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
4670 W County Road 640 Rd S Paoli, IN Lush green trees, big sky and over 8 acres of rural landscaped comfort. This Storybook Cap...	6 beds \| 3 baths \| 2,454 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.88% Airbnb Rental Income: $null Traditional Rental Income: $1931 Airbnb ROI: N/A Traditional ROI: 2.88%
249 Josephine St Paoli, IN	3 beds \| 2 baths \| 1,421 sq.ft.	$189,000	Airbnb cash on cash: 6.15% Traditional cash on cash: 8% Airbnb Rental Income: $1906 Traditional Rental Income: $1733 Airbnb ROI: 6.15% Traditional ROI: 8%
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.	$127,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.55% Airbnb Rental Income: $null Traditional Rental Income: $943 Airbnb ROI: N/A Traditional ROI: 5.55%
203 NE 1st St Paoli, IN Welcome Home! Step into this beautifully designed farmhouse, where a mix of charm and mode...	3 beds \| 2 baths \| 1,100 sq.ft.	$185,000	Airbnb cash on cash: 5.88% Traditional cash on cash: 6.32% Airbnb Rental Income: $1906 Traditional Rental Income: $1477 Airbnb ROI: 5.88% Traditional ROI: 6.32%
1007 N Cook Street Paoli, IN Discover this charming 3-bedroom, 1.5-bath home in Paoli, perfectly blending small-town co...	3 beds \| 2 baths \| 1,055 sq.ft.	$215,000	Airbnb cash on cash: 5% Traditional cash on cash: 5.43% Airbnb Rental Income: $1906 Traditional Rental Income: $1487 Airbnb ROI: 5% Traditional ROI: 5.43%
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%
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.	$189,900	Airbnb cash on cash: 2.76% Traditional cash on cash: 8.09% Airbnb Rental Income: $1388 Traditional Rental Income: $1930 Airbnb ROI: 2.76% Traditional ROI: 8.09%
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.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.31% Airbnb Rental Income: $null Traditional Rental Income: $1801 Airbnb ROI: N/A Traditional ROI: 8.31%
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.	$179,999	Airbnb cash on cash: 5.48% Traditional cash on cash: 9.06% Airbnb Rental Income: $1906 Traditional Rental Income: $2014 Airbnb ROI: 5.48% Traditional ROI: 9.06%
1058 N Sandy Hook Rd Paoli, IN This fully remodeled 5-bedroom, 3-full-bath home offers space, style, and comfort in an un...	4 beds \| 2 baths \| 3,344 sq.ft.	$359,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.75% Airbnb Rental Income: $null Traditional Rental Income: $3216 Airbnb ROI: N/A Traditional ROI: 7.75%
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.	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.01% Airbnb Rental Income: $null Traditional Rental Income: $1724 Airbnb ROI: N/A Traditional ROI: 7.01%
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.	$599,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 2.78% Airbnb Rental Income: $1906 Traditional Rental Income: $2360 Airbnb ROI: 1.06% Traditional ROI: 2.78%
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%
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: 5.42% Traditional cash on cash: 11.41% Airbnb Rental Income: $1906 Traditional Rental Income: $2535 Airbnb ROI: 5.42% Traditional ROI: 11.41%
1560 N Doe Valley Drive W Paoli, IN Hunterâs paradise with acreage to match! This 3-bedroom, 2-bath manufactured home sits o...	3 beds \| 2 baths \| 1,080 sq.ft.	$210,000	Airbnb cash on cash: 5.37% Traditional cash on cash: 7.37% Airbnb Rental Income: $1906 Traditional Rental Income: $1798 Airbnb ROI: 5.37% Traditional ROI: 7.37%
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.	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.93% Airbnb Rental Income: $null Traditional Rental Income: $1707 Airbnb ROI: N/A Traditional ROI: 6.93%
6382 Wild Greenwood Street Paoli, IN Escape to your own private retreat in the peaceful Wildwood Lake Shores Subdivision! Liste...	1 beds \| 1 baths \| 640 sq.ft.	$147,500	Airbnb cash on cash: 4.82% Traditional cash on cash: 6.76% Airbnb Rental Income: $1388 Traditional Rental Income: $1241 Airbnb ROI: 4.82% Traditional ROI: 6.76%
307 E Campbell Street Paoli, IN Completely renovated home in 2024, a True Stunner, in the heart of Paoli! Nothing has been...	3 beds \| 3 baths \| 1,647 sq.ft.	$235,000	Airbnb cash on cash: 4.25% Traditional cash on cash: 9.31% Airbnb Rental Income: $1906 Traditional Rental Income: $2525 Airbnb ROI: 4.25% Traditional ROI: 9.31%
1035 N Cook Street Paoli, IN Beautifully updated and set on approximately half an acre, this home offers the perfect bl...	3 beds \| 2 baths \| 1,355 sq.ft.	$214,900	Airbnb cash on cash: 5.03% Traditional cash on cash: 8.24% Airbnb Rental Income: $1906 Traditional Rental Income: $2052 Airbnb ROI: 5.03% Traditional ROI: 8.24%
