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 439 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
8330 S Buffalo Ave Chicago, IL	9 beds \| 4 baths \| N/A	$399,999	Airbnb cash on cash: 1.22% Traditional cash on cash: 6.72% Airbnb Rental Income: $1634 Traditional Rental Income: $3237 Airbnb ROI: 1.22% Traditional ROI: 6.72%
3313 N Kenneth Ave Chicago, IL Completely renovated brick two flat is a fantastic opportunity for an owner occupant/armch...	5 beds \| 2 baths \| N/A	$700,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 2.37% Airbnb Rental Income: $1663 Traditional Rental Income: $2830 Airbnb ROI: -0.13% Traditional ROI: 2.37%
6359 S Rhodes Ave Chicago, IL	7 beds \| 2 baths \| 1,500 sq.ft.	$249,999	Airbnb cash on cash: 2.01% Traditional cash on cash: 4.27% Airbnb Rental Income: $1824 Traditional Rental Income: $1864 Airbnb ROI: 2.01% 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: 4.52% Traditional cash on cash: 2.18% Airbnb Rental Income: $2793 Traditional Rental Income: $1523 Airbnb ROI: 4.52% Traditional ROI: 2.18%
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: 0.54% Traditional cash on cash: 6.23% Airbnb Rental Income: $1311 Traditional Rental Income: $3085 Airbnb ROI: 0.54% Traditional ROI: 6.23%
11317 S Edbrooke Ave Chicago, IL	5 beds \| 2 baths \| N/A	$189,900	Airbnb cash on cash: 0.99% Traditional cash on cash: 10.11% Airbnb Rental Income: $1105 Traditional Rental Income: $2377 Airbnb ROI: 0.99% Traditional ROI: 10.11%
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	$975,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 5.22% Airbnb Rental Income: $2220 Traditional Rental Income: $6337 Airbnb ROI: 0.06% Traditional ROI: 5.22%
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: 0.62% Traditional cash on cash: 8.57% Airbnb Rental Income: $946 Traditional Rental Income: $2035 Airbnb ROI: 0.62% Traditional ROI: 8.57%
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	$774,900	Airbnb cash on cash: -0.25% Traditional cash on cash: 1.5% Airbnb Rental Income: $1693 Traditional Rental Income: $2485 Airbnb ROI: -0.25% Traditional ROI: 1.5%
3154 S May St Chicago, IL Newly Remodeled 4 unit solid brick building in the heart of Bridgeport. The building featu...	8 beds \| 4 baths \| N/A	$785,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 2.49% Airbnb Rental Income: $1493 Traditional Rental Income: $3302 Airbnb ROI: -0.58% Traditional ROI: 2.49%
132 W 113th St Chicago, IL A great 2 story 2 flat all brick building in the West Roseland area. Great investment opp...	6 beds \| 2 baths \| N/A	$224,900	Airbnb cash on cash: 2.34% Traditional cash on cash: 7.8% Airbnb Rental Income: $1296 Traditional Rental Income: $2053 Airbnb ROI: 2.34% Traditional ROI: 7.8%
2442 N Lawndale Ave Chicago, IL Excelent investment!!!! let the tenants pay your mortgage, 3 Legal Units building plus fin...	9 beds \| 6 baths \| N/A	$1,349,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 3.69% Airbnb Rental Income: $3371 Traditional Rental Income: $6562 Airbnb ROI: 0.55% Traditional ROI: 3.69%
1604 S Ridgeway Ave Chicago, IL WELCOME TO YOUR NEW HOME! UPDATED THREE FLAT WITH EACH SPACIOUS UNIT OFFERING 3 BEDROOMS, ...	9 beds \| 6 baths \| N/A	$475,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 1.74% Airbnb Rental Income: $2233 Traditional Rental Income: $1829 Airbnb ROI: 1.39% Traditional ROI: 1.74%
2812 S Trumbull Ave Chicago, IL	4 beds \| 2 baths \| N/A	$439,900	Airbnb cash on cash: 2.83% Traditional cash on cash: 2.76% Airbnb Rental Income: $2524 Traditional Rental Income: $1886 Airbnb ROI: 2.83% Traditional ROI: 2.76%
5237 S Princeton Ave Chicago, IL Great 2 flat , rehab already started ! Sold as-is conditions,taxes pro-rated at 100% ,no s...	5 beds \| 3 baths \| 1,760 sq.ft.	$299,800	Airbnb cash on cash: 1.95% Traditional cash on cash: 6.76% Airbnb Rental Income: $1599 Traditional Rental Income: $2501 Airbnb ROI: 1.95% Traditional ROI: 6.76%
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.	$367,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.68% Airbnb Rental Income: $null Traditional Rental Income: $2139 Airbnb ROI: N/A Traditional ROI: 2.68%
6624 S Rhodes Ave Chicago, IL Great investment opportunity available here with this 2 unit historic Grey Stone building ...	6 beds \| 2 baths \| 2,336 sq.ft.	$365,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 3.88% Airbnb Rental Income: $1693 Traditional Rental Income: $2076 Airbnb ROI: 1.39% Traditional ROI: 3.88%
6406 S Maplewood Ave Chicago, IL FULL GUT RENOVATION ON THIS 2 FLAT MULTI-FAMILY UNIT CONSISTING OF 3 BEDROOMS; MASTER BEDR...	14 beds \| 2 baths \| 2,150 sq.ft.	$450,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 3.17% Airbnb Rental Income: $1660 Traditional Rental Income: $2078 Airbnb ROI: 1.07% Traditional ROI: 3.17%
11146 S Vernon Ave Chicago, IL * MULTIPLE OFFERS, Offers due Friday at noon* Bring your Investor clients to this Turnkey...	9 beds \| 3 baths \| N/A	$489,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 4.08% Airbnb Rental Income: $757 Traditional Rental Income: $2853 Airbnb ROI: -1.19% Traditional ROI: 4.08%
