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 37 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
2243 N Mango Ave Chicago, IL 2243 N Mango Ave, Chicago, IL 60639 \| Multi Family	6 beds \| 4 baths \| N/A	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.15% Airbnb Rental Income: $null Traditional Rental Income: $3894 Airbnb ROI: N/A Traditional ROI: 4.15%
5852 S Prairie Ave Chicago, IL 5852 S Prairie Ave, Chicago, IL 60637 \| Multi Family	12 beds \| 8 baths \| N/A	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.26% Airbnb Rental Income: $null Traditional Rental Income: $5344 Airbnb ROI: N/A Traditional ROI: 1.26%
4153 N Hermitage Ave Chicago, IL 4153 N Hermitage Ave, Chicago, IL 60613 \| Multi Family	10 beds \| 10 baths \| N/A	$2,300,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.64% Airbnb Rental Income: $null Traditional Rental Income: $3553 Airbnb ROI: N/A Traditional ROI: -1.64%
3009 E 80th St Chicago, IL 3009 E 80th St, Chicago, IL 60617 \| Multi Family	6 beds \| 2 baths \| N/A	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.89% Airbnb Rental Income: $null Traditional Rental Income: $1831 Airbnb ROI: N/A Traditional ROI: 8.89%
7227 N Damen Ave Chicago, IL 7227 N Damen Ave, Chicago, IL 60645 \| Multi Family	5 beds \| 2 baths \| N/A	$509,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.37% Airbnb Rental Income: $null Traditional Rental Income: $2298 Airbnb ROI: N/A Traditional ROI: 1.37%
3723 S Honore St Chicago, IL 3723 S Honore St, Chicago, IL 60609 \| Multi Family	5 beds \| 2 baths \| N/A	$409,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.05% Airbnb Rental Income: $null Traditional Rental Income: $2512 Airbnb ROI: N/A Traditional ROI: 3.05%
8029 S Ingleside Ave Chicago, IL 8029 S Ingleside Ave, Chicago, IL 60619 \| Multi Family	4 beds \| 2 baths \| N/A	$314,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.11% Airbnb Rental Income: $null Traditional Rental Income: $1975 Airbnb ROI: N/A Traditional ROI: 3.11%
4818 W Jackson Blvd Chicago, IL 4818 W Jackson Blvd, Chicago, IL 60644 \| Multi Family	6 beds \| 2 baths \| N/A	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.99% Airbnb Rental Income: $null Traditional Rental Income: $2638 Airbnb ROI: N/A Traditional ROI: 7.99%
5618 S May St Chicago, IL 5618 S May St, Chicago, IL 60621 \| Multi Family	7 beds \| 3 baths \| N/A	$379,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.73% Airbnb Rental Income: $null Traditional Rental Income: $2937 Airbnb ROI: N/A Traditional ROI: 4.73%
4752 N Ashland Ave Chicago, IL 4752 N Ashland Ave, Chicago, IL 60640 \| Multi Family	5 beds \| 4 baths \| N/A	$709,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.17% Airbnb Rental Income: $null Traditional Rental Income: $3682 Airbnb ROI: N/A Traditional ROI: 2.17%
7228 S Phillips Ave Chicago, IL 7228 S Phillips Ave S, Chicago, IL 60649 \| Multi Family	7 beds \| 6 baths \| N/A	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.06% Airbnb Rental Income: $null Traditional Rental Income: $6418 Airbnb ROI: N/A Traditional ROI: 9.06%
5249 S Bishop St Chicago, IL	7 beds \| 3 baths \| N/A	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.78% Airbnb Rental Income: $null Traditional Rental Income: $2518 Airbnb ROI: N/A Traditional ROI: 2.78%
7714 S Kingston Ave Chicago, IL 7714 S Kingston Ave, Chicago, IL 60649 \| Multi Family	9 beds \| 6 baths \| N/A	$410,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.69% Airbnb Rental Income: $null Traditional Rental Income: $5447 Airbnb ROI: N/A Traditional ROI: 10.69%
4717 N Bernard St Chicago, IL 4717 N Bernard St, Chicago, IL 60625 \| Multi Family	6 beds \| 3 baths \| N/A	$439,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $2958 Airbnb ROI: N/A Traditional ROI: 3.72%
6228 N Artesian Ave Chicago, IL 6228 N Artesian Ave, Chicago, IL 60659 \| Multi Family	7 beds \| 3 baths \| N/A	$749,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.71% Airbnb Rental Income: $null Traditional Rental Income: $2863 Airbnb ROI: N/A Traditional ROI: 0.71%
2501 W 46th St Chicago, IL	8 beds \| 4 baths \| N/A	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.25% Airbnb Rental Income: $null Traditional Rental Income: $3433 Airbnb ROI: N/A Traditional ROI: 6.25%
