Real Estate Investment Properties for Sale in Pittsboro, IN
Looking for investment property in Pittsboro, IN with high ROI ?
Explore a variety of short-term homes & houses in Pittsboro, IN. Invest wisely with VRBO & Pittsboro, 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 Pittsboro, IN
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
5202 Hill Valley DrivePittsboro, INThis 3-bedroom home offers over 3,500 square feet on a 1.08-acre wooded lot. The kitchen h... |
3 beds | 3 baths | 3,544 sq.ft. |
$535,000 |
Airbnb cash on cash: -0.05%
|
771 Penny LanePittsboro, INWelcome to 771 Penny Ln! This 3-bedroom, 2.5-bath home sits on a corner lot in a quiet Pi... |
3 beds | 3 baths | 2,564 sq.ft. |
$364,999 |
Airbnb cash on cash: 0.34%
|
9615 N County Road 150 Road EPittsboro, INDREAM HOME boasting Soaring Ceilings and Magnificent Windows sits down a tree lined drive ... |
5 beds | 5 baths | 6,013 sq.ft. |
$1,995,000 |
Airbnb cash on cash: N/A
|
9437 N County Road 225 EPittsboro, INPeaceful, Park-Like Setting on 5 Acres with Barn! Welcome to your slice of country paradis... |
3 beds | 3 baths | 2,576 sq.ft. |
$579,000 |
Airbnb cash on cash: -0.57%
|
7425 N County Road 150 EPittsboro, INWelcome to this Like-New Brick Ranch Home with Extensive Updates on Nearly Half an Acre! S... |
3 beds | 1 baths | 1,125 sq.ft. |
$308,000 |
Airbnb cash on cash: 0.18%
|
121 Lakeside DrivePittsboro, INThis stunning 3BR/2.5 BA home w/just under 2,600 sq. ft offers smart design and stylish de... |
3 beds | 3 baths | 2,523 sq.ft. |
$599,900 |
Airbnb cash on cash: -0.64%
|
6101 Canterbury CourtPittsboro, INWelcome to your next project with serious potential! This 3-bedroom, 2.5-bath home sits on... |
3 beds | 3 baths | 2,189 sq.ft. |
$399,900 |
Airbnb cash on cash: -0.06%
|
700 Jefferson Park DrivePittsboro, INYou MUST SEE this spacious 4 bedroom, 2.5 bath home with an extra large 3-car garage and c... |
4 beds | 3 baths | 2,478 sq.ft. |
$380,000 |
Airbnb cash on cash: N/A
|
38-40 E Main StreetPittsboro, IN38-40 E. Main, Pittsboro - current zoning general business. Used to be an insurance office... |
3 beds | 2 baths | N/A |
$275,000 |
Airbnb cash on cash: N/A
|
55 Terrell DrivePittsboro, INNestled at 55 Terrell DR, PITTSBORO, IN, this inviting home in Hendricks County presents a... |
5 beds | 3 baths | 1,924 sq.ft. |
$350,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Pittsboro, IN
There are 10 properties for sale in the city of Pittsboro . The median list price in Pittsboro is $389,950 and the average price per square foot is $145. In September 2025, the average monthly cash on cash return in Pittsboro is 3.00%. The average monthly rental income in Pittsboro is $2,539.