4717 N Keystone Ave Chicago, IL	5 beds \| 3 baths \| 1,916 sq.ft.	$779,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 2.35% Airbnb Rental Income: $1600 Traditional Rental Income: $3106 Airbnb ROI: -0.35% Traditional ROI: 2.35%
2749 S Trumbull Ave Chicago, IL	5 beds \| 3 baths \| N/A	$385,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 6.35% Airbnb Rental Income: $2524 Traditional Rental Income: $3016 Airbnb ROI: 3.3% Traditional ROI: 6.35%
9710 S Genoa Ave Chicago, IL	4 beds \| 2 baths \| N/A	$298,000	Airbnb cash on cash: 2.63% Traditional cash on cash: 5.62% Airbnb Rental Income: $1780 Traditional Rental Income: $2134 Airbnb ROI: 2.63% Traditional ROI: 5.62%
2243 S Sawyer Ave Chicago, IL WELCOME TO THE SOUTH LAWNDALE NEIGHBOORHOOD! UPDATED 3 UNIT BUILDING WITH A FINISHED ATTIC...	10 beds \| 4 baths \| 1,000 sq.ft.	$399,999	Airbnb cash on cash: 0.51% Traditional cash on cash: 3.08% Airbnb Rental Income: $1338 Traditional Rental Income: $1893 Airbnb ROI: 0.51% Traditional ROI: 3.08%
7751 S Phillips Ave Chicago, IL Great opportunity to own this jumbo 3 unit in sought after South Shore community. Each uni...	7 beds \| 3 baths \| 4,332 sq.ft.	$415,000	Airbnb cash on cash: 3.44% Traditional cash on cash: 5.35% Airbnb Rental Income: $2793 Traditional Rental Income: $2878 Airbnb ROI: 3.44% Traditional ROI: 5.35%
1418 S Saint Louis Ave Chicago, IL Huge updated 2-flat Greystone. Each unit has been remodeled with an open floor plan, hard...	8 beds \| 2 baths \| N/A	$389,999	Airbnb cash on cash: 4.25% Traditional cash on cash: 5.09% Airbnb Rental Income: $2881 Traditional Rental Income: $2519 Airbnb ROI: 4.25% Traditional ROI: 5.09%
1421 E 69th Pl Chicago, IL Buy this foreclosure deal the right way. Visit us at Auction.com, then login or create a f...	8 beds \| 4 baths \| N/A	$699,999	Airbnb cash on cash: 0.36% Traditional cash on cash: 4.97% Airbnb Rental Income: $1416 Traditional Rental Income: $4002 Airbnb ROI: 0.36% Traditional ROI: 4.97%
4535 S Honore St Chicago, IL	10 beds \| 4 baths \| N/A	$389,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 6.87% Airbnb Rental Income: $1699 Traditional Rental Income: $3184 Airbnb ROI: 1.5% Traditional ROI: 6.87%
4505 S Fairfield Ave Chicago, IL Beautifully updated 2-flat in the Brighton Park area. Each unit features a living room, ki...	4 beds \| 2 baths \| N/A	$419,900	Airbnb cash on cash: 4.4% Traditional cash on cash: 3.55% Airbnb Rental Income: $3257 Traditional Rental Income: $2191 Airbnb ROI: 4.4% Traditional ROI: 3.55%
8841 S Muskegon Ave Chicago, IL Solid and bright brick 3-flat featuring hardwood flooring, spacious floorplans, large wind...	8 beds \| 3 baths \| N/A	$450,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 5.02% Airbnb Rental Income: $2397 Traditional Rental Income: $2891 Airbnb ROI: 2.45% Traditional ROI: 5.02%
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	$839,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.54% Airbnb Rental Income: $null Traditional Rental Income: $2864 Airbnb ROI: N/A Traditional ROI: 1.54%
2017 W Huron St Chicago, IL LOCATION, LOCATION, LOCATION!!! EXCEPTIONAL OPPORTUNITY TO OWN THIS 3-UNIT, FULLY RENTED, ...	8 beds \| 3 baths \| N/A	$1,250,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 0.63% Airbnb Rental Income: $1734 Traditional Rental Income: $1996 Airbnb ROI: -0.01% Traditional ROI: 0.63%
537 W 61st Pl Chicago, IL Great Investment Opportunity! 1st Floor tenant moved out, freshly painted and new flooring...	6 beds \| 2 baths \| 1,956 sq.ft.	$174,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.68% Airbnb Rental Income: $null Traditional Rental Income: $2123 Airbnb ROI: N/A Traditional ROI: 10.68%
6136 N Talman Ave Chicago, IL Very well maintained Brick 2-Flat in West Ridge near Schools, Parks, Shopping (Peterson Ta...	4 beds \| 2 baths \| N/A	$615,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.94% Airbnb Rental Income: $null Traditional Rental Income: $2469 Airbnb ROI: N/A Traditional ROI: 1.94%
2434 N Lorel Ave Chicago, IL Solid all brick 3-flat with full unfinished basement sold AS-IS. Great investment opportun...	11 beds \| 4 baths \| N/A	$799,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 2.16% Airbnb Rental Income: $3040 Traditional Rental Income: $2972 Airbnb ROI: 1.31% Traditional ROI: 2.16%
6837 S Morgan St Chicago, IL Stunning brick two flat completely rehabbed and occupied with CHA housing vouchers. This ...	5 beds \| 2 baths \| N/A	$319,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.39% Airbnb Rental Income: $null Traditional Rental Income: $2169 Airbnb ROI: N/A Traditional ROI: 5.39%
2821 N Springfield Ave Chicago, IL This is impeccably designed luxury turnkey 3 unit in the hot Avondale area bordering Logan...	5 beds \| 4 baths \| 2,570 sq.ft.	$1,349,900	Airbnb cash on cash: -0.81% Traditional cash on cash: 1.33% Airbnb Rental Income: $1450 Traditional Rental Income: $3708 Airbnb ROI: -0.81% Traditional ROI: 1.33%
8952 S Aberdeen St Chicago, IL Here's a wonderful opportunity to own 2 separate single family homes on the same, oversize...	8 beds \| 4 baths \| N/A	$450,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 7.52% Airbnb Rental Income: $1500 Traditional Rental Income: $3761 Airbnb ROI: 1.11% Traditional ROI: 7.52%