3715 W Grenshaw St Chicago, IL 3715 W Grenshaw St, Chicago, IL 60624 \| Multi Family	6 beds \| 2 baths \| N/A	$260,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.67% Airbnb Rental Income: $null Traditional Rental Income: $3015 Airbnb ROI: N/A Traditional ROI: 8.67%
6716 S May St Chicago, IL 6716 S May St, Chicago, IL 60621 \| Multi Family	8 beds \| 2 baths \| N/A	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.41% Airbnb Rental Income: $null Traditional Rental Income: $1905 Airbnb ROI: N/A Traditional ROI: 9.41%
7912 S Ada St Chicago, IL 7912 S Ada St, Chicago, IL 60620 \| Multi Family	6 beds \| 2 baths \| N/A	$199,950	Airbnb cash on cash: N/A Traditional cash on cash: 7.49% Airbnb Rental Income: $null Traditional Rental Income: $2127 Airbnb ROI: N/A Traditional ROI: 7.49%
7950 S Greenwood Ave Chicago, IL 7950 S Greenwood Ave, Chicago, IL 60619 \| Multi Family	6 beds \| 5 baths \| N/A	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.5% Airbnb Rental Income: $null Traditional Rental Income: $4255 Airbnb ROI: N/A Traditional ROI: 11.5%
4608 S Fairfield Ave Chicago, IL	5 beds \| 3 baths \| N/A	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.8% Airbnb Rental Income: $null Traditional Rental Income: $2738 Airbnb ROI: N/A Traditional ROI: 4.8%
2546 W Iowa St Chicago, IL 2546 W Iowa St, Chicago, IL 60622 \| Multi Family	6 beds \| 4 baths \| N/A	$869,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.41% Airbnb Rental Income: $null Traditional Rental Income: $3870 Airbnb ROI: N/A Traditional ROI: 1.41%
7521 S Yale Ave Chicago, IL 7521 S Yale Ave, Chicago, IL 60620 \| Multi Family	5 beds \| 2 baths \| N/A	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.97% Airbnb Rental Income: $null Traditional Rental Income: $2124 Airbnb ROI: N/A Traditional ROI: 3.97%
3441 W Belmont Ave Chicago, IL 3441 W Belmont Ave, Chicago, IL 60618 \| Multi Family	6 beds \| 2 baths \| N/A	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.64% Airbnb Rental Income: $null Traditional Rental Income: $2376 Airbnb ROI: N/A Traditional ROI: 1.64%
5318 S Kenneth Ave S Chicago, IL 5318 S Kenneth Ave S, Chicago, IL 60632 \| Multi Family	7 beds \| 7 baths \| N/A	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.92% Airbnb Rental Income: $null Traditional Rental Income: $6266 Airbnb ROI: N/A Traditional ROI: 6.92%
5707 W Ainslie St Chicago, IL 5707 W Ainslie St, Chicago, IL 60630 \| Multi Family	6 beds \| 4 baths \| N/A	$669,950	Airbnb cash on cash: N/A Traditional cash on cash: 2.79% Airbnb Rental Income: $null Traditional Rental Income: $3870 Airbnb ROI: N/A Traditional ROI: 2.79%
3412 N Janssen Ave Chicago, IL 3412 N Janssen Ave, Chicago, IL 60657 \| Multi Family	6 beds \| 4 baths \| N/A	$1,349,400	Airbnb cash on cash: N/A Traditional cash on cash: -0.55% Airbnb Rental Income: $null Traditional Rental Income: $3491 Airbnb ROI: N/A Traditional ROI: -0.55%
1253 S Tripp Ave Chicago, IL 1253 S Tripp Ave, Chicago, IL 60623 \| Multi Family	8 beds \| 5 baths \| N/A	$599,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.04% Airbnb Rental Income: $null Traditional Rental Income: $4738 Airbnb ROI: N/A Traditional ROI: 5.04%
4311 W Palmer St Chicago, IL 4311 W Palmer St, Chicago, IL 60639 \| Multi Family	6 beds \| 3 baths \| N/A	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.84% Airbnb Rental Income: $null Traditional Rental Income: $2830 Airbnb ROI: N/A Traditional ROI: 1.84%
5626 N Luna Ave Chicago, IL 5626 N Luna Ave, Chicago, IL 60646 \| Multi Family	6 beds \| 3 baths \| N/A	$585,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.82% Airbnb Rental Income: $null Traditional Rental Income: $2865 Airbnb ROI: N/A Traditional ROI: 1.82%
3807 S Albany Ave Chicago, IL 3807 S Albany Ave, Chicago, IL 60632 \| Multi Family	6 beds \| 2 baths \| N/A	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.47% Airbnb Rental Income: $null Traditional Rental Income: $1986 Airbnb ROI: N/A Traditional ROI: 3.47%
2206 N Kildare St Chicago, IL 2206 N Kildare St, Chicago, IL 60639 \| Multi Family	7 beds \| 3 baths \| N/A	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.12% Airbnb Rental Income: $null Traditional Rental Income: $2774 Airbnb ROI: N/A Traditional ROI: 3.12%
829 W 54th Pl Chicago, IL 829 W 54th Pl, Chicago, IL 60609 \| Multi Family	9 beds \| 3 baths \| N/A	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.37% Airbnb Rental Income: $null Traditional Rental Income: $2330 Airbnb ROI: N/A Traditional ROI: 2.37%

