Real Estate Investments for Sale in Illinois With High ROI

Are you looking for a vacation rental in Illinois? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

Explore a variety of short-term homes & houses in Illinois. Invest wisely with VRBO & Illinois Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Illinois

Search for Single Family Residential for Sale in 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 11,516 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
8519 S Crandon Ave Chicago, IL Gorgeous brick bungalow with 3+1 bedrooms 2 full baths. Brand new vinyl flooring throughou...	4 beds \| 2 baths \| 1,161 sq.ft.	$205,000	Airbnb cash on cash: 5.86% Traditional cash on cash: 6.75% Airbnb Rental Income: $2174 Traditional Rental Income: $1800 Airbnb ROI: 5.86% Traditional ROI: 6.75%
2020 N Dayton St Chicago, IL	6 beds \| 5 baths \| 5,200 sq.ft.	$3,150,000	Airbnb cash on cash: -0.3% Traditional cash on cash: -1.44% Airbnb Rental Income: $10718 Traditional Rental Income: $5405 Airbnb ROI: -0.3% Traditional ROI: -1.44%
200 N Dearborn Street #1501 Chicago, IL Lovely & bright 1bed/1bath unit in the heart of the Loop! Ideal floor plan with a great f...	1 beds \| 1 baths \| N/A	$245,000	Airbnb cash on cash: 8.99% Traditional cash on cash: 4.28% Airbnb Rental Income: $3998 Traditional Rental Income: $2053 Airbnb ROI: 8.99% Traditional ROI: 4.28%
6127 N NAGLE Avenue Chicago, IL Absolutely stunning Norwood Park bungalow rehab! Open floor plan with 4 bedrooms, 3 full ...	4 beds \| 3 baths \| 3,154 sq.ft.	$685,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.13% Airbnb Rental Income: $null Traditional Rental Income: $3413 Airbnb ROI: N/A Traditional ROI: 3.13%
7836 S Paxton Avenue Chicago, IL SELLER OFFERING $6,500 CREDIT. Make this classic brick bungalow your new home! Step inside...	3 beds \| 3 baths \| 3,450 sq.ft.	$335,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 7.26% Airbnb Rental Income: $2174 Traditional Rental Income: $2858 Airbnb ROI: 3.33% Traditional ROI: 7.26%
6207 S Justine Street Chicago, IL Don't miss this solid yellow brick bungalow with a brick garage! This spacious and well-ap...	3 beds \| 3 baths \| 1,870 sq.ft.	$340,000	Airbnb cash on cash: 4.56% Traditional cash on cash: 7.48% Airbnb Rental Income: $2542 Traditional Rental Income: $2862 Airbnb ROI: 4.56% Traditional ROI: 7.48%
3122 W Sherwin Avenue Chicago, IL This Freshly Painted Georgian home, nestled on a tree-lined cul-de-sac in West Rogers Park...	3 beds \| 2 baths \| 1,758 sq.ft.	$618,900	Airbnb cash on cash: 2.46% Traditional cash on cash: 0.55% Airbnb Rental Income: $3767 Traditional Rental Income: $1847 Airbnb ROI: 2.46% Traditional ROI: 0.55%
4518 S Drexel Boulevard Chicago, IL Named BEST RENOVATION IN CHICAGO by Curbed Magazine! The magnificent Krause Mansion was de...	5 beds \| 5 baths \| 7,000 sq.ft.	$1,800,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 0.97% Airbnb Rental Income: $7128 Traditional Rental Income: $4997 Airbnb ROI: 1.42% Traditional ROI: 0.97%
4950 S Ellis Ave Chicago, IL 4950 S Ellis Ave, Chicago, IL 60615 \| Single Family Residential	6 beds \| 5 baths \| 5,000 sq.ft.	$1,600,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 0.54% Airbnb Rental Income: $7159 Traditional Rental Income: $5741 Airbnb ROI: 0.56% Traditional ROI: 0.54%
1429 W 114th Pl Chicago, IL	3 beds \| 1 baths \| 1,100 sq.ft.	$169,000	Airbnb cash on cash: 8.71% Traditional cash on cash: 5.77% Airbnb Rental Income: $2646 Traditional Rental Income: $1542 Airbnb ROI: 8.71% Traditional ROI: 5.77%
