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 229 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
4836 S Dorchester Avenue Chicago, IL Stunning 3-Flat Georgian Style Multi-Family Building in the Hyde Park/Kenwood Community, w...	7 beds \| 5 baths \| N/A	$975,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 0.55% Airbnb Rental Income: $2505 Traditional Rental Income: $2659 Airbnb ROI: -0.29% Traditional ROI: 0.55%
2922 N Sheffield Avenue #3 Chicago, IL Open Hous Sat 12-1:30. This sophisticated 4-bedroom, 2.5-bath residence, ideally situated ...	4 beds \| 3 baths \| 2,800 sq.ft.	$1,495,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 0.15% Airbnb Rental Income: $2133 Traditional Rental Income: $3557 Airbnb ROI: -1.27% Traditional ROI: 0.15%
4956 S Champlain Avenue #1S Chicago, IL Located in the architectural heritage of historic Bronzeville. This expansive 4-bedroom, 4...	4 beds \| 4 baths \| 3,400 sq.ft.	$375,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 6.05% Airbnb Rental Income: $1081 Traditional Rental Income: $3241 Airbnb ROI: -1.14% Traditional ROI: 6.05%
917 W Altgeld Street #1 Chicago, IL WELCOME HOME! TOTAL RENOVATION + an INCREDIBLY UNIQUE floorplan in the heart of Lincoln...	4 beds \| 3 baths \| 2,563 sq.ft.	$1,000,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 1.39% Airbnb Rental Income: $2133 Traditional Rental Income: $3545 Airbnb ROI: -0.71% Traditional ROI: 1.39%
1210 N ASTOR Street #1A Chicago, IL Vintage character and charm enhanced with complementary high end finishes, this impeccably...	4 beds \| 4 baths \| 3,213 sq.ft.	$1,240,000	Airbnb cash on cash: -1.6% Traditional cash on cash: 0.39% Airbnb Rental Income: $2228 Traditional Rental Income: $3956 Airbnb ROI: -1.6% Traditional ROI: 0.39%
7223 N Oakley Avenue #1E Chicago, IL Spacious and inviting 2 bed, 2 bath duplex-down condo in the heart of West Ridge! This hom...	2 beds \| 2 baths \| 1,600 sq.ft.	$319,000	Airbnb cash on cash: 2.31% Traditional cash on cash: 5.71% Airbnb Rental Income: $1977 Traditional Rental Income: $2479 Airbnb ROI: 2.31% Traditional ROI: 5.71%
2922 W Lyndale Street #1 Chicago, IL OPEN HOUSES CANCELLED! Feast your eyes on this bright and modern 3Br/2.5Ba duplex featurin...	3 beds \| 3 baths \| 2,200 sq.ft.	$735,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 2.23% Airbnb Rental Income: $1901 Traditional Rental Income: $3318 Airbnb ROI: -0.57% Traditional ROI: 2.23%
2018 W LEMOYNE Street #1W Chicago, IL Stunning Wicker Park newer construction offering the space and privacy of a single-family ...	4 beds \| 4 baths \| N/A	$1,399,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 0.6% Airbnb Rental Income: $3009 Traditional Rental Income: $4275 Airbnb ROI: -0.91% Traditional ROI: 0.6%
7838 S Paulina Street Chicago, IL Investment opportunity: 2 unit with potential in law unit. This solid brick building was ...	6 beds \| 2 baths \| N/A	$299,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 6.83% Airbnb Rental Income: $1445 Traditional Rental Income: $2514 Airbnb ROI: 1.51% Traditional ROI: 6.83%
4908 S Indiana Avenue Chicago, IL Rarely available legal 3-flat in the heart of Bronzeville. Prime location close to Washin...	6 beds \| 3 baths \| N/A	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.64% Airbnb Rental Income: $null Traditional Rental Income: $2002 Airbnb ROI: N/A Traditional ROI: 4.64%
200 E Delaware Place #8-9C Chicago, IL One-of-a-kind 4 bedroom, 3.5 bathroom duplex up in one Chicago's most established neighbor...	4 beds \| 4 baths \| N/A	$1,299,900	Airbnb cash on cash: -1.58% Traditional cash on cash: 0.6% Airbnb Rental Income: $1900 Traditional Rental Income: $4025 Airbnb ROI: -1.58% Traditional ROI: 0.6%
727 N Springfield Avenue Chicago, IL Two Brick Flat in Humboldt Park 1/2 block from Chicago Ave. 3 electric meters, Circuit bre...	5 beds \| 2 baths \| N/A	$195,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 11.97% Airbnb Rental Income: $1372 Traditional Rental Income: $2602 Airbnb ROI: 3.07% Traditional ROI: 11.97%
1865 N Halsted Street #1S Chicago, IL In the heart of Lincoln Park, this residence transports you from the city's pulse to a spa...	4 beds \| 4 baths \| 2,850 sq.ft.	$1,250,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 0.99% Airbnb Rental Income: $2316 Traditional Rental Income: $4124 Airbnb ROI: -1.06% Traditional ROI: 0.99%