774 S Thompson Lane Paoli, IN Like new home with newer metal roof a lot of new floor coverings and paint. Near School a...	3 beds \| 2 baths \| 2,464 sq.ft.	$379,900	Airbnb cash on cash: 2.17% Traditional cash on cash: 5% Airbnb Rental Income: $1906 Traditional Rental Income: $2411 Airbnb ROI: 2.17% Traditional ROI: 5%
815 S Ridgecrest Lane Paoli, IN This beautifully updated home offers flexible living space and modern finishes inside and ...	4 beds \| 3 baths \| 2,968 sq.ft.	$309,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.52% Airbnb Rental Income: $null Traditional Rental Income: $3391 Airbnb ROI: N/A Traditional ROI: 9.52%
363 N Bennett Street Paoli, IN Nestled on almost 1.5 ACRES, this Paoli home combines classic appeal with versatile living...	3 beds \| 2 baths \| 2,642 sq.ft.	$199,900	Airbnb cash on cash: 5.14% Traditional cash on cash: 10.41% Airbnb Rental Income: $1906 Traditional Rental Income: $2399 Airbnb ROI: 5.14% Traditional ROI: 10.41%
212 W Water St Paoli, IN 212 W Water St, Paoli, IN 47454 \| Single Family Residential	3 beds \| 2 baths \| 1,371 sq.ft.	$270,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 3.75% Airbnb Rental Income: $1906 Traditional Rental Income: $1516 Airbnb ROI: 3.29% Traditional ROI: 3.75%
4453 W Wild Cherry St Paoli, IN 4453 W Wild Cherry St, Paoli, IN 47454 \| Manufactured Home	1 beds \| 1 baths \| 430 sq.ft.	$85,000	Airbnb cash on cash: 8.66% Traditional cash on cash: 6.93% Airbnb Rental Income: $1388 Traditional Rental Income: $824 Airbnb ROI: 8.66% Traditional ROI: 6.93%
2772 N State Road 37 Paoli, IN 2772 N State Road 37, Paoli, IN 47454 \| Single Family Residential	3 beds \| 2 baths \| 1,600 sq.ft.	$295,000	Airbnb cash on cash: 2.86% Traditional cash on cash: 5.41% Airbnb Rental Income: $1906 Traditional Rental Income: $2107 Airbnb ROI: 2.86% Traditional ROI: 5.41%
738 S Triangle Rd Paoli, IN 738 S Triangle Rd, Paoli, IN 47454 \| Single Family Residential	3 beds \| 2 baths \| 1,296 sq.ft.	$224,900	Airbnb cash on cash: 4.3% Traditional cash on cash: 4.84% Airbnb Rental Income: $1906 Traditional Rental Income: $1516 Airbnb ROI: 4.3% Traditional ROI: 4.84%
274 W Faculty Dr Paoli, IN 274 W Faculty Dr, Paoli, IN 47454 \| Single Family Residential	4 beds \| 2 baths \| 1,248 sq.ft.	$184,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.75% Airbnb Rental Income: $null Traditional Rental Income: $1780 Airbnb ROI: N/A Traditional ROI: 7.75%
733 S Triangle Rd Paoli, IN 733 S Triangle Rd, Paoli, IN 47454 \| Single Family Residential	2 beds \| 1 baths \| 1,082 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $1088 Airbnb ROI: N/A Traditional ROI: 3.96%
00 Daniel Ln Paoli, IN 00 Daniel Ln, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$199,000	Airbnb cash on cash: 0.97% Traditional cash on cash: 4.41% Airbnb Rental Income: $976 Traditional Rental Income: $1274 Airbnb ROI: 0.97% Traditional ROI: 4.41%
2 E East State Road 56 Paoli, IN 2 E East State Road 56, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$221,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.8% Airbnb Rental Income: $976 Traditional Rental Income: $1274 Airbnb ROI: 0.69% Traditional ROI: 3.8%
W Hospital Rd Paoli, IN W Hospital Rd, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$100,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 10.3% Airbnb Rental Income: $976 Traditional Rental Income: $1274 Airbnb ROI: 3.62% Traditional ROI: 10.3%
0 Oakwood Ln Paoli, IN 0 Oakwood Ln, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$698,500	Airbnb cash on cash: -1.03% Traditional cash on cash: -0.03% Airbnb Rental Income: $976 Traditional Rental Income: $1274 Airbnb ROI: -1.03% Traditional ROI: -0.03%
2398 E Us Highway 150 Paoli, IN 2398 E Us Highway 150, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$425,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 1.12% Airbnb Rental Income: $976 Traditional Rental Income: $1274 Airbnb ROI: -0.51% Traditional ROI: 1.12%
2 E State Road 56 Paoli, IN 2 E State Road 56, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$221,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.8% Airbnb Rental Income: $976 Traditional Rental Income: $1274 Airbnb ROI: 0.69% Traditional ROI: 3.8%
310 W Main Street Paoli, IN A rare opportunity to own a truly irreplaceable home where modern comfort meets authentic ...	3 beds \| 2 baths \| 1,896 sq.ft.	$210,000	Airbnb cash on cash: 4.89% Traditional cash on cash: 5.47% Airbnb Rental Income: $1906 Traditional Rental Income: $1516 Airbnb ROI: 4.89% Traditional ROI: 5.47%