6327 S Kenneth Avenue Chicago, IL Calling for all investors, Do not miss the opportunity on this well-structured home. As a ...	3 beds \| 4 baths \| 3,750 sq.ft.	$210,000	Airbnb cash on cash: 7.44% Traditional cash on cash: 7.27% Airbnb Rental Income: $2634 Traditional Rental Income: $1972 Airbnb ROI: 7.44% Traditional ROI: 7.27%
6718 S Tripp Ave Chicago, IL 6718 S Tripp Ave, Chicago, IL 60629 \| Single Family Residential	4 beds \| 2 baths \| 936 sq.ft.	$325,000	Airbnb cash on cash: 7.81% Traditional cash on cash: 3.19% Airbnb Rental Income: $4390 Traditional Rental Income: $2058 Airbnb ROI: 7.81% Traditional ROI: 3.19%
1619 N BELL Avenue Chicago, IL Welcome to your new home that embodies the epitome of luxury, located in the vibrant heart...	5 beds \| 4 baths \| 4,350 sq.ft.	$1,950,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 0.94% Airbnb Rental Income: $7573 Traditional Rental Income: $6221 Airbnb ROI: 0.89% Traditional ROI: 0.94%
1815 N Harding Avenue Chicago, IL BRICK BUNGALOW LOCATED IN QUIET TREE LINED STREET. 3 LEVEL OF LIVING SPACE. ZIP CODE 60647...	4 beds \| 3 baths \| N/A	$529,000	Airbnb cash on cash: 8.72% Traditional cash on cash: 4.84% Airbnb Rental Income: $6774 Traditional Rental Income: $3537 Airbnb ROI: 8.72% Traditional ROI: 4.84%
2236 W Palmer Street Chicago, IL Welcome to this stunningly renovated home, perfectly situated in a premiere location of Bu...	4 beds \| 4 baths \| 3,600 sq.ft.	$1,399,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 1.16% Airbnb Rental Income: $6544 Traditional Rental Income: $4140 Airbnb ROI: 2.03% Traditional ROI: 1.16%
9401 S Saint Lawrence Ave Chicago, IL 9401 S Saint Lawrence Ave, Chicago, IL 60619 \| Single Family Residential	5 beds \| 2 baths \| 1,602 sq.ft.	$269,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.74% Airbnb Rental Income: $null Traditional Rental Income: $2117 Airbnb ROI: N/A Traditional ROI: 4.74%
41 S Albany Avenue Chicago, IL Explore the inviting embrace of 41 S Albany as your new home! This stunning property is ta...	2 beds \| 3 baths \| 1,558 sq.ft.	$249,000	Airbnb cash on cash: 6.13% Traditional cash on cash: 8.2% Airbnb Rental Income: $2525 Traditional Rental Income: $2403 Airbnb ROI: 6.13% Traditional ROI: 8.2%
6331 S Bishop St Chicago, IL 6331 S Bishop St, Chicago, IL 60636 \| Single Family Residential	6 beds \| 2 baths \| 3,200 sq.ft.	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.28% Airbnb Rental Income: $null Traditional Rental Income: $2351 Airbnb ROI: N/A Traditional ROI: 9.28%
20 E Goethe Street #603 Chicago, IL Top floor penthouse in Chicago's prestigious Gold Coast. Very close to Lake Michigan, rest...	1 beds \| 1 baths \| 648 sq.ft.	$229,000	Airbnb cash on cash: 7.06% Traditional cash on cash: 2.24% Airbnb Rental Income: $3515 Traditional Rental Income: $1695 Airbnb ROI: 7.06% Traditional ROI: 2.24%
77 E Cedar Street Chicago, IL Embark on a captivating journey through time and luxury with this exceptional brownstone o...	4 beds \| 6 baths \| 6,000 sq.ft.	$4,499,000	Airbnb cash on cash: -1.77% Traditional cash on cash: -1.62% Airbnb Rental Income: $7818 Traditional Rental Income: $6961 Airbnb ROI: -1.77% Traditional ROI: -1.62%
5826 W Gunnison Street Chicago, IL Beautifully rehabbed 4 bed/2 bath brick bungalow located on a quiet tree-lined street in l...	4 beds \| 2 baths \| N/A	$525,000	Airbnb cash on cash: 2.68% Traditional cash on cash: 3.52% Airbnb Rental Income: $3305 Traditional Rental Income: $2978 Airbnb ROI: 2.68% Traditional ROI: 3.52%