2418 N SOUTHPORT Avenue #1 Chicago, IL Incredible opportunity to own this massive 3 bed, 3.1 bath duplex in prime Lincoln Park - ...	3 beds \| 4 baths \| 2,300 sq.ft.	$999,000	Airbnb cash on cash: -1.15% Traditional cash on cash: 0.75% Airbnb Rental Income: $1952 Traditional Rental Income: $3209 Airbnb ROI: -1.15% Traditional ROI: 0.75%
1432 W Erie Street #3R Chicago, IL Experience the ultimate in city living with this absolutely gorgeous 3-bedroom, 2.5-bathro...	3 beds \| 3 baths \| 2,030 sq.ft.	$599,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 2.37% Airbnb Rental Income: $2571 Traditional Rental Income: $3059 Airbnb ROI: 0.39% Traditional ROI: 2.37%
2649 W 21st Place Chicago, IL Take advantage of a rare opportunity to assume a 3.125% FHA mortgage on this well-maintain...	5 beds \| 3 baths \| N/A	$500,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 3.72% Airbnb Rental Income: $2011 Traditional Rental Income: $2486 Airbnb ROI: 1.58% Traditional ROI: 3.72%
1707 S Jefferson Street #1 Chicago, IL Welcome Home! Stunning Newer Construction Duplex with Dual Outdoor Spaces in Vibrant Pilse...	3 beds \| 3 baths \| 2,000 sq.ft.	$579,900	Airbnb cash on cash: -0.59% Traditional cash on cash: 3.39% Airbnb Rental Income: $1875 Traditional Rental Income: $3529 Airbnb ROI: -0.59% Traditional ROI: 3.39%
4551 S MICHIGAN Avenue #B Chicago, IL Spacious 3BR, 2.5BA Duplex, Open floor plan , Hardwood floors, Newer carpet upper level an...	3 beds \| 3 baths \| 1,545 sq.ft.	$259,500	Airbnb cash on cash: 4.77% Traditional cash on cash: 5.94% Airbnb Rental Income: $2334 Traditional Rental Income: $2043 Airbnb ROI: 4.77% Traditional ROI: 5.94%
3814 N Greenview Avenue #1 Chicago, IL ENORMOUS 3400 sq ft sun drenched Southport Corridor 4 brm duplex just steps from revered B...	4 beds \| 3 baths \| N/A	$1,150,000	Airbnb cash on cash: -1.31% Traditional cash on cash: 0.45% Airbnb Rental Income: $1882 Traditional Rental Income: $3263 Airbnb ROI: -1.31% Traditional ROI: 0.45%
1430 N La Salle Drive #F1 Chicago, IL Location jackpot- Steps from everywhere you want to be! Must-see spacious two-story townho...	2 beds \| 3 baths \| 1,700 sq.ft.	$779,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 1.27% Airbnb Rental Income: $1878 Traditional Rental Income: $2812 Airbnb ROI: -0.71% Traditional ROI: 1.27%
8822 S Exchange Avenue Chicago, IL Calling all Landlords!!! Looking for an income property? Here's a 3-unit building! FULLY O...	11 beds \| 5 baths \| N/A	$241,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 7.55% Airbnb Rental Income: $1386 Traditional Rental Income: $2179 Airbnb ROI: 2.22% Traditional ROI: 7.55%
2651 W Augusta Boulevard #3 Chicago, IL Unrivaled among area top-floor homes-wider, brighter, and offering the best price per squa...	2 beds \| 2 baths \| 1,600 sq.ft.	$749,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.06% Airbnb Rental Income: $null Traditional Rental Income: $2496 Airbnb ROI: N/A Traditional ROI: 2.06%
2651 W Augusta Boulevard #1 Chicago, IL Unrivaled among area duplex-downs- significantly larger and wider, offering the BEST price...	4 beds \| 3 baths \| 3,000 sq.ft.	$899,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.02% Airbnb Rental Income: $null Traditional Rental Income: $2887 Airbnb ROI: N/A Traditional ROI: 2.02%
5028 W Lawrence Avenue Chicago, IL Welcome to this beautifully renovated 2-unit building in the desirable Jefferson Park/Mayf...	4 beds \| 2 baths \| N/A	$580,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 2.38% Airbnb Rental Income: $2423 Traditional Rental Income: $2461 Airbnb ROI: 1.21% Traditional ROI: 2.38%
4029 S Ellis Avenue #2S Chicago, IL Experience space, style, and luxury in this stunning duplex located in the sought-after Oa...	4 beds \| 3 baths \| N/A	$449,000	Airbnb cash on cash: -3.83% Traditional cash on cash: 2.94% Airbnb Rental Income: $587 Traditional Rental Income: $3147 Airbnb ROI: -3.83% Traditional ROI: 2.94%
2411 W Walton Street #2B Chicago, IL One of a kind, PENTHOUSE DUPLEX located in the Sanctuary Lofts Condominiums of Ukrainian V...	3 beds \| 3 baths \| N/A	$899,999	Airbnb cash on cash: N/A Traditional cash on cash: 1.08% Airbnb Rental Income: $null Traditional Rental Income: $3166 Airbnb ROI: N/A Traditional ROI: 1.08%

