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 |
|---|---|---|---|
408 Wayles DrPittsboro, INWelcome home to this beauty! This well maintained open concept home is ready for it's next... |
3 beds | 2 baths | 2,564 sq.ft. |
$349,900 |
Airbnb cash on cash: 1.17%
|
406 Wind Drift CtPittsboro, INStunning 3 bedroom 2 and 1/2 bath all brick ranch in Pittsboro. Nice open floor plan with ... |
3 beds | 2 baths | 2,978 sq.ft. |
$599,900 |
Airbnb cash on cash: 0.29%
|
5133 Hill Valley DrivePittsboro, INWelcome to 5133 Hill Valley Drive, where updated living meets your own backyard retreat! S... |
4 beds | 3 baths | 2,282 sq.ft. |
$420,000 |
Airbnb cash on cash: N/A
|
672 Albermarle DrPittsboro, IN$0 down USDA eligible area! Move right into this beautifully maintained, all one level hom... |
4 beds | 2 baths | 1,618 sq.ft. |
$310,000 |
Airbnb cash on cash: N/A
|
7 Woodsedge CourtPittsboro, INStunning Home in Much Desired Woodland Hills! You'll LOVE this Quiet, Small-Town Living ye... |
4 beds | 3 baths | 3,351 sq.ft. |
$530,000 |
Airbnb cash on cash: N/A
|
750 Squire LnPittsboro, INBuy through Auction.com. This foreclosure property is a great opportunity to invest in thi... |
4 beds | 2 baths | 3,196 sq.ft. |
$299,900 |
Airbnb cash on cash: N/A
|
3615 E Boone County RdPittsboro, IN**NEW PRICE** Welcome to your country retreat! This solid home nestled on over 5 acres of... |
3 beds | 2 baths | 1,882 sq.ft. |
$459,900 |
Airbnb cash on cash: 0.75%
|
7811 N County Road 500 EPittsboro, INNestled in the peaceful countryside of Pittsboro, Indiana, the single-family residence off... |
3 beds | 2 baths | 1,631 sq.ft. |
$1,400,000 |
Airbnb cash on cash: -1.05%
|
Legacy 1942 PlanPittsboro, IN
|
3 beds | 2 baths | 1,942 sq.ft. |
$374,000 |
Airbnb cash on cash: 1%
|
Legacy 1572 PlanPittsboro, IN
|
3 beds | 2 baths | 1,572 sq.ft. |
$352,000 |
Airbnb cash on cash: 1.18%
|
Legacy 2634 PlanPittsboro, IN
|
4 beds | 2 baths | 2,634 sq.ft. |
$376,000 |
Airbnb cash on cash: N/A
|
Legacy 3040 PlanPittsboro, IN
|
5 beds | 2 baths | 3,040 sq.ft. |
$387,000 |
Airbnb cash on cash: N/A
|
Exclusives 2120 PlanPittsboro, IN
|
3 beds | 2 baths | 2,120 sq.ft. |
$416,000 |
Airbnb cash on cash: 0.71%
|
Exclusives 2665 PlanPittsboro, INExclusives 2665 Plan, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 2,665 sq.ft. |
$425,000 |
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. |
$413,000 |
Airbnb cash on cash: 0.73%
|
Exclusives 2467 PlanPittsboro, INExclusives 2467 Plan, Pittsboro, IN 46167 | Single Family Residential |
3 beds | 2 baths | 2,467 sq.ft. |
$436,000 |
Airbnb cash on cash: 0.6%
|
Legacy 2719 PlanPittsboro, IN
|
3 beds | 2 baths | 2,719 sq.ft. |
$379,000 |
Airbnb cash on cash: 0.96%
|
Legacy 2432 PlanPittsboro, IN
|
4 beds | 2 baths | 2,432 sq.ft. |
$367,000 |
Airbnb cash on cash: N/A
|
Legacy 1843 PlanPittsboro, IN
|
3 beds | 2 baths | 1,843 sq.ft. |
$351,000 |
Airbnb cash on cash: 1.18%
|
Legacy 2307 PlanPittsboro, IN
|
3 beds | 2 baths | 2,307 sq.ft. |
$364,000 |
Airbnb cash on cash: 1.08%
|
Exclusives 2867 PlanPittsboro, INExclusives 2867 Plan, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 2,867 sq.ft. |
$451,000 |
Airbnb cash on cash: N/A
|
Legacy 2146 PlanPittsboro, IN
|
3 beds | 2 baths | 2,146 sq.ft. |
$360,000 |
Airbnb cash on cash: 1.11%
|
Legacy 3536 PlanPittsboro, INLegacy 3536 Plan, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 3,536 sq.ft. |
$408,000 |
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 |
$55,000 |
Airbnb cash on cash: N/A
|
Exclusives 3360 PlanPittsboro, IN
|
4 beds | 2 baths | 3,360 sq.ft. |
$456,000 |
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. |
$466,000 |
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. |
$453,000 |
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. |
$451,000 |
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 BndPittsboro, INWelcome home to this well-maintained 4-bedroom, 2.5-bath residence offering 1,704 sq ft of... |
4 beds | 2 baths | 1,704 sq.ft. |
$252,000 |
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. |
$244,000 |
Airbnb cash on cash: 2.67%
|
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. |
$419,900 |
Airbnb cash on cash: N/A
|
889 Declaration DrPittsboro, INSpacious 2021 Build Ready for Your Personal Touch! Looking for the perfect canvas to creat... |
4 beds | 2 baths | 3,044 sq.ft. |
$425,000 |
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. |
$414,999 |
Airbnb cash on cash: N/A
|
2 E CR 651 NPittsboro, IN2 E CR 651 N, Pittsboro, IN 46167 | Other |
N/A beds | N/A baths | N/A |
$270,000 |
Airbnb cash on cash: N/A
|
8315 N County Road 150 EPittsboro, INWhether you enjoy go-karting, ATVs, dirt bikes, hobby farming, car collecting, gardening, ... |
3 beds | 2 baths | 1,735 sq.ft. |
$659,900 |
Airbnb cash on cash: 0.17%
|
9405 N County Road 150 EPittsboro, INPrice Improvement....This move-in ready 3-bedroom, 2-bath home sits on 5.1 beautiful acres... |
3 beds | 2 baths | 1,352 sq.ft. |
$395,000 |
Airbnb cash on cash: 1.34%
|
434 Chester LnPittsboro, IN434 Chester Ln, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 2,725 sq.ft. |
$404,999 |
Airbnb cash on cash: N/A
|
571 Freedom DrPittsboro, INWelcome home to this beautiful 3-bedroom, 2 full bath ranch built in 2021, featuring a bri... |
3 beds | 2 baths | 1,618 sq.ft. |
$305,000 |
Airbnb cash on cash: 1.52%
|
114 Burlington PkwyPittsboro, IN114 Burlington Pkwy, Pittsboro, IN 46167 | Single Family Residential |
4 beds | 2 baths | 2,875 sq.ft. |
$380,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Pittsboro, IN
There are 64 properties for sale in the city of Pittsboro . The median list price in Pittsboro is $326,255 and the average price per square foot is $122. In September 2026, the average monthly cash on cash return in Pittsboro is 3.00%. The average monthly rental income in Pittsboro is $1,884.