1970 N Burling St Chicago, IL 1970 N Burling St, Chicago, IL 60614 \| Single Family Residential	5 beds \| 6 baths \| 7,800 sq.ft.	$7,777,750	Airbnb cash on cash: -2.22% Traditional cash on cash: -2.09% Airbnb Rental Income: $9397 Traditional Rental Income: $8524 Airbnb ROI: -2.22% Traditional ROI: -2.09%
5524 N Odell Avenue Chicago, IL City Workers! Located in very desirable Oriole Park area,this beautiful 3 bedroom, 2 bath ...	3 beds \| 2 baths \| 980 sq.ft.	$409,900	Airbnb cash on cash: 4.26% Traditional cash on cash: 3.42% Airbnb Rental Income: $3339 Traditional Rental Income: $2271 Airbnb ROI: 4.26% Traditional ROI: 3.42%
10544 S Edbrooke Avenue Chicago, IL 3 Bedroom / 1.5 Bathroom Beautiful Newer Built Home New Hardwood Floors, Modern Kitchen Ca...	3 beds \| 2 baths \| 1,365 sq.ft.	$229,995	Airbnb cash on cash: 8.04% Traditional cash on cash: 6.28% Airbnb Rental Income: $2959 Traditional Rental Income: $1893 Airbnb ROI: 8.04% Traditional ROI: 6.28%
8007 S Houston Avenue Chicago, IL Gorgeous fully rehabbed, single family home with 5 bedrooms and 2 bathrooms! Newly updated...	2 beds \| 2 baths \| 960 sq.ft.	$230,000	Airbnb cash on cash: 4.45% Traditional cash on cash: 3.6% Airbnb Rental Income: $1948 Traditional Rental Income: $1248 Airbnb ROI: 4.45% Traditional ROI: 3.6%
7915 S Paxton Avenue Chicago, IL "Welcome to your dream home! This spacious and amazing house is perfect for your family's ...	4 beds \| 3 baths \| 3,100 sq.ft.	$349,999	Airbnb cash on cash: 7.2% Traditional cash on cash: 7.11% Airbnb Rental Income: $3833 Traditional Rental Income: $2975 Airbnb ROI: 7.2% Traditional ROI: 7.11%
7940 S Crandon Avenue Chicago, IL Looking for a great sweat equity project to live in or rent? This is it!! Solid brick 3 be...	3 beds \| 3 baths \| 1,648 sq.ft.	$200,000	Airbnb cash on cash: 5.64% Traditional cash on cash: 11.18% Airbnb Rental Income: $2174 Traditional Rental Income: $2674 Airbnb ROI: 5.64% Traditional ROI: 11.18%
6721 S Merrill Avenue #1 Chicago, IL The beautiful well kept oversized vintage South Shore condo, is ready to be called your ne...	3 beds \| 2 baths \| 2,300 sq.ft.	$215,000	Airbnb cash on cash: 4.03% Traditional cash on cash: 3.21% Airbnb Rental Income: $2707 Traditional Rental Income: $1899 Airbnb ROI: 4.03% Traditional ROI: 3.21%
130 N GARLAND Court #1701 Chicago, IL Discover the essence of downtown Chicago living in this stunning 17th-floor corner unit of...	2 beds \| 2 baths \| 1,544 sq.ft.	$740,000	Airbnb cash on cash: 2.01% Traditional cash on cash: -0.68% Airbnb Rental Income: $5920 Traditional Rental Income: $2887 Airbnb ROI: 2.01% Traditional ROI: -0.68%
6 N Michigan Avenue #601 Chicago, IL Experience breathtaking views in this luxuriously designed 2 bedroom / 2 bath home in a fu...	2 beds \| 2 baths \| 1,350 sq.ft.	$595,000	Airbnb cash on cash: 3.74% Traditional cash on cash: 0.35% Airbnb Rental Income: $5920 Traditional Rental Income: $2863 Airbnb ROI: 3.74% Traditional ROI: 0.35%
360 E Randolph Street #2204 Chicago, IL COME RIGHT INTO THIS STUNNING CORNER UNIT HOME AT THE BUCKINGHAM! THIS GORGEOUS CONDO HAS ...	2 beds \| 2 baths \| 1,635 sq.ft.	$799,900	Airbnb cash on cash: 1.39% Traditional cash on cash: -0.49% Airbnb Rental Income: $5937 Traditional Rental Income: $3355 Airbnb ROI: 1.39% Traditional ROI: -0.49%
2066 Water Chase Drive New Lenox, IL You don't want to miss this meticulous home in the highly sought-after Water Chase of New ...	4 beds \| 3 baths \| 4,400 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.77% Airbnb Rental Income: $null Traditional Rental Income: $3410 Airbnb ROI: N/A Traditional ROI: 1.77%

