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.

Single Family Homes 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 2,052 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
2610 W 80th St Chicago, IL 2610 W 80th St, Chicago, IL 60652 \| Single Family Residential	2 beds \| 1 baths \| 855 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.99% Airbnb Rental Income: $null Traditional Rental Income: $1328 Airbnb ROI: N/A Traditional ROI: 1.99%
3219 N Richmond St Chicago, IL 3219 N Richmond St, Chicago, IL 60618 \| Single Family Residential	4 beds \| 3 baths \| 1,920 sq.ft.	$885,000	Airbnb cash on cash: N/A Traditional cash on cash: 0% Airbnb Rental Income: $null Traditional Rental Income: $2776 Airbnb ROI: N/A Traditional ROI: 0%
1722 N Keeler Avenue Chicago, IL Hot Hermosa location! Updated single family home on a great block. House went through ext...	3 beds \| 1 baths \| 842 sq.ft.	$299,950	Airbnb cash on cash: N/A Traditional cash on cash: 3.56% Airbnb Rental Income: $null Traditional Rental Income: $1632 Airbnb ROI: N/A Traditional ROI: 3.56%
7228 N Rogers Avenue Chicago, IL This is a 3 Bedroom, 1.5 Bath, 2 story, frame farm house with 1 Deeded Parking Space. It i...	2 beds \| 3 baths \| 1,600 sq.ft.	$415,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.28% Airbnb Rental Income: $null Traditional Rental Income: $2651 Airbnb ROI: N/A Traditional ROI: 4.28%
4343 N Clarendon Avenue #707 Chicago, IL Investors! Welcome to Buena Park. This incredible unit is a large one bedroom one bath wit...	1 beds \| 1 baths \| 790 sq.ft.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $1894 Airbnb ROI: N/A Traditional ROI: 4.01%
7216 S CENTRAL PARK Avenue Chicago, IL Well-maintained brick ranch in move-in condition! Features gleaming hardwood floors, origi...	3 beds \| 2 baths \| 1,080 sq.ft.	$290,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.33% Airbnb Rental Income: $null Traditional Rental Income: $2371 Airbnb ROI: N/A Traditional ROI: 6.33%
7205 S HAMLIN Avenue Chicago, IL Maintenance free 4 bedroom ranch with finished basement. 3 bedrooms on the main and one in...	3 beds \| 2 baths \| 1,080 sq.ft.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.15% Airbnb Rental Income: $null Traditional Rental Income: $1877 Airbnb ROI: N/A Traditional ROI: 4.15%
2854 S Central Park Ave Chicago, IL 2854 S Central Park Ave, Chicago, IL 60623 \| Single Family Residential	5 beds \| 2 baths \| 896 sq.ft.	$387,546	Airbnb cash on cash: N/A Traditional cash on cash: 1.5% Airbnb Rental Income: $null Traditional Rental Income: $1819 Airbnb ROI: N/A Traditional ROI: 1.5%
5814 S Massasoit Ave Chicago, IL 5814 S Massasoit Ave, Chicago, IL 60638 \| Single Family Residential	3 beds \| 1 baths \| 1,017 sq.ft.	$359,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.35% Airbnb Rental Income: $null Traditional Rental Income: $1643 Airbnb ROI: N/A Traditional ROI: 1.35%
3214 S Canal St Chicago, IL 3214 S Canal St, Chicago, IL 60616 \| Single Family Residential	5 beds \| 5 baths \| 8,800 sq.ft.	$1,849,999	Airbnb cash on cash: N/A Traditional cash on cash: -0.44% Airbnb Rental Income: $null Traditional Rental Income: $4939 Airbnb ROI: N/A Traditional ROI: -0.44%
2024 S Wabash Avenue #304 Chicago, IL Urban Sophistication Meets Modern Comfort in the South Loop. Experience elevated city livi...	2 beds \| 2 baths \| N/A	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.14% Airbnb Rental Income: $null Traditional Rental Income: $2573 Airbnb ROI: N/A Traditional ROI: 2.14%
175 E Delaware Place #7204 Chicago, IL Welcome to your home in the sky, offering breathtaking North-facing views from the 72nd fl...	2 beds \| 2 baths \| 1,470 sq.ft.	$720,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.79% Airbnb Rental Income: $null Traditional Rental Income: $2363 Airbnb ROI: N/A Traditional ROI: -1.79%
544 E 46th Pl Chicago, IL 544 E 46th Pl, Chicago, IL 60653 \| Single Family Residential	5 beds \| 3 baths \| 3,000 sq.ft.	$760,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.25% Airbnb Rental Income: $null Traditional Rental Income: $3288 Airbnb ROI: N/A Traditional ROI: 1.25%
3916 W Grand Avenue Chicago, IL Move in ready! This cozy single-family home has a lot to offer with three full bathrooms, ...	3 beds \| 3 baths \| 900 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.6% Airbnb Rental Income: $null Traditional Rental Income: $2318 Airbnb ROI: N/A Traditional ROI: 5.6%
