Airbnb Properties for Sale in Chicago, IL

Looking for a vacation rental investment in Chicago, IL with high ROI ?

Explore a range of newly added short-term rental homes in Chicago, IL. Make a smart investment with newly available Airbnb properties and find the ideal high-ROI property for sale.

Airbnb Single Family Residential For Sale in Chicago, IL

Search for Single Family Residential for Sale in Chicago, Illinois. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 20 Single Family Residential 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
320 N Menard Ave Chicago, IL	5 beds \| 3 baths \| 2,650 sq.ft.	$449,999	Airbnb cash on cash: 5.21% Traditional cash on cash: 3.72% Airbnb Rental Income: $3599 Traditional Rental Income: $2184 Airbnb ROI: 5.21% Traditional ROI: 3.72%
5919 N Bernard St Chicago, IL Beautifully updated and expansive 5-bedroom w/ and option to make a 6th bedroom, 3-bath re...	5 beds \| 3 baths \| 2,515 sq.ft.	$645,000	Airbnb cash on cash: 4.34% Traditional cash on cash: 2.73% Airbnb Rental Income: $5206 Traditional Rental Income: $3180 Airbnb ROI: 4.34% Traditional ROI: 2.73%
2038 E 73rd St Chicago, IL 2038 E 73rd St, Chicago, IL 60649 \| Single Family Residential	5 beds \| 2 baths \| 2,185 sq.ft.	$289,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 3.56% Airbnb Rental Income: $3122 Traditional Rental Income: $1944 Airbnb ROI: 5.28% Traditional ROI: 3.56%
4912 W Wrightwood Ave Chicago, IL 4912 W Wrightwood Ave, Chicago, IL 60639 \| Single Family Residential	5 beds \| 4 baths \| 2,480 sq.ft.	$619,999	Airbnb cash on cash: 0.77% Traditional cash on cash: 0.16% Airbnb Rental Income: $3130 Traditional Rental Income: $2070 Airbnb ROI: 0.77% Traditional ROI: 0.16%
1132 N Waller Ave Chicago, IL Attention Investors/Rehabbers.Great Opportunity.in thriving Austin Neighborhood. Interior ...	5 beds \| 3 baths \| 1,800 sq.ft.	$449,900	Airbnb cash on cash: 3.74% Traditional cash on cash: 1.71% Airbnb Rental Income: $3099 Traditional Rental Income: $1539 Airbnb ROI: 3.74% Traditional ROI: 1.71%
6740 S Laflin St Chicago, IL 6740 S Laflin St, Chicago, IL 60636 \| Single Family Residential	7 beds \| 2 baths \| 1,284 sq.ft.	$340,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 0.74% Airbnb Rental Income: $1903 Traditional Rental Income: $1364 Airbnb ROI: 0.84% Traditional ROI: 0.74%
5020 W Fletcher St Chicago, IL Incredibly rare opportunity to add instant sweat equity to this classic brick bungalow in ...	4 beds \| 3 baths \| 2,469 sq.ft.	$579,900	Airbnb cash on cash: 1.43% Traditional cash on cash: 1.27% Airbnb Rental Income: $2294 Traditional Rental Income: $1635 Airbnb ROI: 1.43% Traditional ROI: 1.27%
844 N Laramie Ave Chicago, IL VERY LARGE HOUSE IN GOOD CONDITION , WITH 3.5 BATHS , HUGE MASTER BEDROOMS WITH SKYLIGHTS ...	5 beds \| 4 baths \| 1,500 sq.ft.	$384,000	Airbnb cash on cash: 6.05% Traditional cash on cash: 5.74% Airbnb Rental Income: $3599 Traditional Rental Income: $2701 Airbnb ROI: 6.05% Traditional ROI: 5.74%
8051 S Escanaba Ave Chicago, IL 8051 S Escanaba Ave, Chicago, IL 60617 \| Single Family Residential	5 beds \| 2 baths \| 1,040 sq.ft.	$284,900	Airbnb cash on cash: 5.4% Traditional cash on cash: 2.03% Airbnb Rental Income: $3122 Traditional Rental Income: $1506 Airbnb ROI: 5.4% Traditional ROI: 2.03%
8819 S Carpenter St Chicago, IL Great opportunity in Auburn Gresham. This 2-bedroom, 1.5-bath home offers strong potential...	5 beds \| 2 baths \| 1,952 sq.ft.	$359,900	Airbnb cash on cash: 2.58% Traditional cash on cash: 2.04% Airbnb Rental Income: $1959 Traditional Rental Income: $1259 Airbnb ROI: 2.58% Traditional ROI: 2.04%
4136 N Sacramento Ave Chicago, IL Come see this property located in the desirable Irving Park neighborhood, offering a great...	5 beds \| 2 baths \| 1,774 sq.ft.	$500,000	Airbnb cash on cash: 4.74% Traditional cash on cash: 3.58% Airbnb Rental Income: $4292 Traditional Rental Income: $2846 Airbnb ROI: 4.74% Traditional ROI: 3.58%
12238 S Yale Ave Chicago, IL 12238 S Yale Ave, Chicago, IL 60628 \| Single Family Residential	5 beds \| 2 baths \| 2,792 sq.ft.	$299,900	Airbnb cash on cash: 3.52% Traditional cash on cash: 2.57% Airbnb Rental Income: $2627 Traditional Rental Income: $1733 Airbnb ROI: 3.52% Traditional ROI: 2.57%
5133 W Monroe St Chicago, IL 5133 W Monroe St, Chicago, IL 60644 \| Single Family Residential	5 beds \| 2 baths \| 1,523 sq.ft.	$297,000	Airbnb cash on cash: 6.48% Traditional cash on cash: 4.66% Airbnb Rental Income: $3599 Traditional Rental Income: $2302 Airbnb ROI: 6.48% Traditional ROI: 4.66%
8035 S Kolin Ave Chicago, IL 8035 S Kolin Ave, Chicago, IL 60652 \| Single Family Residential	6 beds \| 4 baths \| 2,822 sq.ft.	$549,000	Airbnb cash on cash: 4.33% Traditional cash on cash: 3.55% Airbnb Rental Income: $5004 Traditional Rental Income: $3583 Airbnb ROI: 4.33% Traditional ROI: 3.55%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Chicago, IL

