Real Estate Investment Properties for Sale in Paoli, IN

Looking for investment property in Paoli, IN with high ROI ?

Explore a variety of short-term homes & houses in Paoli, IN. Invest wisely with VRBO & Paoli, 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 Paoli, IN

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6181 S Wild Meadows Ridge Paoli, IN Minutes from Patoka Lake! Discover this adorable 1200 sq ft. stick build home featuring a ...	2 beds \| 1 baths \| 1,200 sq.ft.	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.2% Airbnb Rental Income: $null Traditional Rental Income: $943 Airbnb ROI: N/A Traditional ROI: 5.2%
363 N Bennett Paoli, IN Welcome to 363 N Bennett St, a delightful single-family residence nestled in the heart of ...	3 beds \| 2 baths \| 2,226 sq.ft.	$220,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 9.91% Airbnb Rental Income: $1840 Traditional Rental Income: $2464 Airbnb ROI: 4.54% Traditional ROI: 9.91%
316 Elm Street Paoli, IN LOCATION-location-LOCATION-This WELL MAINTAINED home is directly across the street from Th...	2 beds \| 2 baths \| 1,131 sq.ft.	$239,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.51% Airbnb Rental Income: $null Traditional Rental Income: $1800 Airbnb ROI: N/A Traditional ROI: 5.51%
319 Horton Avenue Paoli, IN Check out this brand-new 2 bedroom, 1 bath home in Paoli. Step inside to an open floor pla...	2 beds \| 1 baths \| 840 sq.ft.	$154,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.51% Airbnb Rental Income: $null Traditional Rental Income: $1507 Airbnb ROI: N/A Traditional ROI: 8.51%
1440 N State Road 37 Highway Paoli, IN Step inside this adorable 3 bedroom home in Paoli! Kitchen comes equipped with nice stainl...	3 beds \| 1 baths \| 1,260 sq.ft.	$159,900	Airbnb cash on cash: 6.36% Traditional cash on cash: 9.75% Airbnb Rental Income: $1840 Traditional Rental Income: $1861 Airbnb ROI: 6.36% Traditional ROI: 9.75%
6365 S Wild Meadows Ridge Drive Paoli, IN Step into this beautifully crafted 2023 new build that blends modern style with everyday ...	1 beds \| 2 baths \| 1,295 sq.ft.	$205,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 7.44% Airbnb Rental Income: $1572 Traditional Rental Income: $1930 Airbnb ROI: 3.28% Traditional ROI: 7.44%
462 W Wilson Street Paoli, IN Brand NEW 2-Bed, 2-Bath Home with Luxury Finishes on quiet street This newly built 2-bedr...	2 beds \| 2 baths \| 1,040 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.86% Airbnb Rental Income: $null Traditional Rental Income: $1801 Airbnb ROI: N/A Traditional ROI: 7.86%
613 N Gospel Street Paoli, IN Welcome to 613 N Gospel Street in the heart of Paoli! This charming 3-bedroom, 2-bath home...	3 beds \| 2 baths \| 1,415 sq.ft.	$198,000	Airbnb cash on cash: 4.94% Traditional cash on cash: 9.43% Airbnb Rental Income: $1840 Traditional Rental Income: $2189 Airbnb ROI: 4.94% Traditional ROI: 9.43%
245 S Gospel Street Paoli, IN OPEN HOUSE Tuesday October 7th, 3:00 - 5:00pm Charming 3-Bedroom Home in the Heart of Pao...	3 beds \| 2 baths \| 1,300 sq.ft.	$199,700	Airbnb cash on cash: 4.56% Traditional cash on cash: 8.1% Airbnb Rental Income: $1840 Traditional Rental Income: $2014 Airbnb ROI: 4.56% Traditional ROI: 8.1%
827 NE Main Street Paoli, IN I hesitate to boast but this listing has the most inspiring location. Corner lot with two...	2 beds \| 1 baths \| 896 sq.ft.	$147,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.58% Airbnb Rental Income: $null Traditional Rental Income: $1504 Airbnb ROI: N/A Traditional ROI: 8.58%
1058 N Sandy Hook Road Paoli, IN This fully remodeled 5-bedroom, 3-full-bath home offers space, style, and comfort in an un...	5 beds \| 3 baths \| 3,344 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.61% Airbnb Rental Income: $null Traditional Rental Income: $3216 Airbnb ROI: N/A Traditional ROI: 7.61%
