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: 0.04%
|
408 Wind Drift CourtPittsboro, INYou'll walk in and immediately feel like you're home! This 3-4 bed, 2 bath home has been b... |
3 beds | 2 baths | 2,602 sq.ft. |
$525,000 |
Airbnb cash on cash: -0.06%
|
818 Declaration DrivePittsboro, INThis large and spacious 4-bedroom, 2.5-bath home offers 4,243 sq. ft. of living space on a... |
4 beds | 3 baths | 3,743 sq.ft. |
$549,900 |
Airbnb cash on cash: N/A
|
771 Penny LanePittsboro, INThis 3-bedroom, 2.5-bath home is tucked on a corner lot in a quiet Pittsboro neighborhood.... |
3 beds | 3 baths | 2,564 sq.ft. |
$363,000 |
Airbnb cash on cash: 0.48%
|
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
|
38-40 E Main StreetPittsboro, IN38-40 E. Main, Pittsboro - current zoning general business. Used to be an insurance office... |
N/A beds | N/A baths | N/A |
$275,000 |
Airbnb cash on cash: N/A
|
679 Albermarle DrivePittsboro, INHONEY STOP THE CAR!!! Step inside this beautifully updated 4-bedroom, 2.5-bath home featur... |
4 beds | 3 baths | 2,176 sq.ft. |
$335,000 |
Airbnb cash on cash: N/A
|
112 S Maple StreetPittsboro, INEndless Possibilities in the Heart of Downtown Pittsboro! This unique property offers a co... |
2 beds | 1 baths | 2,010 sq.ft. |
$260,000 |
Airbnb cash on cash: 2.19%
|
288 BroadmoorPittsboro, INWelcome to 288 Broadmoor Bend in Pittsboro! This beautiful single-family home in Hendricks... |
4 beds | 3 baths | 2,268 sq.ft. |
$349,700 |
Airbnb cash on cash: N/A
|
Real Estate investment in Pittsboro, IN
There are 9 properties for sale in the city of Pittsboro . The median list price in Pittsboro is $363,000 and the average price per square foot is $117. In October 2025, the average monthly cash on cash return in Pittsboro is 3.00%. The average monthly rental income in Pittsboro is $2,502.