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 222 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
1919 N Kenmore Avenue #1 Chicago, IL Tucked into the heart of Lincoln Park on a picturesque, tree-lined street, this masterfull...	3 beds \| 3 baths \| N/A	$890,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 1.06% Airbnb Rental Income: $1931 Traditional Rental Income: $2867 Airbnb ROI: -0.69% Traditional ROI: 1.06%
8151 S Bennett Avenue Chicago, IL This expansive brick 2-flat offers versatile living across three fully finished levels. En...	9 beds \| 3 baths \| N/A	$250,000	Airbnb cash on cash: 8.17% Traditional cash on cash: 9.21% Airbnb Rental Income: $3267 Traditional Rental Income: $2779 Airbnb ROI: 8.17% Traditional ROI: 9.21%
6620 N Ashland Avenue #1 Chicago, IL In the highly desirable Rogers Park courtyard building located near Loyal. This 3 bedroom...	3 beds \| 3 baths \| 1,500 sq.ft.	$339,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 3.88% Airbnb Rental Income: $2301 Traditional Rental Income: $2118 Airbnb ROI: 2.66% Traditional ROI: 3.88%
4131 N Monticello Avenue Chicago, IL Great property to invest in or to live in. Spacious 2 unit building, bright and amazingly ...	4 beds \| 2 baths \| N/A	$373,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 4.06% Airbnb Rental Income: $2427 Traditional Rental Income: $2570 Airbnb ROI: 1.95% Traditional ROI: 4.06%
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.	$389,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 5.8% Airbnb Rental Income: $1912 Traditional Rental Income: $3241 Airbnb ROI: 0.76% Traditional ROI: 5.8%
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.	$1,085,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 1.21% Airbnb Rental Income: $2421 Traditional Rental Income: $3545 Airbnb ROI: -0.49% Traditional ROI: 1.21%
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.	$1,325,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 0.3% Airbnb Rental Income: $2175 Traditional Rental Income: $3956 Airbnb ROI: -1.59% Traditional ROI: 0.3%
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.	$335,000	Airbnb cash on cash: 2.74% Traditional cash on cash: 5.39% Airbnb Rental Income: $2198 Traditional Rental Income: $2479 Airbnb ROI: 2.74% Traditional ROI: 5.39%
900 W AINSLIE Street #A Chicago, IL LARGE, WELL KEPT, CLEAN, DUPLEX DOWN located in WALKABLE and CONVENIENT UPTOWN! SUNNY & SP...	2 beds \| 2 baths \| N/A	$349,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 4.09% Airbnb Rental Income: $2244 Traditional Rental Income: $2245 Airbnb ROI: 2.37% Traditional ROI: 4.09%
1224 S Harding Avenue Chicago, IL Great investment opportunity in the hot North Lawndale area!!! Solid beautiful 3 flat feat...	9 beds \| 6 baths \| N/A	$469,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 3.57% Airbnb Rental Income: $2215 Traditional Rental Income: $2624 Airbnb ROI: 1.37% Traditional ROI: 3.57%
8528 S Exchange Avenue Chicago, IL Amazing well maintained multi-unit building on double lot with driveway, wrought iron gate...	8 beds \| 3 baths \| N/A	$309,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $2354 Airbnb ROI: N/A Traditional ROI: 6.05%
1112 N Paulina Street #1 Chicago, IL Welcome to single-family living-inside a condo! This stunning 3 bed / 2.5 bath, duplex-dow...	3 beds \| 3 baths \| N/A	$649,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 2.14% Airbnb Rental Income: $2334 Traditional Rental Income: $2931 Airbnb ROI: 0.2% Traditional ROI: 2.14%
1215 W Gunnison Street #310 Chicago, IL Architecturally Stunning duplex-up Andersonville Penthouse concrete Loft with 4 Private O...	2 beds \| 3 baths \| N/A	$515,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 3.55% Airbnb Rental Income: $2244 Traditional Rental Income: $2746 Airbnb ROI: 1.34% Traditional ROI: 3.55%
2521 N Springfield Avenue Chicago, IL Excellent investment opportunity in the highly sought-after Logan Square neighborhood. Thi...	4 beds \| 2 baths \| N/A	$555,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.25% Airbnb Rental Income: $null Traditional Rental Income: $3677 Airbnb ROI: N/A Traditional ROI: 4.25%
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% Traditional cash on cash: 0.6% Airbnb Rental Income: $2736 Traditional Rental Income: $4025 Airbnb ROI: -1% 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: 7.33% Traditional cash on cash: 11.97% Airbnb Rental Income: $2318 Traditional Rental Income: $2602 Airbnb ROI: 7.33% Traditional ROI: 11.97%
143 W 74th Street Chicago, IL Endless Potential in This Brick Two-Unit! This spacious brick two-unit building is a perfe...	5 beds \| 2 baths \| N/A	$189,900	Airbnb cash on cash: 6.39% Traditional cash on cash: 10.76% Airbnb Rental Income: $2294 Traditional Rental Income: $2512 Airbnb ROI: 6.39% Traditional ROI: 10.76%
6347 S Drexel Avenue Chicago, IL Major Price improvement plus up to $15,000 seller credit! A fully rebuilt Greystone in vi...	8 beds \| 3 baths \| N/A	$745,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.58% Airbnb Rental Income: $null Traditional Rental Income: $2317 Airbnb ROI: N/A Traditional ROI: 1.58%
2733 W Hirsch Street #1E Chicago, IL Practically overlooking gorgeous Humboldt Park, this eight-year-young East Humboldt proper...	4 beds \| 3 baths \| N/A	$750,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 2.91% Airbnb Rental Income: $2052 Traditional Rental Income: $3483 Airbnb ROI: 0.11% Traditional ROI: 2.91%
1718 N Clybourn Avenue #1 Chicago, IL Don't miss out on the unbeatable location and stunning 3-bedroom, 3-bathroom condo! This b...	3 beds \| 3 baths \| 1,374 sq.ft.	$675,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 1.56% Airbnb Rental Income: $1931 Traditional Rental Income: $2735 Airbnb ROI: -0.53% Traditional ROI: 1.56%
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.	$615,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 3.03% Airbnb Rental Income: $2356 Traditional Rental Income: $3529 Airbnb ROI: -0.03% Traditional ROI: 3.03%
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: 6.4% Traditional cash on cash: 5.94% Airbnb Rental Income: $2815 Traditional Rental Income: $2043 Airbnb ROI: 6.4% 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: -0.89% Traditional cash on cash: 0.45% Airbnb Rental Income: $2416 Traditional Rental Income: $3263 Airbnb ROI: -0.89% Traditional ROI: 0.45%
1511 N MOHAWK Street #1 Chicago, IL Prime Old Town living in this stunning 3 bed, 3 bath duplex with three private outdoor spa...	3 beds \| 3 baths \| 2,400 sq.ft.	$799,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 1.64% Airbnb Rental Income: $2164 Traditional Rental Income: $3234 Airbnb ROI: -0.53% Traditional ROI: 1.64%
8542 W Winnemac Avenue Chicago, IL Excellent condition, excellent location. Building is in perfect shape, the owner took care...	8 beds \| 5 baths \| N/A	$820,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 0.95% Airbnb Rental Income: $2071 Traditional Rental Income: $2658 Airbnb ROI: -0.52% Traditional ROI: 0.95%
2651 W Augusta Boulevard #3 Chicago, IL Introducing East Humboldt Park's premier new construction development, set for summer move...	2 beds \| 2 baths \| 1,600 sq.ft.	$749,949	Airbnb cash on cash: 0.94% Traditional cash on cash: 2.05% Airbnb Rental Income: $2285 Traditional Rental Income: $2496 Airbnb ROI: 0.94% Traditional ROI: 2.05%
2651 W Augusta Boulevard #1 Chicago, IL Introducing East Humboldt Park's premier new construction development, set for summer move...	4 beds \| 3 baths \| 3,000 sq.ft.	$899,949	Airbnb cash on cash: 0.62% Traditional cash on cash: 2.02% Airbnb Rental Income: $2285 Traditional Rental Income: $2887 Airbnb ROI: 0.62% Traditional ROI: 2.02%
1747 N Spaulding Avenue Chicago, IL Rare opportunity to own a fully renovated, income-producing 3-unit building in vibrant Hum...	7 beds \| 4 baths \| N/A	$955,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 1.37% Airbnb Rental Income: $2052 Traditional Rental Income: $2731 Airbnb ROI: 0.01% Traditional ROI: 1.37%

