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 |
|---|---|---|---|
521 N Maple StreetPittsboro, INAn affordable opportunity in the heart of Pittsboro! This charming home features a spaciou... |
2 beds | 1 baths | 1,032 sq.ft. |
$209,900 |
Airbnb cash on cash: 0.89%
|
7811 N County Road 500 EPittsboro, IN7811 N County Road 500 E, Pittsboro, IN 46167 | Single Family Residential |
3 beds | 2 baths | 1,631 sq.ft. |
$1,400,000 |
Airbnb cash on cash: -1.18%
|
Legacy 1942 PlanPittsboro, IN
|
3 beds | 2 baths | 1,942 sq.ft. |
$370,000 |
Airbnb cash on cash: 0.64%
|
Legacy 1572 PlanPittsboro, IN
|
3 beds | 2 baths | 1,572 sq.ft. |
$348,000 |
Airbnb cash on cash: 0.8%
|
Legacy 2634 PlanPittsboro, IN
|
4 beds | 2 baths | 2,634 sq.ft. |
$372,000 |
Airbnb cash on cash: N/A
|
Legacy 3040 PlanPittsboro, IN
|
5 beds | 2 baths | 3,040 sq.ft. |
$383,000 |
Airbnb cash on cash: N/A
|
Exclusives 2120 PlanPittsboro, IN
|
3 beds | 2 baths | 2,120 sq.ft. |
$414,000 |
Airbnb cash on cash: 0.38%
|
Exclusives 2665 PlanPittsboro, INExclusives 2665 Plan, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 2,665 sq.ft. |
$423,000 |
Airbnb cash on cash: N/A
|
Exclusives 2542 PlanPittsboro, INExclusives 2542 Plan, Pittsboro, IN 46167 | Single Family Residential |
3 beds | 2 baths | 2,542 sq.ft. |
$411,000 |
Airbnb cash on cash: 0.4%
|
Exclusives 2467 PlanPittsboro, INExclusives 2467 Plan, Pittsboro, IN 46167 | Single Family Residential |
3 beds | 2 baths | 2,467 sq.ft. |
$434,000 |
Airbnb cash on cash: 0.28%
|
Legacy 2719 PlanPittsboro, IN
|
3 beds | 2 baths | 2,719 sq.ft. |
$375,000 |
Airbnb cash on cash: 0.61%
|
Legacy 2432 PlanPittsboro, IN
|
4 beds | 2 baths | 2,432 sq.ft. |
$363,000 |
Airbnb cash on cash: N/A
|
Legacy 1843 PlanPittsboro, IN
|
3 beds | 2 baths | 1,843 sq.ft. |
$347,000 |
Airbnb cash on cash: 0.8%
|
Legacy 2307 PlanPittsboro, IN
|
3 beds | 2 baths | 2,307 sq.ft. |
$360,000 |
Airbnb cash on cash: 0.71%
|
Exclusives 2867 PlanPittsboro, INExclusives 2867 Plan, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 2,867 sq.ft. |
$449,000 |
Airbnb cash on cash: N/A
|
Legacy 2146 PlanPittsboro, IN
|
3 beds | 2 baths | 2,146 sq.ft. |
$356,000 |
Airbnb cash on cash: 0.74%
|
Legacy 3536 PlanPittsboro, INLegacy 3536 Plan, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 3,536 sq.ft. |
$404,000 |
Airbnb cash on cash: N/A
|
4495 Quail Creek Trce NPittsboro, IN4495 Quail Creek Trce N, Pittsboro, IN 46167 | Other |
N/A beds | N/A baths | N/A |
$59,900 |
Airbnb cash on cash: N/A
|
Exclusives 3360 PlanPittsboro, IN
|
4 beds | 2 baths | 3,360 sq.ft. |
$454,000 |
Airbnb cash on cash: N/A
|
Exclusives 3630 PlanPittsboro, INExclusives 3630 Plan, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 3,630 sq.ft. |
$464,000 |
Airbnb cash on cash: N/A
|
Exclusives 3074 PlanPittsboro, INExclusives 3074 Plan, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 3,074 sq.ft. |
$451,000 |
Airbnb cash on cash: N/A
|
Exclusives 3070 PlanPittsboro, INExclusives 3070 Plan, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 3,070 sq.ft. |
$449,000 |
Airbnb cash on cash: N/A
|
0000 Waters WayPittsboro, IN0 Waters Way, Pittsboro, IN 46167 | Other |
