Real Estate Investment Properties for Sale in Chicago Heights, IL

Looking for investment property in Chicago Heights, IL with high ROI ?

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

Investment Property for Sale in Chicago Heights, IL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
248 W Elmwood Drive CHICAGO HEIGHTS, IL SHORT SALE - LENDER APPROVED! Serena Hills section of Chicago Heights. Home remodeled in 2...	3 beds \| 2 baths \| 2,000 sq.ft.	$174,000	Airbnb cash on cash: -2.75% Traditional cash on cash: 9.47% Airbnb Rental Income: $789 Traditional Rental Income: $2494 Airbnb ROI: -2.75% Traditional ROI: 9.47%
517 N Manchester Drive CHICAGO HEIGHTS, IL Welcome to 517 N Manchester Dr in Chicago Heights - a solid, well-kept ranch with the spac...	2 beds \| 2 baths \| 1,074 sq.ft.	$205,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 6.61% Airbnb Rental Income: $1079 Traditional Rental Income: $2039 Airbnb ROI: -0.22% Traditional ROI: 6.61%
185 Pleasant Drive CHICAGO HEIGHTS, IL Charming 4 bedroom 2 bath brick ranch in Carlton Heights Subdivision. Need some TLC - Sold...	3 beds \| 2 baths \| N/A	$237,700	Airbnb cash on cash: -2.43% Traditional cash on cash: 5.41% Airbnb Rental Income: $789 Traditional Rental Income: $2231 Airbnb ROI: -2.43% Traditional ROI: 5.41%
823 Bradoc Street CHICAGO HEIGHTS, IL Looking for assistance? This home is IHDAccess Eligible for many buyers! Tucked away in th...	3 beds \| 2 baths \| 1,540 sq.ft.	$297,700	Airbnb cash on cash: -2.47% Traditional cash on cash: 3.5% Airbnb Rental Income: $789 Traditional Rental Income: $2143 Airbnb ROI: -2.47% Traditional ROI: 3.5%
146 E 24th Street CHICAGO HEIGHTS, IL	6 beds \| 2 baths \| N/A	$298,900	Airbnb cash on cash: 3.41% Traditional cash on cash: 2.66% Airbnb Rental Income: $2431 Traditional Rental Income: $1625 Airbnb ROI: 3.41% Traditional ROI: 2.66%
51 W 21st Street CHICAGO HEIGHTS, IL Step into history with this remarkable investment opportunity-a legal 3-flat nestled in th...	5 beds \| 3 baths \| N/A	$275,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 3.82% Airbnb Rental Income: $2431 Traditional Rental Income: $1977 Airbnb ROI: 3.28% Traditional ROI: 3.82%
341 Boston Street CHICAGO HEIGHTS, IL	3 beds \| 1 baths \| 919 sq.ft.	$132,000	Airbnb cash on cash: -1.78% Traditional cash on cash: 6.71% Airbnb Rental Income: $789 Traditional Rental Income: $1546 Airbnb ROI: -1.78% Traditional ROI: 6.71%
365 Sherry Lane CHICAGO HEIGHTS, IL	3 beds \| 1 baths \| 1,042 sq.ft.	$199,800	Airbnb cash on cash: -2.1% Traditional cash on cash: 4.17% Airbnb Rental Income: $789 Traditional Rental Income: $1659 Airbnb ROI: -2.1% Traditional ROI: 4.17%
151 Amy Street CHICAGO HEIGHTS, IL Very nice 3 Bedroom Brick Ranch home in Chicago Heights. This home has with hardwood floor...	3 beds \| 1 baths \| 1,065 sq.ft.	$214,900	Airbnb cash on cash: -2.43% Traditional cash on cash: 3.79% Airbnb Rental Income: $789 Traditional Rental Income: $1735 Airbnb ROI: -2.43% Traditional ROI: 3.79%
401 W 14th Place CHICAGO HEIGHTS, IL Completely Renovated in 2025. More Than Just a Cosmetic Update. Welcome to 401 W 14th Plac...	3 beds \| 2 baths \| 988 sq.ft.	$269,900	Airbnb cash on cash: -0.62% Traditional cash on cash: 4.94% Airbnb Rental Income: $789 Traditional Rental Income: $1883 Airbnb ROI: -0.62% Traditional ROI: 4.94%
1133 Parkview Avenue CHICAGO HEIGHTS, IL Welcome to this move-in ready ranch in Chicago Heights and feel right at home! The bright ...	4 beds \| 2 baths \| 1,463 sq.ft.	$170,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 9.92% Airbnb Rental Income: $906 Traditional Rental Income: $2285 Airbnb ROI: -0.69% Traditional ROI: 9.92%