1117 SE Main Street Paoli, IN Step inside this well-maintained, 4-bedroom, 2-bath home offering over 1,300 square feet o...	4 beds \| 2 baths \| 1,336 sq.ft.	$182,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.92% Airbnb Rental Income: $null Traditional Rental Income: $2153 Airbnb ROI: N/A Traditional ROI: 9.92%
250 E Hospital Road Paoli, IN CHECK THIS ONE OUT! MOVE IN READY /PLUS GREAT LOCATION makes this spacious tri-level home ...	4 beds \| 3 baths \| 2,334 sq.ft.	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.47% Airbnb Rental Income: $null Traditional Rental Income: $2461 Airbnb ROI: N/A Traditional ROI: 9.47%
632 N Sandy Hook Road Paoli, IN Discover this 2-bedroom, 1-bath home on 1.45 acres right in town! Fully remodeled in 2021,...	2 beds \| 1 baths \| 1,086 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.83% Airbnb Rental Income: $null Traditional Rental Income: $1724 Airbnb ROI: N/A Traditional ROI: 6.83%
1058 N Sandy Hook Road Road Paoli, IN WOW â You Do Not Want to Miss This One! This fully remodeled 5-bedroom, 3-full-bath home...	5 beds \| 3 baths \| 3,344 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.7% Airbnb Rental Income: $null Traditional Rental Income: $3246 Airbnb ROI: N/A Traditional ROI: 7.7%
1173 N Cook Street Paoli, IN Move in Ready and neatness at its best with country living and city utilities. Log cabin ...	3 beds \| 1 baths \| 1,248 sq.ft.	$199,500	Airbnb cash on cash: 5.17% Traditional cash on cash: 7.85% Airbnb Rental Income: $1840 Traditional Rental Income: $1853 Airbnb ROI: 5.17% Traditional ROI: 7.85%
1637 S County Road 675 E Paoli, IN Secluded Country Living on 36 Acres! Escape to your own private retreat with this beautifu...	3 beds \| 2 baths \| 2,280 sq.ft.	$625,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 2.63% Airbnb Rental Income: $1840 Traditional Rental Income: $2360 Airbnb ROI: 0.89% Traditional ROI: 2.63%
3750 S Co Road 310 W Paoli, IN OPEN HOUSE : Tuesday October 7th, 5:00 - 7:00PM Welcome to this beautifully updated manuf...	3 beds \| 2 baths \| 1,620 sq.ft.	$247,700	Airbnb cash on cash: 3.9% Traditional cash on cash: 8.17% Airbnb Rental Income: $1840 Traditional Rental Income: $2343 Airbnb ROI: 3.9% Traditional ROI: 8.17%
222 Monon Drive Paoli, IN Charming 2 Bedroom Home on a Spacious Corner Lot â Ideal for Comfortable Living! Welcome...	2 beds \| 1 baths \| 924 sq.ft.	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 12% Airbnb Rental Income: $null Traditional Rental Income: $1629 Airbnb ROI: N/A Traditional ROI: 12%
2299 E County Road 550 S Paoli, IN Welcome to your new home, containing two parcels perfectly nestled on 2.38 acres! Enjoy pe...	3 beds \| 2 baths \| 1,540 sq.ft.	$199,900	Airbnb cash on cash: 5.21% Traditional cash on cash: 9.68% Airbnb Rental Income: $1840 Traditional Rental Income: $2192 Airbnb ROI: 5.21% Traditional ROI: 9.68%
310 E Thornton Street Paoli, IN Very well kept 3 bedroom home on corner lot near downtown. Has a full basement with gas ...	3 beds \| 2 baths \| 1,946 sq.ft.	$199,500	Airbnb cash on cash: 5.13% Traditional cash on cash: 11.41% Airbnb Rental Income: $1840 Traditional Rental Income: $2535 Airbnb ROI: 5.13% Traditional ROI: 11.41%
1560 N Doe Valley Drive W Paoli, IN HUNTERS PARADISE! MOTIVATED SELLER! This 3-bedroom, 2-bath manufactured home sits on appro...	3 beds \| 2 baths \| 1,080 sq.ft.	$215,000	Airbnb cash on cash: 4.95% Traditional cash on cash: 7.18% Airbnb Rental Income: $1840 Traditional Rental Income: $1798 Airbnb ROI: 4.95% Traditional ROI: 7.18%
632 Sandy Hook Road Paoli, IN Discover this 2-bedroom, 1-bath home on 1.45 acres right in town! Fully remodeled in 2021,...	2 beds \| 1 baths \| 1,086 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $1066 Airbnb ROI: N/A Traditional ROI: 3.67%