N/A beds | N/A baths | N/A |
$450,000 |
Airbnb cash on cash: N/A
|
278 Broadmoor BendPittsboro, INWelcome home to this well-maintained 4-bedroom, 2.5-bath residence offering 1,704 sq ft of... |
4 beds | 3 baths | 1,704 sq.ft. |
$260,000 |
Airbnb cash on cash: N/A
|
9771 N County Road 200 EPittsboro, IN9771 N County Road 200 E, Pittsboro, IN 46167 | Single Family Residential |
3 beds | 1 baths | 1,340 sq.ft. |
$245,000 |
Airbnb cash on cash: 1.88%
|
396 Weaver LanePittsboro, INSpacious single-family residence offering over 2,700 Sq. Ft., with 3BR/2.5BA/Loft/Sun Room... |
3 beds | 3 baths | 2,719 sq.ft. |
$399,900 |
Airbnb cash on cash: 0.35%
|
226 Ambassador DrivePittsboro, INFabulous Home in Wonderful Pittsboro Location! You'll LOVE this Quiet, Small-Town Living y... |
4 beds | 4 baths | 3,314 sq.ft. |
$429,900 |
Airbnb cash on cash: N/A
|
889 Declaration DrivePittsboro, INSpacious 2021 Build Ready for Your Personal Touch! Looking for the perfect canvas to creat... |
4 beds | 3 baths | 3,044 sq.ft. |
$425,000 |
Airbnb cash on cash: N/A
|
438 Chester LnPittsboro, IN438 Chester Ln, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 2,443 sq.ft. |
$409,999 |
Airbnb cash on cash: N/A
|
446 Chester LnPittsboro, IN446 Chester Ln, Pittsboro, IN 46167 | Single Family Residential |
5 beds | 2 baths | 3,037 sq.ft. |
$424,999 |
Airbnb cash on cash: N/A
|
532 W Main StPittsboro, IN532 W Main St, Pittsboro, IN 46167 | Single Family Residential |
3 beds | 1 baths | 1,026 sq.ft. |
$244,900 |
Airbnb cash on cash: 1.89%
|
419 Chester LnPittsboro, IN419 Chester Ln, Pittsboro, IN 46167 | Single Family Residential |
5 beds | 2 baths | 3,037 sq.ft. |
$424,999 |
Airbnb cash on cash: N/A
|
8315 N County Road 150 EPittsboro, INDid you see there are 3 buildings ( yes you read that right- 3) buildings on 6.28 acres ... |
3 beds | 2 baths | 1,735 sq.ft. |
$750,000 |
Airbnb cash on cash: -0.22%
|
409 Lockerbie LanePittsboro, INFabulous 2 Story Home in Wonderful Pittsboro Neighborhood! Super Location within Walking D... |
4 beds | 3 baths | 1,880 sq.ft. |
$299,900 |
Airbnb cash on cash: N/A
|
843 Declaration DrivePittsboro, INWelcome to 843 Declaration Drive - a beautiful newer construction home located in one of H... |
4 beds | 3 baths | 2,390 sq.ft. |
$329,900 |
Airbnb cash on cash: N/A
|
9405 N County Road 150 EPittsboro, INWelcome to your private slice of Hendricks County! This move-in ready 3-bedroom, 2-bath ho... |
3 beds | 2 baths | 1,352 sq.ft. |
$425,000 |
Airbnb cash on cash: 0.73%
|
250 Meridian CtPittsboro, IN250 Meridian Ct, Pittsboro, IN 46167 | Condo/Coop |
2 beds | 2 baths | 1,613 sq.ft. |
$250,000 |
Airbnb cash on cash: -0.81%
|
219 Commodore DrPittsboro, IN219 Commodore Dr, Pittsboro, IN 46167 | Single Family Residential |
5 beds | 2 baths | 3,037 sq.ft. |
$419,999 |
Airbnb cash on cash: N/A
|
Real Estate investment in Pittsboro, IN
There are 38 properties for sale in the city of Pittsboro . The median list price in Pittsboro is $573,900 and the average price per square foot is $216. In June 2026, the average monthly cash on cash return in Pittsboro is 3.00%. The average monthly rental income in Pittsboro is $1,816.