Real Estate Investment Properties for Sale in Illinois

Looking for investment property in Illinois with high ROI ?

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.

Condos for Sale in Illinois

Search for Condo for Sale in 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 3,360 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
5701 N Sheridan Road #3E Chicago, IL Bright, beautifully maintained 1-bedroom with sweeping lake and skyline views in the highl...	1 beds \| 1 baths \| 850 sq.ft.	$199,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.3% Airbnb Rental Income: $1581 Traditional Rental Income: $1566 Airbnb ROI: -0.01% Traditional ROI: 2.3%
1709 NORTH PARK Avenue #1 Chicago, IL This charming vintage-chic condo blends classic character with thoughtful updates in a pri...	2 beds \| 2 baths \| N/A	$575,000	Airbnb cash on cash: -1.52% Traditional cash on cash: 0.88% Airbnb Rental Income: $1561 Traditional Rental Income: $2399 Airbnb ROI: -1.52% Traditional ROI: 0.88%
1905 N Bissell Street #2 Chicago, IL Impeccably designed resale from critically acclaimed PLD Development. This highly upgraded...	3 beds \| 2 baths \| N/A	$950,000	Airbnb cash on cash: -1.93% Traditional cash on cash: 1.7% Airbnb Rental Income: $1458 Traditional Rental Income: $4238 Airbnb ROI: -1.93% Traditional ROI: 1.7%
801 S Plymouth Court #1111 Chicago, IL Rarely available Penthouse unit overlooking Sears Tower (Willis) and downtown Chicago. 2 l...	2 beds \| 2 baths \| 1,300 sq.ft.	$265,000	Airbnb cash on cash: -4.73% Traditional cash on cash: 3.58% Airbnb Rental Income: $886 Traditional Rental Income: $2626 Airbnb ROI: -4.73% Traditional ROI: 3.58%
8 W MONROE Street #1209 Chicago, IL Unbeatable location in the heart of the Loop, with the Red and Blue train lines on the sam...	2 beds \| 2 baths \| 990 sq.ft.	$318,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 5.4% Airbnb Rental Income: $1057 Traditional Rental Income: $2506 Airbnb ROI: -0.66% Traditional ROI: 5.4%
1645 W Ogden Avenue #530 Chicago, IL Rarely available 3 bed, 2 bath loft in the West Loop with soaring 14' ceilings and oversiz...	3 beds \| 2 baths \| 1,415 sq.ft.	$485,000	Airbnb cash on cash: -3.55% Traditional cash on cash: -0.1% Airbnb Rental Income: $1068 Traditional Rental Income: $2264 Airbnb ROI: -3.55% Traditional ROI: -0.1%
5555 N Cumberland Avenue #413 Chicago, IL This elegant high-rise residence offers a refined living experience in a prime location. S...	2 beds \| 2 baths \| 1,700 sq.ft.	$425,000	Airbnb cash on cash: -1.77% Traditional cash on cash: 2.84% Airbnb Rental Income: $1150 Traditional Rental Income: $2606 Airbnb ROI: -1.77% Traditional ROI: 2.84%
832 N Washtenaw Avenue #3 Chicago, IL Perched up above the neighborhood with privacy and natural light in every direction, welco...	2 beds \| 2 baths \| N/A	$560,000	Airbnb cash on cash: -1.63% Traditional cash on cash: 2.03% Airbnb Rental Income: $1066 Traditional Rental Income: $2615 Airbnb ROI: -1.63% Traditional ROI: 2.03%
1211 S Prairie Avenue #3401 Chicago, IL Experience elevated living in this stunning three bedroom, three and a half bathroom condo...	3 beds \| 4 baths \| 2,920 sq.ft.	$1,490,000	Airbnb cash on cash: -4.96% Traditional cash on cash: -2.63% Airbnb Rental Income: $505 Traditional Rental Income: $3455 Airbnb ROI: -4.96% Traditional ROI: -2.63%
910 S Michigan Avenue #1009 Chicago, IL	1 beds \| 1 baths \| N/A	$255,000	Airbnb cash on cash: -2.88% Traditional cash on cash: 2.17% Airbnb Rental Income: $824 Traditional Rental Income: $1712 Airbnb ROI: -2.88% Traditional ROI: 2.17%
1345 S Wabash Avenue #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: -2.71% Traditional cash on cash: 3.99% Airbnb Rental Income: $824 Traditional Rental Income: $2111 Airbnb ROI: -2.71% Traditional ROI: 3.99%
840 N Lake Shore Drive #201 Chicago, IL Enjoy the unobstructed views of the lakefront and the park in the world class Lucian Lagra...	3 beds \| 4 baths \| 3,985 sq.ft.	$2,745,000	Airbnb cash on cash: -4.34% Traditional cash on cash: -4.04% Airbnb Rental Income: $2627 Traditional Rental Income: $2747 Airbnb ROI: -4.34% Traditional ROI: -4.04%
401 E Ontario Street #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.	$338,000	Airbnb cash on cash: -4.11% Traditional cash on cash: 0.66% Airbnb Rental Income: $838 Traditional Rental Income: $2022 Airbnb ROI: -4.11% Traditional ROI: 0.66%
1210 N Astor Street #1B Chicago, IL Set along the tree lined elegance of Astor Street in the heart of the Gold Coast, this rem...	3 beds \| 2 baths \| 1,800 sq.ft.	$850,000	Airbnb cash on cash: -5.22% Traditional cash on cash: -2.97% Airbnb Rental Income: $1441 Traditional Rental Income: $2790 Airbnb ROI: -5.22% Traditional ROI: -2.97%
8518 W Rascher Avenue #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: -1.31% Traditional cash on cash: 2.1% Airbnb Rental Income: $773 Traditional Rental Income: $992 Airbnb ROI: -1.31% Traditional ROI: 2.1%
3046 N Clybourn Avenue #2 Chicago, IL Welcome to this beautifully maintained newer construction condo in the heart of West Lakev...	3 beds \| 2 baths \| 1,750 sq.ft.	$629,000	Airbnb cash on cash: -2.07% Traditional cash on cash: 2.3% Airbnb Rental Income: $1008 Traditional Rental Income: $3214 Airbnb ROI: -2.07% Traditional ROI: 2.3%
222 N Columbus Drive #4606 Chicago, IL Welcome to your future sanctuary in the prestigious Park Millennium on Columbus Drive! Fro...	1 beds \| 1 baths \| 685 sq.ft.	$274,800	Airbnb cash on cash: -5.22% Traditional cash on cash: 0.78% Airbnb Rental Income: $595 Traditional Rental Income: $1863 Airbnb ROI: -5.22% Traditional ROI: 0.78%
222 N Columbus Drive #3805 Chicago, IL Come tour this exceptional high-floor 1-bedroom condo in the highly sought-after Park Mill...	1 beds \| 1 baths \| N/A	$273,000	Airbnb cash on cash: -4.96% Traditional cash on cash: 3.38% Airbnb Rental Income: $595 Traditional Rental Income: $2453 Airbnb ROI: -4.96% Traditional ROI: 3.38%
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: -2.72% Traditional cash on cash: -1.68% Airbnb Rental Income: $1923 Traditional Rental Income: $3255 Airbnb ROI: -2.72% Traditional ROI: -1.68%
1455 W Fry Street #1 Chicago, IL Modern Luxury Meets Historic Charm in Noble Square. Discover the ultimate urban retreat in...	3 beds \| 3 baths \| N/A	$750,000	Airbnb cash on cash: -1.69% Traditional cash on cash: 1.56% Airbnb Rental Income: $1169 Traditional Rental Income: $3054 Airbnb ROI: -1.69% Traditional ROI: 1.56%
180 E Pearson Street #7203 Chicago, IL Enjoy life at the top! Exquisitely appointed and rarely available corner penthouse at the ...	3 beds \| 4 baths \| 3,376 sq.ft.	$3,100,000	Airbnb cash on cash: -2.72% Traditional cash on cash: -1.61% Airbnb Rental Income: $1487 Traditional Rental Income: $4249 Airbnb ROI: -2.72% Traditional ROI: -1.61%
705 Grove Drive #101 Buffalo Grove, IL Spacious 3-Bedroom First-Floor Condo in Desirable Buffalo Grove Discover this rare find in...	3 beds \| 2 baths \| 1,200 sq.ft.	$238,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 7.66% Airbnb Rental Income: $1032 Traditional Rental Income: $2599 Airbnb ROI: -0.91% Traditional ROI: 7.66%

