A

$799,000

Airbnb cash on cash: -0.33%

Traditional cash on cash: 6.29%

Airbnb Rental Income: $2463

Traditional Rental Income: $6787

Airbnb ROI: -0.33%