Real Estate investment in Paoli, IN

There are 41 properties for sale in the city of Paoli . The median list price in Paoli is $224,900 and the average price per square foot is $119. In January 2026, the average monthly cash on cash return in Paoli is 8.00%. The average monthly rental income in Paoli is $1,724.

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

There are 41 investment properties available for sale in Paoli.

In 2026, 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 $1,724.

Your search for investment property begins and ends here

Investment Property for Sale in Paoli, IN

4670 W County Road 640 Rd S

Paoli, IN

6 beds | 3 baths | 2,454 sq.ft.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1931

Airbnb ROI: N/A

Traditional ROI: 2.88%

249 Josephine St

Paoli, IN

3 beds | 2 baths | 1,421 sq.ft.

$189,000

Airbnb cash on cash: 6.15%

Traditional cash on cash: 8%

Airbnb Rental Income: $1906

Traditional Rental Income: $1733

Airbnb ROI: 6.15%

Traditional ROI: 8%

6181 S Wild Meadows Ridge

Paoli, IN

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

$127,500

Airbnb cash on cash: N/A

Traditional cash on cash: 5.55%

Airbnb Rental Income: $null

Traditional Rental Income: $943

Airbnb ROI: N/A

Traditional ROI: 5.55%

203 NE 1st St

Paoli, IN

3 beds | 2 baths | 1,100 sq.ft.

$185,000

Airbnb cash on cash: 5.88%

Traditional cash on cash: 6.32%

Airbnb Rental Income: $1906

Traditional Rental Income: $1477

Airbnb ROI: 5.88%

Traditional ROI: 6.32%

1007 N Cook Street

Paoli, IN

3 beds | 2 baths | 1,055 sq.ft.

$215,000

Airbnb cash on cash: 5%

Traditional cash on cash: 5.43%

Airbnb Rental Income: $1906

Traditional Rental Income: $1487

Airbnb ROI: 5%

Traditional ROI: 5.43%

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%

6365 S Wild Meadows Ridge Drive

Paoli, IN

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

$189,900

Airbnb cash on cash: 2.76%

Traditional cash on cash: 8.09%

Airbnb Rental Income: $1388

Traditional Rental Income: $1930

Airbnb ROI: 2.76%