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.

Condos for Sale in Chicago, IL

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

Showing 2,566 Condo 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
130 S Canal Street unit: 9F Chicago, IL Prime West Loop Duplex Offers Strong Value & Location! This 2-bedroom, 2.5-bath duplex con...	2 beds \| 3 baths \| 1,800 sq.ft.	$594,900	Airbnb cash on cash: -1.8% Traditional cash on cash: 2.45% Airbnb Rental Income: $1081 Traditional Rental Income: $3072 Airbnb ROI: -1.8% Traditional ROI: 2.45%
130 S Canal St #724 Chicago, IL Experience the unmatched charm of this one-of-a-kind condo at Metropolitan Place in the he...	2 beds \| 2 baths \| 1,370 sq.ft.	$425,000	Airbnb cash on cash: -4.35% Traditional cash on cash: -0.41% Airbnb Rental Income: $1081 Traditional Rental Income: $2281 Airbnb ROI: -4.35% Traditional ROI: -0.41%
7018 S PAXTON Avenue unit: 3N Chicago, IL Luxury, fully renovated top floor 3-bedroom home. Finishes include beautiful cherry hardwo...	3 beds \| 2 baths \| 1,700 sq.ft.	$210,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 9.58% Airbnb Rental Income: $1094 Traditional Rental Income: $2452 Airbnb ROI: 0.89% Traditional ROI: 9.58%
1211 S Prairie Ave #3401 Chicago, IL Experience elevated living in this stunning three bedroom, three and a half bathroom condo...	3 beds \| 3 baths \| 2,920 sq.ft.	$1,490,000	Airbnb cash on cash: -4.9% Traditional cash on cash: -2.63% Airbnb Rental Income: $598 Traditional Rental Income: $3455 Airbnb ROI: -4.9% Traditional ROI: -2.63%
1345 S Wabash Ave #408 Chicago, IL Welcome to this beautiful concrete loft in Chicago's vibrant South Loop neighborhood! This...	1 beds \| 1 baths \| 728 sq.ft.	$255,000	Airbnb cash on cash: -2.19% Traditional cash on cash: 3.99% Airbnb Rental Income: $974 Traditional Rental Income: $2111 Airbnb ROI: -2.19% Traditional ROI: 3.99%
175 E Delaware Place unit: 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.	$710,000	Airbnb cash on cash: -3.8% Traditional cash on cash: -1.72% Airbnb Rental Income: $1412 Traditional Rental Income: $2363 Airbnb ROI: -3.8% Traditional ROI: -1.72%
401 E Ontario St #1410 Chicago, IL Welcome to elevated city living at 401 E Ontario St - a beautifully positioned 14th-floor ...	1 beds \| 1 baths \| 900 sq.ft.	$345,000	Airbnb cash on cash: -4.05% Traditional cash on cash: 0.62% Airbnb Rental Income: $835 Traditional Rental Income: $2022 Airbnb ROI: -4.05% Traditional ROI: 0.62%
401 E ONTARIO Street unit: 707 Chicago, IL	1 beds \| 1 baths \| 800 sq.ft.	$299,999	Airbnb cash on cash: -3.75% Traditional cash on cash: 2.74% Airbnb Rental Income: $835 Traditional Rental Income: $2339 Airbnb ROI: -3.75% Traditional ROI: 2.74%
4248 S Drexel Boulevard unit: 3S Chicago, IL Live your best life overlooking the tree-lined boulevard in this sun drenched 3 bedroom, 2...	3 beds \| 2 baths \| 1,700 sq.ft.	$365,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 6.5% Airbnb Rental Income: $974 Traditional Rental Income: $3008 Airbnb ROI: -0.46% Traditional ROI: 6.5%
6033 N Sheridan Road unit: 8E Chicago, IL Welcome to this stunning, beautifully remodeled condo offering the perfect mix of modern e...	2 beds \| 2 baths \| 1,533 sq.ft.	$389,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 5.62% Airbnb Rental Income: $1402 Traditional Rental Income: $2913 Airbnb ROI: 0.32% Traditional ROI: 5.62%
5901 N Sheridan Road unit: 2K Chicago, IL Rarely available 3 bed 2 full bath condo. Gorgeous and spacious in Thorndale Beach Condomi...	3 beds \| 2 baths \| 1,600 sq.ft.	$349,900	Airbnb cash on cash: 0.23% Traditional cash on cash: 6.79% Airbnb Rental Income: $1313 Traditional Rental Income: $3062 Airbnb ROI: 0.23% Traditional ROI: 6.79%
1325 N State Parkway unit: 17C Chicago, IL Elegant and tastefully updated, this east-facing one-bedroom, one-bathroom home in the sou...	1 beds \| 1 baths \| 980 sq.ft.	$375,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 2.7% Airbnb Rental Income: $1275 Traditional Rental Income: $1817 Airbnb ROI: 0.02% Traditional ROI: 2.7%
800 N Michigan Ave #2102 Chicago, IL Experience refined city living in this exquisitely updated, east-facing residence within t...	2 beds \| 2 baths \| 2,030 sq.ft.	$1,299,000	Airbnb cash on cash: -3.8% Traditional cash on cash: -1.67% Airbnb Rental Income: $1412 Traditional Rental Income: $3568 Airbnb ROI: -3.8% Traditional ROI: -1.67%
118 E Erie Street unit: 31G Chicago, IL Step into over 2,800 square feet of reimagined luxury at The Ritz-Carlton Residences, in t...	3 beds \| 3 baths \| 2,874 sq.ft.	$1,725,000	Airbnb cash on cash: -2.23% Traditional cash on cash: 0.18% Airbnb Rental Income: $1667 Traditional Rental Income: $5076 Airbnb ROI: -2.23% Traditional ROI: 0.18%
8518 W Rascher Ave #2 Chicago, IL Ready to move in now! This spacious, first-floor one-bedroom unit boasts a great location ...	1 beds \| 1 baths \| N/A	$165,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 2.1% Airbnb Rental Income: $861 Traditional Rental Income: $992 Airbnb ROI: -0.85% Traditional ROI: 2.1%
1101 S State St #801 Chicago, IL	1 beds \| 1 baths \| 850 sq.ft.	$259,900	Airbnb cash on cash: -3.94% Traditional cash on cash: 1.42% Airbnb Rental Income: $974 Traditional Rental Income: $1937 Airbnb ROI: -3.94% Traditional ROI: 1.42%
363 E Wacker Dr #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: -2.75% Traditional cash on cash: -1.68% Airbnb Rental Income: $1859 Traditional Rental Income: $3255 Airbnb ROI: -2.75% Traditional ROI: -1.68%
5455 N Sheridan Road unit: 3406 Chicago, IL SPECTACULAR SOUTH-FACING LAKE VIEWS IN THE HEART OF EDGEWATER BEACH. Welcome to 5455 N She...	1 beds \| 1 baths \| N/A	$230,000	Airbnb cash on cash: -3.62% Traditional cash on cash: -1.04% Airbnb Rental Income: $1322 Traditional Rental Income: $1474 Airbnb ROI: -3.62% Traditional ROI: -1.04%
1600 N Halsted Street unit: 2J Chicago, IL	1 beds \| 1 baths \| N/A	$300,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 2.79% Airbnb Rental Income: $1304 Traditional Rental Income: $1655 Airbnb ROI: 0.11% Traditional ROI: 2.79%
2651 E 74th St #201 Chicago, IL	2 beds \| 2 baths \| 1,400 sq.ft.	$151,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 9.23% Airbnb Rental Income: $1148 Traditional Rental Income: $2285 Airbnb ROI: -1.27% Traditional ROI: 9.23%
200 E Delaware Place unit: 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	$1,300,000	Airbnb cash on cash: -1.79% Traditional cash on cash: 1.03% Airbnb Rental Income: $1695 Traditional Rental Income: $4631 Airbnb ROI: -1.79% Traditional ROI: 1.03%
110 E Delaware Pl #401 Chicago, IL Welcome home to your new address in a boutique 24-hour doorperson building just steps from...	2 beds \| 2 baths \| 1,400 sq.ft.	$424,800	Airbnb cash on cash: -5.26% Traditional cash on cash: -1.95% Airbnb Rental Income: $1412 Traditional Rental Income: $2307 Airbnb ROI: -5.26% Traditional ROI: -1.95%