Real Estate investment in Paoli, IN

There are 25 properties for sale in the city of Paoli . The median list price in Paoli is $199,500 and the average price per square foot is $128. In October 2025, the average monthly cash on cash return in Paoli is 9.00%. The average monthly rental income in Paoli is $1,930.

Paoli, IN Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 25 investment properties available for sale in Paoli.

In 2025, the best neighborhood to buy investment property is Paoli.

The ROI for Long-Term is higher than the Short-Term in Paoli with average rental income of $1,930.

Your search for investment property begins and ends here

Investment Property for Sale in Paoli, IN

6181 S Wild Meadows Ridge

Paoli, IN

2 beds | 1 baths | 1,200 sq.ft.

$135,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.2%

Airbnb Rental Income: $null

Traditional Rental Income: $943

Airbnb ROI: N/A

Traditional ROI: 5.2%

363 N Bennett

Paoli, IN

3 beds | 2 baths | 2,226 sq.ft.

$220,000

Airbnb cash on cash: 4.54%

Traditional cash on cash: 9.91%

Airbnb Rental Income: $1840

Traditional Rental Income: $2464

Airbnb ROI: 4.54%

Traditional ROI: 9.91%

316 Elm Street

Paoli, IN

2 beds | 2 baths | 1,131 sq.ft.

$239,999

Airbnb cash on cash: N/A

Traditional cash on cash: 5.51%

Airbnb Rental Income: $null

Traditional Rental Income: $1800

Airbnb ROI: N/A

Traditional ROI: 5.51%

319 Horton Avenue

Paoli, IN

2 beds | 1 baths | 840 sq.ft.

$154,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.51%

Airbnb Rental Income: $null

Traditional Rental Income: $1507

Airbnb ROI: N/A

Traditional ROI: 8.51%

1440 N State Road 37 Highway

Paoli, IN

3 beds | 1 baths | 1,260 sq.ft.

$159,900

Airbnb cash on cash: 6.36%

Traditional cash on cash: 9.75%

Airbnb Rental Income: $1840

Traditional Rental Income: $1861

Airbnb ROI: 6.36%

Traditional ROI: 9.75%

6365 S Wild Meadows Ridge Drive

Paoli, IN

1 beds | 2 baths | 1,295 sq.ft.

$205,000

Airbnb cash on cash: 3.28%

Traditional cash on cash: 7.44%

Airbnb Rental Income: $1572

Traditional Rental Income: $1930

Airbnb ROI: 3.28%

Traditional ROI: 7.44%

462 W Wilson Street

Paoli, IN

2 beds | 2 baths | 1,040 sq.ft.

$199,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.86%

Airbnb Rental Income: $null

Traditional Rental Income: $1801

Airbnb ROI: N/A

Traditional ROI: 7.86%

613 N Gospel Street

Paoli, IN

3 beds | 2 baths | 1,415 sq.ft.

$198,000

Airbnb cash on cash: 4.94%

Traditional cash on cash: 9.43%

Airbnb Rental Income: $1840

Traditional Rental Income: $2189

Airbnb ROI: 4.94%