273 CHARLES Street CHICAGO HEIGHTS, IL Welcome to this charming 3-bedroom, 2-bath ranch offering comfort, space, and convenience....	3 beds \| 2 baths \| 1,050 sq.ft.	$206,000	Airbnb cash on cash: -2.38% Traditional cash on cash: 4.75% Airbnb Rental Income: $789 Traditional Rental Income: $1863 Airbnb ROI: -2.38% Traditional ROI: 4.75%
191 Kathleen Lane CHICAGO HEIGHTS, IL Looking for assistance? This home is IHDAccess Eligible for many buyers! Welcome to this m...	3 beds \| 2 baths \| 1,650 sq.ft.	$290,700	Airbnb cash on cash: -2.38% Traditional cash on cash: 4.61% Airbnb Rental Income: $789 Traditional Rental Income: $2381 Airbnb ROI: -2.38% Traditional ROI: 4.61%
277 W Raye Drive CHICAGO HEIGHTS, IL Well maintained 4 bedroom, 2 bathroom brick home located within the highly sought-after Ho...	4 beds \| 2 baths \| 1,500 sq.ft.	$272,000	Airbnb cash on cash: -2.33% Traditional cash on cash: 4.62% Airbnb Rental Income: $906 Traditional Rental Income: $2350 Airbnb ROI: -2.33% Traditional ROI: 4.62%
1308 Vincennes Avenue CHICAGO HEIGHTS, IL	4 beds \| 3 baths \| N/A	$235,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 7.79% Airbnb Rental Income: $906 Traditional Rental Income: $2493 Airbnb ROI: -0.88% Traditional ROI: 7.79%
1303 5th Avenue CHICAGO HEIGHTS, IL Welcome to Bethel Renaissance in Chicago Heights featuring eight newly constructed single-...	3 beds \| 2 baths \| 1,738 sq.ft.	$375,000	Airbnb cash on cash: -2.18% Traditional cash on cash: 2.21% Airbnb Rental Income: $789 Traditional Rental Income: $2011 Airbnb ROI: -2.18% Traditional ROI: 2.21%
1231 Washington Street CHICAGO HEIGHTS, IL Home Sweet Home!!! Prepare to be Impressed with this Absolutely Lovely, Gut rehab. Feature...	3 beds \| 2 baths \| 1,880 sq.ft.	$245,000	Airbnb cash on cash: -0.29% Traditional cash on cash: 5.55% Airbnb Rental Income: $789 Traditional Rental Income: $1820 Airbnb ROI: -0.29% Traditional ROI: 5.55%
505 W Joe Orr Road CHICAGO HEIGHTS, IL Opportunity awaits with this 3-bedroom ranch offering solid potential for the right buyer....	3 beds \| 1 baths \| 1,100 sq.ft.	$119,900	Airbnb cash on cash: -0.88% Traditional cash on cash: 6.61% Airbnb Rental Income: $789 Traditional Rental Income: $1335 Airbnb ROI: -0.88% Traditional ROI: 6.61%
1313 Shields Avenue CHICAGO HEIGHTS, IL Welcome to Bethel Renaissance in Chicago Heights featuring eight newly constructed single-...	3 beds \| 2 baths \| 1,738 sq.ft.	$375,000	Airbnb cash on cash: -2.18% Traditional cash on cash: 2.24% Airbnb Rental Income: $789 Traditional Rental Income: $2023 Airbnb ROI: -2.18% Traditional ROI: 2.24%
172 Strieff Avenue CHICAGO HEIGHTS, IL Looking for assistance? This home is IHDA Access Home Eligible for many buyers! This stunn...	3 beds \| 2 baths \| 1,750 sq.ft.	$284,700	Airbnb cash on cash: -2.15% Traditional cash on cash: 2.68% Airbnb Rental Income: $789 Traditional Rental Income: $1764 Airbnb ROI: -2.15% Traditional ROI: 2.68%
379 Hickory Street CHICAGO HEIGHTS, IL Hugged your house today? You'll feel like doing it every day when you arrive home to this ...	3 beds \| 2 baths \| 1,040 sq.ft.	$214,873	Airbnb cash on cash: -1.67% Traditional cash on cash: 5.13% Airbnb Rental Income: $789 Traditional Rental Income: $1854 Airbnb ROI: -1.67% Traditional ROI: 5.13%
238 E 22 Street CHICAGO HEIGHTS, IL Don't miss this fully-rehabbed 2-flat in Chicago Heights, offering a turnkey investment or...	4 beds \| 2 baths \| N/A	$235,900	Airbnb cash on cash: -0.47% Traditional cash on cash: 8.12% Airbnb Rental Income: $906 Traditional Rental Income: $2483 Airbnb ROI: -0.47% Traditional ROI: 8.12%