Your search for investment property begins and ends here

Single Family Homes for Sale in Illinois

8519 S Crandon Ave

Chicago, IL

4 beds | 2 baths | 1,161 sq.ft.

$205,000

Airbnb cash on cash: 5.86%

Traditional cash on cash: 6.75%

Airbnb Rental Income: $2174

Traditional Rental Income: $1800

Airbnb ROI: 5.86%

Traditional ROI: 6.75%

2020 N Dayton St

Chicago, IL

6 beds | 5 baths | 5,200 sq.ft.

$3,150,000

Airbnb cash on cash: -0.3%

Traditional cash on cash: -1.44%

Airbnb Rental Income: $10718

Traditional Rental Income: $5405

Airbnb ROI: -0.3%

Traditional ROI: -1.44%

200 N Dearborn Street #1501

Chicago, IL

1 beds | 1 baths | N/A

$245,000

Airbnb cash on cash: 8.99%

Traditional cash on cash: 4.28%

Airbnb Rental Income: $3998

Traditional Rental Income: $2053

Airbnb ROI: 8.99%

Traditional ROI: 4.28%

6127 N NAGLE Avenue

Chicago, IL

4 beds | 3 baths | 3,154 sq.ft.

$685,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.13%

Airbnb Rental Income: $null

Traditional Rental Income: $3413

Airbnb ROI: N/A

Traditional ROI: 3.13%

7836 S Paxton Avenue

Chicago, IL

3 beds | 3 baths | 3,450 sq.ft.

$335,000

Airbnb cash on cash: 3.33%

Traditional cash on cash: 7.26%

Airbnb Rental Income: $2174

Traditional Rental Income: $2858

Airbnb ROI: 3.33%

Traditional ROI: 7.26%

6207 S Justine Street

Chicago, IL

3 beds | 3 baths | 1,870 sq.ft.

$340,000

Airbnb cash on cash: 4.56%

Traditional cash on cash: 7.48%

Airbnb Rental Income: $2542

Traditional Rental Income: $2862

Airbnb ROI: 4.56%

Traditional ROI: 7.48%

3122 W Sherwin Avenue

Chicago, IL

3 beds | 2 baths | 1,758 sq.ft.

$618,900

Airbnb cash on cash: 2.46%

Traditional cash on cash: 0.55%

Airbnb Rental Income: $3767

Traditional Rental Income: $1847

Airbnb ROI: 2.46%

Traditional ROI: 0.55%

4518 S Drexel Boulevard

Chicago, IL

5 beds | 5 baths | 7,000 sq.ft.

$1,800,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 0.97%

Airbnb Rental Income: $7128

Traditional Rental Income: $4997

Airbnb ROI: 1.42%