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 |
|---|---|---|---|
118 N 8th StMiddletown, INThis adorable home is located in-town Middletown. Cozy cottage feel includes shiplap, lar... |
2 beds | 1 baths | 1,503 sq.ft. |
$140,000 |
Airbnb cash on cash: N/A
|
503 N 10th StreetMiddletown, INWelcome to this beautifully updated 4-bedroom, 1-bathroom ranch home nestled in the highly... |
4 beds | 1 baths | 1,608 sq.ft. |
$240,000 |
Airbnb cash on cash: N/A
|
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
|
4998 N County Road 575 WMiddletown, IN4998 N County Road 575 W, Middletown, IN 47356 | Other |
N/A beds | N/A baths | N/A |
$690,000 |
Airbnb cash on cash: N/A
|
247 N 8th StMiddletown, IN247 N 8th St, Middletown, IN 47356 | Single Family Residential |
2 beds | 1 baths | 1,577 sq.ft. |
$114,900 |
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. |
$279,900 |
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. |
$309,900 |
Airbnb cash on cash: N/A
|
8991 W State Road 236Middletown, IN8991 W State Road 236, Middletown, IN 47356 | Single Family Residential |
3 beds | 2 baths | 2,600 sq.ft. |
$305,000 |
Airbnb cash on cash: N/A
|
8271 W County Road 700 NMiddletown, INIf privacy is what you're looking for, this exceptional property delivers. Set approximate... |
4 beds | 2 baths | 3,072 sq.ft. |
$450,000 |
Airbnb cash on cash: N/A
|
5665 N Mechanicsburg RdMiddletown, IN5665 N Mechanicsburg Rd, Middletown, IN 47356 | Single Family Residential |
3 beds | 2 baths | 2,106 sq.ft. |
$325,700 |
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
|
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
|
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
|
900 Maple StreetMiddletown, INWelcome to 900 Maple ST in MIDDLETOWN, IN, a charming single-family residence built in 196... |
3 beds | 2 baths | 1,554 sq.ft. |
$249,900 |
Airbnb cash on cash: N/A
|
6803 N County Road 700 WMiddletown, INSituated on 1.75 acres, this tri-level home offers space, functionality, and peaceful coun... |
2 beds | 1 baths | 1,584 sq.ft. |
$246,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Middletown, IN
There are 16 properties for sale in the city of Middletown . The median list price in Middletown is $359,999 and the average price per square foot is $217. In June 2026, the average monthly cash on cash return in Middletown is 6.00%. The average monthly rental income in Middletown is $1,602.