3740 N Pacific Avenue Chicago, IL Step into this beautifully updated 5-bedroom, 3-bath raised ranch, offering nearly new-con...	5 beds \| 3 baths \| 3,000 sq.ft.	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.41% Airbnb Rental Income: $null Traditional Rental Income: $3580 Airbnb ROI: N/A Traditional ROI: 3.41%
401 E Ontario Street #809 Chicago, IL LOCATION, LOCATION, LOCATION! This OVERSIZED CORNER unit with gorgeous city and lake views...	2 beds \| 2 baths \| 1,200 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.49% Airbnb Rental Income: $null Traditional Rental Income: $2619 Airbnb ROI: N/A Traditional ROI: 0.49%
9021 S Exchange Avenue Chicago, IL Single Family 4 bedrooms, 1 bath home. Updates in 2019 include kitchen, baths, - ceramic t...	4 beds \| 1 baths \| 1,298 sq.ft.	$125,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.77% Airbnb Rental Income: $null Traditional Rental Income: $1731 Airbnb ROI: N/A Traditional ROI: 11.77%
7927 S BURNHAM Avenue Chicago, IL Possible FHA/VA Financing * We are in the area covered by the Cook County DP Assistance Pr...	2 beds \| 2 baths \| 1,124 sq.ft.	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.66% Airbnb Rental Income: $null Traditional Rental Income: $1775 Airbnb ROI: N/A Traditional ROI: 7.66%
8434 S Yates Blvd Chicago, IL 8434 S Yates Blvd, Chicago, IL 60617 \| Single Family Residential	4 beds \| 3 baths \| 1,700 sq.ft.	$305,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.39% Airbnb Rental Income: $null Traditional Rental Income: $2571 Airbnb ROI: N/A Traditional ROI: 5.39%
1101 S State Street #801 Chicago, IL Welcome home to State Place! A great home in the heart of the city with a HUGE PARKING SPA...	1 beds \| 1 baths \| 850 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.42% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 1.42%
1727 E 83rd Pl Chicago, IL 1727 E 83rd Pl, Chicago, IL 60617 \| Single Family Residential	4 beds \| 2 baths \| 1,108 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.1% Airbnb Rental Income: $null Traditional Rental Income: $1905 Airbnb ROI: N/A Traditional ROI: 5.1%
7412 S Phillips Ave Chicago, IL	4 beds \| 2 baths \| 2,328 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.98% Airbnb Rental Income: $null Traditional Rental Income: $2408 Airbnb ROI: N/A Traditional ROI: 4.98%
7017 S Hermitage Avenue Chicago, IL Come and view your new home today in the heart of West Englewood! This fully insulated re...	5 beds \| 3 baths \| 1,148 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $1962 Airbnb ROI: N/A Traditional ROI: 3.82%
6619 S Ellis Ave Chicago, IL 6619 S Ellis Ave, Chicago, IL 60637 \| Single Family Residential	4 beds \| 2 baths \| 2,929 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.92% Airbnb Rental Income: $null Traditional Rental Income: $2255 Airbnb ROI: N/A Traditional ROI: 5.92%
3206 S Lowe Ave Chicago, IL 3206 S Lowe Ave, Chicago, IL 60616 \| Single Family Residential	3 beds \| 2 baths \| 1,490 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.08% Airbnb Rental Income: $null Traditional Rental Income: $1804 Airbnb ROI: N/A Traditional ROI: 0.08%
4757 S Langley Ave Chicago, IL 4757 S Langley Ave, Chicago, IL 60615 \| Single Family Residential	4 beds \| 2 baths \| 2,520 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.6% Airbnb Rental Income: $null Traditional Rental Income: $2357 Airbnb ROI: N/A Traditional ROI: 1.6%
363 E Wacker Drive #1402 Chicago, IL Experience la dolce vita at architectural masterpiece envisioned by world-renowned archite...	3 beds \| 2 baths \| 2,427 sq.ft.	$1,899,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.99% Airbnb Rental Income: $null Traditional Rental Income: $3255 Airbnb ROI: N/A Traditional ROI: -1.99%
1041 N Ridgeway Ave Chicago, IL 1041 N Ridgeway Ave, Chicago, IL 60651 \| Single Family Residential	4 beds \| 2 baths \| 2,200 sq.ft.	$239,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.05% Airbnb Rental Income: $null Traditional Rental Income: $2642 Airbnb ROI: N/A Traditional ROI: 8.05%
3940 N Christiana Avenue Chicago, IL Step into this stunning all-brick, fully rehabbed home on a picturesque tree-lined street ...	3 beds \| 4 baths \| N/A	$965,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.17% Airbnb Rental Income: $null Traditional Rental Income: $3248 Airbnb ROI: N/A Traditional ROI: 1.17%
1823 N Bissell St Chicago, IL 1823 N Bissell St, Chicago, IL 60614 \| Single Family Residential	6 beds \| 5 baths \| N/A	$3,300,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.63% Airbnb Rental Income: $null Traditional Rental Income: $5082 Airbnb ROI: N/A Traditional ROI: -1.63%

