Real Estate Investment Properties for Sale in Middletown, IN
Looking for investment property in Middletown, IN with high ROI ?
Explore a variety of short-term homes & houses in Middletown, IN. Invest wisely with VRBO & Middletown, IN 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, IN
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
5579 W US Highway 36Middletown, INStep back in time with this turn-of-the-century country farmhouse situated on 11.24 acres ... |
3 beds | 1 baths | 1,932 sq.ft. |
$335,000 |
Airbnb cash on cash: N/A
|
687 W Mill StreetMiddletown, INDiscover the charm of 687 W Mill ST, MIDDLETOWN, IN. This single-family residence, situate... |
2 beds | 1 baths | 1,268 sq.ft. |
$135,000 |
Airbnb cash on cash: N/A
|
4326 E County Road 500 SMiddletown, INCompletely updated and move-in ready, this 3-bedroom, 2-bath home offers 2,132 finished sq... |
3 beds | 2 baths | 2,132 sq.ft. |
$274,900 |
Airbnb cash on cash: N/A
|
608 N 10th StreetMiddletown, INfull brick ranch-style duplex built in 2011, offering a strong investment profile with lon... |
N/A beds | N/A baths | N/A |
$339,000 |
Airbnb cash on cash: N/A
|
9124 W Wren WayMiddletown, INThis beautifully maintained brick ranch home offers single-level living with the added ver... |
3 beds | 3 baths | 2,296 sq.ft. |
$319,900 |
Airbnb cash on cash: N/A
|
803 High StreetMiddletown, INInvestor Special in Middletown! Don't miss this rare opportunity to own a triplex property... |
N/A beds | N/A baths | N/A |
$209,900 |
Airbnb cash on cash: N/A
|
1190 Cottage AvenueMiddletown, INNestled at 1190 Cottage AVE, MIDDLETOWN, IN, this single-family residence in a desirable p... |
3 beds | 2 baths | 1,226 sq.ft. |
$158,900 |
Airbnb cash on cash: N/A
|
1456 Congress StreetMiddletown, INRemodeled 1 bedroom home with recent updates throughout. Improvements include, but are not... |
1 beds | 1 baths | 576 sq.ft. |
$92,500 |
Airbnb cash on cash: -2.22%
|
4190 W County Road 700 NMiddletown, INCOUNTRY LIVING at its best! Sitting on 5 acres, this 2004 built two-story is ready for you... |
4 beds | 3 baths | 2,068 sq.ft. |
$399,900 |
Airbnb cash on cash: N/A
|
4978 E State Road 236Middletown, INEnjoy peaceful country living in this 2-bedroom, 2-bath ranch home, perfectly situated on ... |
2 beds | 2 baths | 1,158 sq.ft. |
$225,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Middletown, IN
There are 10 properties for sale in the city of Middletown . The median list price in Middletown is $377,000 and the average price per square foot is $231. In April 2026, the average monthly cash on cash return in Middletown is 6.00%. The average monthly rental income in Middletown is $1,554.