Your search for investment property begins and ends here

Condos for Sale in Chicago, IL

130 S Canal Street unit: 9F

Chicago, IL

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

$594,900

Airbnb cash on cash: -1.8%

Traditional cash on cash: 2.45%

Airbnb Rental Income: $1081

Traditional Rental Income: $3072

Airbnb ROI: -1.8%

Traditional ROI: 2.45%

130 S Canal St #724

Chicago, IL

2 beds | 2 baths | 1,370 sq.ft.

$425,000

Airbnb cash on cash: -4.35%

Traditional cash on cash: -0.41%

Airbnb Rental Income: $1081

Traditional Rental Income: $2281

Airbnb ROI: -4.35%

Traditional ROI: -0.41%

7018 S PAXTON Avenue unit: 3N

Chicago, IL

3 beds | 2 baths | 1,700 sq.ft.

$210,000

Airbnb cash on cash: 0.89%

Traditional cash on cash: 9.58%

Airbnb Rental Income: $1094

Traditional Rental Income: $2452

Airbnb ROI: 0.89%

Traditional ROI: 9.58%

1211 S Prairie Ave #3401

Chicago, IL

3 beds | 3 baths | 2,920 sq.ft.

$1,490,000

Airbnb cash on cash: -4.9%

Traditional cash on cash: -2.63%

Airbnb Rental Income: $598

Traditional Rental Income: $3455

Airbnb ROI: -4.9%

Traditional ROI: -2.63%

1345 S Wabash Ave #408

Chicago, IL

1 beds | 1 baths | 728 sq.ft.

$255,000

Airbnb cash on cash: -2.19%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $974

Traditional Rental Income: $2111

Airbnb ROI: -2.19%

Traditional ROI: 3.99%

175 E Delaware Place unit: 7204

Chicago, IL

2 beds | 2 baths | 1,470 sq.ft.

$710,000

Airbnb cash on cash: -3.8%

Traditional cash on cash: -1.72%

Airbnb Rental Income: $1412

Traditional Rental Income: $2363

Airbnb ROI: -3.8%

Traditional ROI: -1.72%

401 E Ontario St #1410

Chicago, IL

1 beds | 1 baths | 900 sq.ft.

$345,000

Airbnb cash on cash: -4.05%

Traditional cash on cash: 0.62%

Airbnb Rental Income: $835

Traditional Rental Income: $2022

Airbnb ROI: -4.05%

Traditional ROI: 0.62%

401 E ONTARIO Street unit: 707

Chicago, IL

1 beds | 1 baths | 800 sq.ft.

$299,999

Airbnb cash on cash: -3.75%

Traditional cash on cash: 2.74%

Airbnb Rental Income: $835

Traditional Rental Income: $2339

Airbnb ROI: -3.75%