Real Estate investment in Chicago-heights, IL

There are 44 properties for sale in the city of Chicago Heights . The median list price in Chicago Heights is $199,850 and the average price per square foot is $152. In May 2026, the average monthly cash on cash return in Chicago Heights is 6.00%. The average monthly rental income in Chicago Heights is $2,023.

Chicago-heights, IL Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 44 investment properties available for sale in Chicago-heights.

In 2026, the best neighborhood to buy investment property is CHICAGO HEIGHTS.

The ROI for Long-Term is higher than the Short-Term in Chicago-heights with average rental income of $2,023.

Your search for investment property begins and ends here

Investment Property for Sale in Chicago Heights, IL

248 W Elmwood Drive

CHICAGO HEIGHTS, IL

3 beds | 2 baths | 2,000 sq.ft.

$174,000

Airbnb cash on cash: -2.75%

Traditional cash on cash: 9.47%

Airbnb Rental Income: $789

Traditional Rental Income: $2494

Airbnb ROI: -2.75%

Traditional ROI: 9.47%

517 N Manchester Drive

CHICAGO HEIGHTS, IL

2 beds | 2 baths | 1,074 sq.ft.

$205,000

Airbnb cash on cash: -0.22%

Traditional cash on cash: 6.61%

Airbnb Rental Income: $1079

Traditional Rental Income: $2039

Airbnb ROI: -0.22%

Traditional ROI: 6.61%

185 Pleasant Drive

CHICAGO HEIGHTS, IL

3 beds | 2 baths | N/A

$237,700

Airbnb cash on cash: -2.43%

Traditional cash on cash: 5.41%

Airbnb Rental Income: $789

Traditional Rental Income: $2231

Airbnb ROI: -2.43%

Traditional ROI: 5.41%

823 Bradoc Street

CHICAGO HEIGHTS, IL

3 beds | 2 baths | 1,540 sq.ft.

$297,700

Airbnb cash on cash: -2.47%

Traditional cash on cash: 3.5%

Airbnb Rental Income: $789

Traditional Rental Income: $2143

Airbnb ROI: -2.47%

Traditional ROI: 3.5%

146 E 24th Street

CHICAGO HEIGHTS, IL

6 beds | 2 baths | N/A

$298,900

Airbnb cash on cash: 3.41%

Traditional cash on cash: 2.66%

Airbnb Rental Income: $2431

Traditional Rental Income: $1625

Airbnb ROI: 3.41%

Traditional ROI: 2.66%

51 W 21st Street

CHICAGO HEIGHTS, IL

5 beds | 3 baths | N/A

$275,000

Airbnb cash on cash: 3.28%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $2431

Traditional Rental Income: $1977

Airbnb ROI: 3.28%

Traditional ROI: 3.82%

341 Boston Street

CHICAGO HEIGHTS, IL

3 beds | 1 baths | 919 sq.ft.

$132,000

Airbnb cash on cash: -1.78%

Traditional cash on cash: 6.71%

Airbnb Rental Income: $789

Traditional Rental Income: $1546

Airbnb ROI: -1.78%

Traditional ROI: 6.71%

365 Sherry Lane

CHICAGO HEIGHTS, IL

3 beds | 1 baths | 1,042 sq.ft.

$199,800

Airbnb cash on cash: -2.1%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $789

Traditional Rental Income: $1659

Airbnb ROI: -2.1%