Real Estate Investment Properties for Sale in Middletown, IL
Looking for investment property in Middletown, IL with high ROI ?
Explore a variety of short-term homes & houses in Middletown, IL. Invest wisely with VRBO & Middletown, 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 Middletown, IL
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
Other Investment Properties for Sale in Illinois |
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11616 S Harvard AveChicago , ILBe the first to move into this fully renovated home, on a DOUBLE lot, located on a quiet b... |
3 beds | 2 baths | 1,200 sq.ft. |
$229,900 |
Airbnb cash on cash: N/A
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2610 W 80th StChicago , IL2610 W 80th St, Chicago, IL 60652 | Single Family Residential |
2 beds | 1 baths | 855 sq.ft. |
$250,000 |
Airbnb cash on cash: N/A
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7801 S Ada StChicago , ILWelcome to this stunning, fully remodeled solid-brick single-family home in Auburn Gresham... |
4 beds | 3 baths | 1,200 sq.ft. |
$240,000 |
Airbnb cash on cash: N/A
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3219 N Richmond StChicago , IL3219 N Richmond St, Chicago, IL 60618 | Single Family Residential |
4 beds | 3 baths | 1,920 sq.ft. |
$829,900 |
Airbnb cash on cash: N/A
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5918 S Albany AvenueChicago , ILGREAT OPPORTUNITY TO OWN IN THIS FAST APPRECIATING AREA !!! REAR OF THE LOT !!BRICK SINGLE... |
2 beds | 2 baths | 832 sq.ft. |
$175,000 |
Airbnb cash on cash: N/A
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5130 S Menard AveChicago , IL5130 S Menard Ave, Chicago, IL 60638 | Single Family Residential |
3 beds | 1 baths | 945 sq.ft. |
$290,000 |
Airbnb cash on cash: N/A
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1722 N Keeler AveChicago , ILHot Hermosa location! Updated single family home on a great block. House went through exte... |
3 beds | 1 baths | 842 sq.ft. |
$279,900 |
Airbnb cash on cash: N/A
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2710 W Chicago Ave #4Chicago , ILYou don't want to miss this absolutely stunning 3 bedroom, 2 bathroom home providing luxur... |
3 beds | 2 baths | 1,700 sq.ft. |
$525,000 |
Airbnb cash on cash: N/A
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5343 S Drexel AveChicago , IL5343 S Drexel Ave, Chicago, IL 60615 | Townhouse |
3 beds | 2 baths | 2,000 sq.ft. |
$595,000 |
Airbnb cash on cash: N/A
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5801 S Blackstone AveChicago , IL5801 S Blackstone Ave, Chicago, IL 60637 | Single Family Residential |
5 beds | 4 baths | 3,919 sq.ft. |
$1,975,000 |
Airbnb cash on cash: N/A
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1750 N Clybourn Avenue unit: 202 #202Chicago , ILThis boutique elevator building presents a RARE opportunity to own a luxury condo that sea... |
2 beds | 2 baths | N/A |
$649,950 |
Airbnb cash on cash: N/A
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1938 N Hudson AveChicago , IL1938 N Hudson Ave, Chicago, IL 60614 | Single Family Residential |
5 beds | 5 baths | 5,849 sq.ft. |
$2,995,000 |
Airbnb cash on cash: N/A
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222 N Columbus Dr #3103Chicago , ILStunning 31st-floor 2-bedroom, 2-bath residence at Park Millennium, offering breathtaking ... |
2 beds | 2 baths | 1,225 sq.ft. |
$399,000 |
Airbnb cash on cash: N/A
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130 N Garland Ct #3702Chicago , ILStunning high-floor condo with awesome views of city & sunsets from floor-to-ceiling windo... |
3 beds | 2 baths | 1,653 sq.ft. |
$745,000 |
Airbnb cash on cash: N/A
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10922 S Peoria StChicago , IL10922 S Peoria St, Chicago, IL 60643 | Single Family Residential |
4 beds | 1 baths | 1,578 sq.ft. |
$220,000 |
Airbnb cash on cash: N/A
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Real Estate investment in Middletown, IL
There are 0 properties for sale in the city of Middletown . The median list price in Middletown is $91,000 and the average price per square foot is $NaN. In February 2026, the average monthly cash on cash return in Middletown is 9.00%. The average monthly rental income in Middletown is $1,154.