Your search for investment property begins and ends here

Single Family Homes for Sale in Chicago, IL

2610 W 80th St

Chicago, IL

2 beds | 1 baths | 855 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.99%

Airbnb Rental Income: $null

Traditional Rental Income: $1328

Airbnb ROI: N/A

Traditional ROI: 1.99%

3219 N Richmond St

Chicago, IL

4 beds | 3 baths | 1,920 sq.ft.

$885,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0%

Airbnb Rental Income: $null

Traditional Rental Income: $2776

Airbnb ROI: N/A

Traditional ROI: 0%

1722 N Keeler Avenue

Chicago, IL

3 beds | 1 baths | 842 sq.ft.

$299,950

Airbnb cash on cash: N/A

Traditional cash on cash: 3.56%

Airbnb Rental Income: $null

Traditional Rental Income: $1632

Airbnb ROI: N/A

Traditional ROI: 3.56%

7228 N Rogers Avenue

Chicago, IL

2 beds | 3 baths | 1,600 sq.ft.

$415,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.28%

Airbnb Rental Income: $null

Traditional Rental Income: $2651

Airbnb ROI: N/A

Traditional ROI: 4.28%

4343 N Clarendon Avenue #707

Chicago, IL

1 beds | 1 baths | 790 sq.ft.

$139,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.01%

Airbnb Rental Income: $null

Traditional Rental Income: $1894

Airbnb ROI: N/A

Traditional ROI: 4.01%

7216 S CENTRAL PARK Avenue

Chicago, IL

3 beds | 2 baths | 1,080 sq.ft.

$290,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.33%

Airbnb Rental Income: $null

Traditional Rental Income: $2371

Airbnb ROI: N/A

Traditional ROI: 6.33%

7205 S HAMLIN Avenue

Chicago, IL

3 beds | 2 baths | 1,080 sq.ft.

$359,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.15%

Airbnb Rental Income: $null

Traditional Rental Income: $1877

Airbnb ROI: N/A

Traditional ROI: 4.15%

2854 S Central Park Ave

Chicago, IL

5 beds | 2 baths | 896 sq.ft.

$387,546

Airbnb cash on cash: N/A

Traditional cash on cash: 1.5%

Airbnb Rental Income: $null

Traditional Rental Income: $1819

Airbnb ROI: N/A