Your search for investment property begins and ends here

Multi Family for Sale in Chicago, IL

1919 N Kenmore Avenue #1

Chicago, IL

3 beds | 3 baths | N/A

$890,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 1.06%

Airbnb Rental Income: $1931

Traditional Rental Income: $2867

Airbnb ROI: -0.69%

Traditional ROI: 1.06%

8151 S Bennett Avenue

Chicago, IL

9 beds | 3 baths | N/A

$250,000

Airbnb cash on cash: 8.17%

Traditional cash on cash: 9.21%

Airbnb Rental Income: $3267

Traditional Rental Income: $2779

Airbnb ROI: 8.17%

Traditional ROI: 9.21%

6620 N Ashland Avenue #1

Chicago, IL

3 beds | 3 baths | 1,500 sq.ft.

$339,000

Airbnb cash on cash: 2.66%

Traditional cash on cash: 3.88%

Airbnb Rental Income: $2301

Traditional Rental Income: $2118

Airbnb ROI: 2.66%

Traditional ROI: 3.88%

4131 N Monticello Avenue

Chicago, IL

4 beds | 2 baths | N/A

$373,000

Airbnb cash on cash: 1.95%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $2427

Traditional Rental Income: $2570

Airbnb ROI: 1.95%

Traditional ROI: 4.06%

4956 S Champlain Avenue #1S

Chicago, IL

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

$389,000

Airbnb cash on cash: 0.76%

Traditional cash on cash: 5.8%

Airbnb Rental Income: $1912

Traditional Rental Income: $3241

Airbnb ROI: 0.76%

Traditional ROI: 5.8%

917 W Altgeld Street #1

Chicago, IL

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

$1,085,000

Airbnb cash on cash: -0.49%

Traditional cash on cash: 1.21%

Airbnb Rental Income: $2421

Traditional Rental Income: $3545

Airbnb ROI: -0.49%

Traditional ROI: 1.21%

1210 N ASTOR Street #1A

Chicago, IL

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

$1,325,000

Airbnb cash on cash: -1.59%

Traditional cash on cash: 0.3%

Airbnb Rental Income: $2175

Traditional Rental Income: $3956

Airbnb ROI: -1.59%

Traditional ROI: 0.3%

7223 N Oakley Avenue #1E

Chicago, IL

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

$335,000

Airbnb cash on cash: 2.74%

Traditional cash on cash: 5.39%

Airbnb Rental Income: $2198

Traditional Rental Income: $2479

Airbnb ROI: 2.74%