Your search for investment property begins and ends here

Condos for Sale in Illinois

5701 N Sheridan Road #3E

Chicago, IL

1 beds | 1 baths | 850 sq.ft.

$199,000

Airbnb cash on cash: -0.01%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $1581

Traditional Rental Income: $1566

Airbnb ROI: -0.01%

Traditional ROI: 2.3%

1709 NORTH PARK Avenue #1

Chicago, IL

2 beds | 2 baths | N/A

$575,000

Airbnb cash on cash: -1.52%

Traditional cash on cash: 0.88%

Airbnb Rental Income: $1561

Traditional Rental Income: $2399

Airbnb ROI: -1.52%

Traditional ROI: 0.88%

1905 N Bissell Street #2

Chicago, IL

3 beds | 2 baths | N/A

$950,000

Airbnb cash on cash: -1.93%

Traditional cash on cash: 1.7%

Airbnb Rental Income: $1458

Traditional Rental Income: $4238

Airbnb ROI: -1.93%

Traditional ROI: 1.7%

801 S Plymouth Court #1111

Chicago, IL

2 beds | 2 baths | 1,300 sq.ft.

$265,000

Airbnb cash on cash: -4.73%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $886

Traditional Rental Income: $2626

Airbnb ROI: -4.73%

Traditional ROI: 3.58%

8 W MONROE Street #1209

Chicago, IL

2 beds | 2 baths | 990 sq.ft.

$318,000

Airbnb cash on cash: -0.66%

Traditional cash on cash: 5.4%

Airbnb Rental Income: $1057

Traditional Rental Income: $2506

Airbnb ROI: -0.66%

Traditional ROI: 5.4%

1645 W Ogden Avenue #530

Chicago, IL

3 beds | 2 baths | 1,415 sq.ft.

$485,000

Airbnb cash on cash: -3.55%

Traditional cash on cash: -0.1%

Airbnb Rental Income: $1068

Traditional Rental Income: $2264

Airbnb ROI: -3.55%

Traditional ROI: -0.1%

5555 N Cumberland Avenue #413

Chicago, IL

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

$425,000

Airbnb cash on cash: -1.77%

Traditional cash on cash: 2.84%

Airbnb Rental Income: $1150

Traditional Rental Income: $2606

Airbnb ROI: -1.77%

Traditional ROI: 2.84%

832 N Washtenaw Avenue #3

Chicago, IL

2 beds | 2 baths | N/A

$560,000

Airbnb cash on cash: -1.63%

Traditional cash on cash: 2.03%

Airbnb Rental Income: $1066

Traditional Rental Income: $2615

Airbnb ROI: -1.63%