Your search for investment property begins and ends here

Multi Family for Sale in Chicago, IL

8330 S Buffalo Ave

Chicago, IL

9 beds | 4 baths | N/A

$399,999

Airbnb cash on cash: 1.22%

Traditional cash on cash: 6.72%

Airbnb Rental Income: $1634

Traditional Rental Income: $3237

Airbnb ROI: 1.22%

Traditional ROI: 6.72%

3313 N Kenneth Ave

Chicago, IL

5 beds | 2 baths | N/A

$700,000

Airbnb cash on cash: -0.13%

Traditional cash on cash: 2.37%

Airbnb Rental Income: $1663

Traditional Rental Income: $2830

Airbnb ROI: -0.13%

Traditional ROI: 2.37%

6359 S Rhodes Ave

Chicago, IL

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

$249,999

Airbnb cash on cash: 2.01%

Traditional cash on cash: 4.27%

Airbnb Rental Income: $1824

Traditional Rental Income: $1864

Airbnb ROI: 2.01%

Traditional ROI: 4.27%

7749 S Muskegon Ave

Chicago, IL

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

$279,900

Airbnb cash on cash: 4.52%

Traditional cash on cash: 2.18%

Airbnb Rental Income: $2793

Traditional Rental Income: $1523

Airbnb ROI: 4.52%

Traditional ROI: 2.18%

625 N Monticello Ave

Chicago, IL

9 beds | 4 baths | 1,795 sq.ft.

$409,000

Airbnb cash on cash: 0.54%

Traditional cash on cash: 6.23%

Airbnb Rental Income: $1311

Traditional Rental Income: $3085

Airbnb ROI: 0.54%

Traditional ROI: 6.23%

11317 S Edbrooke Ave

Chicago, IL

5 beds | 2 baths | N/A

$189,900

Airbnb cash on cash: 0.99%

Traditional cash on cash: 10.11%

Airbnb Rental Income: $1105

Traditional Rental Income: $2377

Airbnb ROI: 0.99%

Traditional ROI: 10.11%

6711 S Paxton Ave

Chicago, IL

12 beds | 6 baths | N/A

$975,000

Airbnb cash on cash: 0.06%

Traditional cash on cash: 5.22%

Airbnb Rental Income: $2220

Traditional Rental Income: $6337

Airbnb ROI: 0.06%

Traditional ROI: 5.22%

7142 S Lowe Ave

Chicago, IL

5 beds | 2 baths | 2,442 sq.ft.

$189,999

Airbnb cash on cash: 0.62%

Traditional cash on cash: 8.57%

Airbnb Rental Income: $946

Traditional Rental Income: $2035

Airbnb ROI: 0.62%