Your search for investment property begins and ends here

Multi Family for Sale in Chicago, IL

4836 S Dorchester Avenue

Chicago, IL

7 beds | 5 baths | N/A

$975,000

Airbnb cash on cash: -0.29%

Traditional cash on cash: 0.55%

Airbnb Rental Income: $2505

Traditional Rental Income: $2659

Airbnb ROI: -0.29%

Traditional ROI: 0.55%

2922 N Sheffield Avenue #3

Chicago, IL

4 beds | 3 baths | 2,800 sq.ft.

$1,495,000

Airbnb cash on cash: -1.27%

Traditional cash on cash: 0.15%

Airbnb Rental Income: $2133

Traditional Rental Income: $3557

Airbnb ROI: -1.27%

Traditional ROI: 0.15%

4956 S Champlain Avenue #1S

Chicago, IL

4 beds | 4 baths | 3,400 sq.ft.

$375,000

Airbnb cash on cash: -1.14%

Traditional cash on cash: 6.05%

Airbnb Rental Income: $1081

Traditional Rental Income: $3241

Airbnb ROI: -1.14%

Traditional ROI: 6.05%

917 W Altgeld Street #1

Chicago, IL

4 beds | 3 baths | 2,563 sq.ft.

$1,000,000

Airbnb cash on cash: -0.71%

Traditional cash on cash: 1.39%

Airbnb Rental Income: $2133

Traditional Rental Income: $3545

Airbnb ROI: -0.71%

Traditional ROI: 1.39%

1210 N ASTOR Street #1A

Chicago, IL

4 beds | 4 baths | 3,213 sq.ft.

$1,240,000

Airbnb cash on cash: -1.6%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $2228

Traditional Rental Income: $3956

Airbnb ROI: -1.6%

Traditional ROI: 0.39%

7223 N Oakley Avenue #1E

Chicago, IL

2 beds | 2 baths | 1,600 sq.ft.

$319,000

Airbnb cash on cash: 2.31%

Traditional cash on cash: 5.71%

Airbnb Rental Income: $1977

Traditional Rental Income: $2479

Airbnb ROI: 2.31%

Traditional ROI: 5.71%

2922 W Lyndale Street #1

Chicago, IL

3 beds | 3 baths | 2,200 sq.ft.

$735,000

Airbnb cash on cash: -0.57%

Traditional cash on cash: 2.23%

Airbnb Rental Income: $1901

Traditional Rental Income: $3318

Airbnb ROI: -0.57%

Traditional ROI: 2.23%

2018 W LEMOYNE Street #1W

Chicago, IL

4 beds | 4 baths | N/A

$1,399,000

Airbnb cash on cash: -0.91%

Traditional cash on cash: 0.6%

Airbnb Rental Income: $3009

Traditional Rental Income: $4275

Airbnb ROI: -0.91%