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 69 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
801 S Plymouth Court #809 Chicago, IL Bright 1 BED 1 BATH condo in the best south loop location. Beautiful floors, ample walk in...	1 beds \| 1 baths \| N/A	$220,000	Airbnb cash on cash: 1.2% Traditional cash on cash: -0.22% Airbnb Rental Income: $1990 Traditional Rental Income: $1174 Airbnb ROI: 1.2% Traditional ROI: -0.22%
8153 S Calumet Avenue Chicago, IL Cozy 2-bedroom home in one level, large living room, kitchen and bathroom, small laundry a...	2 beds \| 1 baths \| 500 sq.ft.	$130,000	Airbnb cash on cash: 6.74% Traditional cash on cash: 5.38% Airbnb Rental Income: $1632 Traditional Rental Income: $1001 Airbnb ROI: 6.74% Traditional ROI: 5.38%
657 N PINE Avenue Chicago, IL Beautiful New Construction in Austin! This stunning 5-bedroom, 3.5-bathroom home offers m...	5 beds \| 4 baths \| 3,336 sq.ft.	$559,999	Airbnb cash on cash: 0.99% Traditional cash on cash: 0.87% Airbnb Rental Income: $1721 Traditional Rental Income: $1184 Airbnb ROI: 0.99% Traditional ROI: 0.87%
6827 S Green St Chicago, IL 6827 S Green St, Chicago, IL 60621 \| Single Family Residential	5 beds \| 2 baths \| 861 sq.ft.	$270,000	Airbnb cash on cash: 5.52% Traditional cash on cash: 1.02% Airbnb Rental Income: $3015 Traditional Rental Income: $1178 Airbnb ROI: 5.52% Traditional ROI: 1.02%
7440 S Oglesby Avenue Chicago, IL Modern Luxury Meets South Shore Charm - Welcome to 7440 S Oglesby Ave Step into elevate...	5 beds \| 4 baths \| 3,000 sq.ft.	$635,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 0.91% Airbnb Rental Income: $2309 Traditional Rental Income: $1595 Airbnb ROI: 1.14% Traditional ROI: 0.91%
7019 N Ridge Boulevard #3B Chicago, IL In a beautiful landscape court yard building one bedroom one bath condo, located in Rogers...	1 beds \| 1 baths \| N/A	$144,900	Airbnb cash on cash: 3.54% Traditional cash on cash: 3.31% Airbnb Rental Income: $1713 Traditional Rental Income: $1206 Airbnb ROI: 3.54% Traditional ROI: 3.31%
4036 W 57th Street Chicago, IL Stunning renovation in Prime Chicago location! Welcome to this beautifully updated brick G...	3 beds \| 1 baths \| 1,200 sq.ft.	$349,900	Airbnb cash on cash: 2.37% Traditional cash on cash: 2.11% Airbnb Rental Income: $2063 Traditional Rental Income: $1444 Airbnb ROI: 2.37% Traditional ROI: 2.11%
8634 S Carpenter Street Chicago, IL This beautiful 5 bedroom 1 bath brick bungalow with lots of natural sunlight throughout is...	5 beds \| 1 baths \| 1,400 sq.ft.	$229,900	Airbnb cash on cash: 7.28% Traditional cash on cash: 6.59% Airbnb Rental Income: $2667 Traditional Rental Income: $1883 Airbnb ROI: 7.28% Traditional ROI: 6.59%
2947 S Farrell St Chicago, IL 2947 S Farrell St, Chicago, IL 60608 \| Single Family Residential	4 beds \| 2 baths \| 1,508 sq.ft.	$399,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 0.32% Airbnb Rental Income: $2355 Traditional Rental Income: $1427 Airbnb ROI: 1.25% Traditional ROI: 0.32%
345 N Canal Street #1301 Chicago, IL Riverfront living * Historic loft conversion * West and south-facing balcony with skyline ...	2 beds \| 1 baths \| 1,150 sq.ft.	$325,000	Airbnb cash on cash: 0.75% Traditional cash on cash: -0.03% Airbnb Rental Income: $2481 Traditional Rental Income: $1641 Airbnb ROI: 0.75% Traditional ROI: -0.03%
1960 W Hood Avenue #2C Chicago, IL Spacious and well-maintained 2-bedroom, 1-bathroom unit in a boutique elevator building in...	2 beds \| 1 baths \| 950 sq.ft.	$93,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 2.71% Airbnb Rental Income: $2083 Traditional Rental Income: $1448 Airbnb ROI: 3.8% Traditional ROI: 2.71%
6300 N Sheridan Road #406 Chicago, IL Back on the market and ready for a quick close - this stylish, fully updated condo won't l...	1 beds \| 1 baths \| 700 sq.ft.	$174,900	Airbnb cash on cash: 2.81% Traditional cash on cash: 0.5% Airbnb Rental Income: $1981 Traditional Rental Income: $1078 Airbnb ROI: 2.81% Traditional ROI: 0.5%
7035 N Sheridan Road #G Chicago, IL East Rogers Park's coveted corner of Sheridan and Greenleaf is where this nice cozy one be...	1 beds \| 1 baths \| 600 sq.ft.	$140,000	Airbnb cash on cash: 5.5% Traditional cash on cash: 4.57% Airbnb Rental Income: $1713 Traditional Rental Income: $1114 Airbnb ROI: 5.5% Traditional ROI: 4.57%
10 E Ontario Street #1806 Chicago, IL Bright & Stylish 18th-Floor Condo with Stunning City Views - 10 E Ontario, River North. St...	1 beds \| 1 baths \| 700 sq.ft.	$260,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 0.55% Airbnb Rental Income: $1900 Traditional Rental Income: $1393 Airbnb ROI: 0.55% Traditional ROI: 0.55%