Your search for investment property begins and ends here

Multi Family for Sale in Chicago, IL

2243 N Mango Ave

Chicago, IL

6 beds | 4 baths | N/A

$549,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.15%

Airbnb Rental Income: $null

Traditional Rental Income: $3894

Airbnb ROI: N/A

Traditional ROI: 4.15%

5852 S Prairie Ave

Chicago, IL

12 beds | 8 baths | N/A

$1,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.26%

Airbnb Rental Income: $null

Traditional Rental Income: $5344

Airbnb ROI: N/A

Traditional ROI: 1.26%

4153 N Hermitage Ave

Chicago, IL

10 beds | 10 baths | N/A

$2,300,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.64%

Airbnb Rental Income: $null

Traditional Rental Income: $3553

Airbnb ROI: N/A

Traditional ROI: -1.64%

3009 E 80th St

Chicago, IL

6 beds | 2 baths | N/A

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.89%

Airbnb Rental Income: $null

Traditional Rental Income: $1831

Airbnb ROI: N/A

Traditional ROI: 8.89%

7227 N Damen Ave

Chicago, IL

5 beds | 2 baths | N/A

$509,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.37%

Airbnb Rental Income: $null

Traditional Rental Income: $2298

Airbnb ROI: N/A

Traditional ROI: 1.37%

3723 S Honore St

Chicago, IL

5 beds | 2 baths | N/A

$409,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.05%

Airbnb Rental Income: $null

Traditional Rental Income: $2512

Airbnb ROI: N/A

Traditional ROI: 3.05%

8029 S Ingleside Ave

Chicago, IL

4 beds | 2 baths | N/A

$314,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.11%

Airbnb Rental Income: $null

Traditional Rental Income: $1975

Airbnb ROI: N/A

Traditional ROI: 3.11%

4818 W Jackson Blvd

Chicago, IL

6 beds | 2 baths | N/A

$239,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.99%

Airbnb Rental Income: $null

Traditional Rental Income: $2638

Airbnb ROI: N/A