320 N Menard Ave

Chicago, IL

5 beds | 3 baths | 2,650 sq.ft.

$449,999

Airbnb cash on cash: 5.21%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $3599

Traditional Rental Income: $2184

Airbnb ROI: 5.21%

Traditional ROI: 3.72%

5919 N Bernard St

Chicago, IL

5 beds | 3 baths | 2,515 sq.ft.

$645,000

Airbnb cash on cash: 4.34%

Traditional cash on cash: 2.73%

Airbnb Rental Income: $5206

Traditional Rental Income: $3180

Airbnb ROI: 4.34%

Traditional ROI: 2.73%

2038 E 73rd St

Chicago, IL

5 beds | 2 baths | 2,185 sq.ft.

$289,000

Airbnb cash on cash: 5.28%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $3122

Traditional Rental Income: $1944

Airbnb ROI: 5.28%

Traditional ROI: 3.56%

4912 W Wrightwood Ave

Chicago, IL

5 beds | 4 baths | 2,480 sq.ft.

$619,999

Airbnb cash on cash: 0.77%

Traditional cash on cash: 0.16%

Airbnb Rental Income: $3130

Traditional Rental Income: $2070

Airbnb ROI: 0.77%

Traditional ROI: 0.16%

1132 N Waller Ave

Chicago, IL

5 beds | 3 baths | 1,800 sq.ft.

$449,900

Airbnb cash on cash: 3.74%

Traditional cash on cash: 1.71%

Airbnb Rental Income: $3099

Traditional Rental Income: $1539

Airbnb ROI: 3.74%

Traditional ROI: 1.71%

6740 S Laflin St

Chicago, IL

7 beds | 2 baths | 1,284 sq.ft.

$340,000

Airbnb cash on cash: 0.84%

Traditional cash on cash: 0.74%

Airbnb Rental Income: $1903

Traditional Rental Income: $1364

Airbnb ROI: 0.84%

Traditional ROI: 0.74%

5020 W Fletcher St

Chicago, IL

4 beds | 3 baths | 2,469 sq.ft.

$579,900

Airbnb cash on cash: 1.43%

Traditional cash on cash: 1.27%

Airbnb Rental Income: $2294

Traditional Rental Income: $1635

Airbnb ROI: 1.43%

Traditional ROI: 1.27%

844 N Laramie Ave

Chicago, IL

5 beds | 4 baths | 1,500 sq.ft.

$384,000

Airbnb cash on cash: 6.05%

Traditional cash on cash: 5.74%

Airbnb Rental Income: $3599

Traditional Rental Income: $2701

Airbnb ROI: 6.05%