2121 N Saint Louis Avenue #3S Chicago, IL Charming 2-Bedroom Condo in Palmer Square - Ideal Investment Opportunity! Welcome to th...	2 beds \| 1 baths \| N/A	$295,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 0.36% Airbnb Rental Income: $1763 Traditional Rental Income: $1260 Airbnb ROI: 0.43% Traditional ROI: 0.36%
40 E 9th Street #609 Chicago, IL Experience comfort and convenience in this spacious 3-bedroom, 2-bath condo located in Chi...	3 beds \| 2 baths \| 1,350 sq.ft.	$395,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 0.07% Airbnb Rental Income: $3285 Traditional Rental Income: $2242 Airbnb ROI: 0.9% Traditional ROI: 0.07%
5611 N Glenwood Avenue #G Chicago, IL Hot Andersonville! Newly renovated 1-bedroom unit-an ideal starter home in one of Chicago...	1 beds \| 1 baths \| N/A	$200,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 1.48% Airbnb Rental Income: $1458 Traditional Rental Income: $998 Airbnb ROI: 1.63% Traditional ROI: 1.48%
824 W Superior Street #303 Chicago, IL Beautiful spacious loft in River West. One bedroom one bath in the heart of Chicago and wa...	1 beds \| 1 baths \| N/A	$304,000	Airbnb cash on cash: 0.35% Traditional cash on cash: -0.35% Airbnb Rental Income: $2185 Traditional Rental Income: $1432 Airbnb ROI: 0.35% Traditional ROI: -0.35%
437 W North Avenue #404 Chicago, IL Discover a sophisticated urban haven located in the vibrant heart of Chicago's Old Town ne...	1 beds \| 2 baths \| 723 sq.ft.	$365,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 0.35% Airbnb Rental Income: $2094 Traditional Rental Income: $1461 Airbnb ROI: 0.63% Traditional ROI: 0.35%
2303 S Michigan Avenue #208 Chicago, IL HOT, RARELY AVAILABLE MOTOR ROW LOFTS! Live in style at this standout loft in the origina...	2 beds \| 1 baths \| 1,080 sq.ft.	$322,400	Airbnb cash on cash: 0.02% Traditional cash on cash: -0.56% Airbnb Rental Income: $1920 Traditional Rental Income: $1235 Airbnb ROI: 0.02% Traditional ROI: -0.56%
6101 N Sheridan Road #12E Chicago, IL Park Edgewater. Updated, spacious one bedroom in a vintage mid-rise building with side vie...	1 beds \| 1 baths \| 650 sq.ft.	$189,900	Airbnb cash on cash: 1.52% Traditional cash on cash: 1.32% Airbnb Rental Income: $1981 Traditional Rental Income: $1426 Airbnb ROI: 1.52% Traditional ROI: 1.32%
2578 W Lyndale Street #2 Chicago, IL Beautifully updated 2-bedroom, 1-bath condo located in Logan Square, close to the Blue Lin...	2 beds \| 1 baths \| N/A	$339,999	Airbnb cash on cash: 0.48% Traditional cash on cash: 0.19% Airbnb Rental Income: $1901 Traditional Rental Income: $1304 Airbnb ROI: 0.48% Traditional ROI: 0.19%
1415 W Catalpa Avenue #1N Chicago, IL Bright and modern - this Andersonville 1 bed / 1 bath unit in a classic vintage courtyard ...	1 beds \| 1 baths \| 850 sq.ft.	$239,900	Airbnb cash on cash: 1.68% Traditional cash on cash: 1.23% Airbnb Rental Income: $1856 Traditional Rental Income: $1256 Airbnb ROI: 1.68% Traditional ROI: 1.23%
1415 W Lunt Avenue #207 Chicago, IL Well maintained 1 bedroom 1 bathroom unit features updated kitchen and bath. Fresh paint t...	1 beds \| 1 baths \| 663 sq.ft.	$179,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 2.59% Airbnb Rental Income: $1713 Traditional Rental Income: $1228 Airbnb ROI: 2.66% Traditional ROI: 2.59%
6060 N RIDGE Avenue #4D Chicago, IL Welcome to this sun-filled, top-floor corner unit in a well-maintained elevator building, ...	2 beds \| 1 baths \| 1,150 sq.ft.	$219,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 1.22% Airbnb Rental Income: $2083 Traditional Rental Income: $1212 Airbnb ROI: 2.83% Traditional ROI: 1.22%
4829 N Newland Avenue Chicago, IL Well maintained quad level brick home , in coveted 60656 area code. 1.5 bath , 3 bedrooms...	3 beds \| 2 baths \| 1,584 sq.ft.	$424,999	Airbnb cash on cash: 2.83% Traditional cash on cash: 1.35% Airbnb Rental Income: $2759 Traditional Rental Income: $1520 Airbnb ROI: 2.83% Traditional ROI: 1.35%
1971 W 97th Street Chicago, IL Welcome to 1971 W 97th st, This solid brick 5 bed 2 bath Chicago Bungalow in the Beverly n...	5 beds \| 2 baths \| 1,800 sq.ft.	$405,000	Airbnb cash on cash: 3.35% Traditional cash on cash: 3.21% Airbnb Rental Income: $2785 Traditional Rental Income: $2078 Airbnb ROI: 3.35% Traditional ROI: 3.21%
2245 W Farwell Avenue #3B Chicago, IL Light, Bright & Big One-Bedroom in Rogers Park - Top Floor Gem! Welcome home to this spac...	1 beds \| 1 baths \| 600 sq.ft.	$145,000	Airbnb cash on cash: 3.93% Traditional cash on cash: 3.93% Airbnb Rental Income: $1710 Traditional Rental Income: $1236 Airbnb ROI: 3.93% Traditional ROI: 3.93%
3222 W Berteau Avenue #2 Chicago, IL Charming 2 bedroom, 1 bath condo in highly desirable Irving Park! Located on an idyllic tr...	2 beds \| 1 baths \| N/A	$240,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 1.49% Airbnb Rental Income: $1841 Traditional Rental Income: $1290 Airbnb ROI: 1.74% Traditional ROI: 1.49%

