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
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.	$205,000	Airbnb cash on cash: 5.28% Traditional cash on cash: 5.73% Airbnb Rental Income: $1906 Traditional Rental Income: $1487 Airbnb ROI: 5.28% Traditional ROI: 5.73%
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%
118 W Thornton Street Paoli, IN Check out this beautiful fully updated 3-bedroom, 2-bath home situated on a .34-acre in-to...	3 beds \| 2 baths \| 1,192 sq.ft.	$245,000	Airbnb cash on cash: 4.49% Traditional cash on cash: 6.91% Airbnb Rental Income: $1906 Traditional Rental Income: $1960 Airbnb ROI: 4.49% Traditional ROI: 6.91%
6365 S Wild Meadows Ridge Drive Paoli, IN Step into this beautifully crafted 2023 new build that blends modern style with everyday f...	1 beds \| 2 baths \| 1,295 sq.ft.	$179,900	Airbnb cash on cash: 2.96% Traditional cash on cash: 8.58% Airbnb Rental Income: $1388 Traditional Rental Income: $1930 Airbnb ROI: 2.96% Traditional ROI: 8.58%
462 W Wilson Street Paoli, IN Brand NEW 2-Bed, 2-Bath Home with Luxury Finishes on quiet street This newly built 2-bedro...	2 beds \| 2 baths \| 1,040 sq.ft.	$184,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.56% Airbnb Rental Income: $null Traditional Rental Income: $1801 Airbnb ROI: N/A Traditional ROI: 8.56%
245 S Gospel Street Paoli, IN OPEN HOUSE Tuesday October 7th, 3:00 - 5:00pm Charming 3-Bedroom Home in the Heart of Paol...	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%
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.	$140,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.2% Airbnb Rental Income: $null Traditional Rental Income: $1629 Airbnb ROI: N/A Traditional ROI: 10.2%
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%
815 S Ridgecrest Lane Paoli, IN A rare opportunity to own a property with separate additional living quarters, ideal for m...	4 beds \| 3 baths \| 2,968 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.86% Airbnb Rental Income: $null Traditional Rental Income: $3391 Airbnb ROI: N/A Traditional ROI: 9.86%
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%
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: 9.15% Airbnb Rental Income: $1906 Traditional Rental Income: $2249 Airbnb ROI: 4.89% Traditional ROI: 9.15%
400 SE 2nd Street Paoli, IN Discover the charm of this Bungalow style home on a large corner lot, a single-family resi...	3 beds \| 1 baths \| 1,287 sq.ft.	$144,900	Airbnb cash on cash: 7.91% Traditional cash on cash: 8.75% Airbnb Rental Income: $1906 Traditional Rental Income: $1516 Airbnb ROI: 7.91% Traditional ROI: 8.75%
6240 S Wild Meadow Ridge Paoli, IN Move-In Ready and ready for you to call your own all while being close to PATOKA LAKE! Min...	3 beds \| 2 baths \| 1,428 sq.ft.	$135,000	Airbnb cash on cash: 8.87% Traditional cash on cash: 9.77% Airbnb Rental Income: $1906 Traditional Rental Income: $1516 Airbnb ROI: 8.87% Traditional ROI: 9.77%
302 Josephine Street Paoli, IN Welcome to this beautifully updated home featuring soaring ceilings that create a bright, ...	3 beds \| 2 baths \| 1,354 sq.ft.	$165,000	Airbnb cash on cash: 7.05% Traditional cash on cash: 7.79% Airbnb Rental Income: $1906 Traditional Rental Income: $1516 Airbnb ROI: 7.05% Traditional ROI: 7.79%
925 W Oakwood Lane Paoli, IN Welcome to this well-maintained and lovingly cared for 3-bedroom, 2.5-bath two-story brick...	4 beds \| 4 baths \| 4,496 sq.ft.	$1,325,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.09% Airbnb Rental Income: $null Traditional Rental Income: $1780 Airbnb ROI: N/A Traditional ROI: -0.09%
1161 Cindy Kay Drive Paoli, IN Beautifully maintained 3-bedroom, 2-bath home situated on a spacious rural setting offerin...	3 beds \| 2 baths \| 1,122 sq.ft.	$210,000	Airbnb cash on cash: 5.32% Traditional cash on cash: 7.95% Airbnb Rental Income: $1906 Traditional Rental Income: $1923 Airbnb ROI: 5.32% Traditional ROI: 7.95%
400 Josephine Street Paoli, IN Charming and cozy 1 bedroom, 1 bath home full of character! This property offers the perfe...	1 beds \| 1 baths \| 1,172 sq.ft.	$149,000	Airbnb cash on cash: 5.06% Traditional cash on cash: 4.05% Airbnb Rental Income: $1388 Traditional Rental Income: $824 Airbnb ROI: 5.06% Traditional ROI: 4.05%
8925 S State Rd 37 Road Paoli, IN We know that you have been looking and waiting for this listing to appear. Here it is!!! I...	2 beds \| 2 baths \| 1,200 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.67% Airbnb Rental Income: $null Traditional Rental Income: $2106 Airbnb ROI: N/A Traditional ROI: 7.67%

Real Estate investment in Paoli, IN

There are 20 properties for sale in the city of Paoli . The median list price in Paoli is $470,000 and the average price per square foot is $234. In March 2026, 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 20 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 $1,930.

Your search for investment property begins and ends here

Investment Property for Sale in Paoli, IN

1007 N Cook Street

Paoli, IN

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

$205,000

Airbnb cash on cash: 5.28%

Traditional cash on cash: 5.73%

Airbnb Rental Income: $1906

Traditional Rental Income: $1487

Airbnb ROI: 5.28%

Traditional ROI: 5.73%

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%

118 W Thornton Street

Paoli, IN

3 beds | 2 baths | 1,192 sq.ft.

$245,000

Airbnb cash on cash: 4.49%

Traditional cash on cash: 6.91%

Airbnb Rental Income: $1906

Traditional Rental Income: $1960

Airbnb ROI: 4.49%

Traditional ROI: 6.91%

6365 S Wild Meadows Ridge Drive

Paoli, IN

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

$179,900

Airbnb cash on cash: 2.96%

Traditional cash on cash: 8.58%

Airbnb Rental Income: $1388

Traditional Rental Income: $1930

Airbnb ROI: 2.96%

Traditional ROI: 8.58%

462 W Wilson Street

Paoli, IN

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

$184,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.56%

Airbnb Rental Income: $null

Traditional Rental Income: $1801

Airbnb ROI: N/A

Traditional ROI: 8.56%

245 S Gospel Street

Paoli, IN

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%

1637 S County Road 675 E

Paoli, IN

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

2 beds | 1 baths | 924 sq.ft.

$140,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.2%

Airbnb Rental Income: $null

Traditional Rental Income: $1629

Airbnb ROI: N/A