Your search for investment property begins and ends here

Airbnb Single Family Residential For Sale in Chicago, IL

801 S Plymouth Court #809

Chicago, IL

1 beds | 1 baths | N/A

$220,000

Airbnb cash on cash: 1.2%

Traditional cash on cash: -0.22%

Airbnb Rental Income: $1990

Traditional Rental Income: $1174

Airbnb ROI: 1.2%

Traditional ROI: -0.22%

8153 S Calumet Avenue

Chicago, IL

2 beds | 1 baths | 500 sq.ft.

$130,000

Airbnb cash on cash: 6.74%

Traditional cash on cash: 5.38%

Airbnb Rental Income: $1632

Traditional Rental Income: $1001

Airbnb ROI: 6.74%

Traditional ROI: 5.38%

657 N PINE Avenue

Chicago, IL

5 beds | 4 baths | 3,336 sq.ft.

$559,999

Airbnb cash on cash: 0.99%

Traditional cash on cash: 0.87%

Airbnb Rental Income: $1721

Traditional Rental Income: $1184

Airbnb ROI: 0.99%

Traditional ROI: 0.87%

6827 S Green St

Chicago, IL

5 beds | 2 baths | 861 sq.ft.

$270,000

Airbnb cash on cash: 5.52%

Traditional cash on cash: 1.02%

Airbnb Rental Income: $3015

Traditional Rental Income: $1178

Airbnb ROI: 5.52%

Traditional ROI: 1.02%

7440 S Oglesby Avenue

Chicago, IL

5 beds | 4 baths | 3,000 sq.ft.

$635,000

Airbnb cash on cash: 1.14%

Traditional cash on cash: 0.91%

Airbnb Rental Income: $2309

Traditional Rental Income: $1595

Airbnb ROI: 1.14%

Traditional ROI: 0.91%

7019 N Ridge Boulevard #3B

Chicago, IL

1 beds | 1 baths | N/A

$144,900

Airbnb cash on cash: 3.54%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $1713

Traditional Rental Income: $1206

Airbnb ROI: 3.54%

Traditional ROI: 3.31%

4036 W 57th Street

Chicago, IL

3 beds | 1 baths | 1,200 sq.ft.

$349,900

Airbnb cash on cash: 2.37%

Traditional cash on cash: 2.11%

Airbnb Rental Income: $2063

Traditional Rental Income: $1444

Airbnb ROI: 2.37%

Traditional ROI: 2.11%

8634 S Carpenter Street

Chicago, IL

5 beds | 1 baths | 1,400 sq.ft.

$229,900

Airbnb cash on cash: 7.28%

Traditional cash on cash: 6.59%

Airbnb Rental Income: $2667

Traditional Rental Income: $1883

Airbnb ROI: 7.28%