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
515 S Oak St Paoli, IN This 3 bedroom 2 bath home has the modern flair you are looking for. Master suite with wal...	3 beds \| 2 baths \| 1,080 sq.ft.	$129,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.27% Airbnb Rental Income: $null Traditional Rental Income: $1658 Airbnb ROI: N/A Traditional ROI: 11.27%
221 Elm St Paoli, IN CHARMING HISTORIC HOME SITUATED ON A MATURE LOT IN THE HEART OF TOWN * WALKING DISTANCE TO...	4 beds \| 2 baths \| 2,170 sq.ft.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.6% Airbnb Rental Income: $null Traditional Rental Income: $2266 Airbnb ROI: N/A Traditional ROI: 9.6%
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.	$440,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.18% Airbnb Rental Income: $null Traditional Rental Income: $1931 Airbnb ROI: N/A Traditional ROI: 3.18%
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.	$182,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.42% Airbnb Rental Income: $null Traditional Rental Income: $1477 Airbnb ROI: N/A Traditional ROI: 6.42%
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: N/A Traditional cash on cash: 6.91% Airbnb Rental Income: $null Traditional Rental Income: $1960 Airbnb ROI: N/A 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: 0.08% Traditional cash on cash: 8.58% Airbnb Rental Income: $796 Traditional Rental Income: $1930 Airbnb ROI: 0.08% 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.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.82% Airbnb Rental Income: $null Traditional Rental Income: $1801 Airbnb ROI: N/A Traditional ROI: 8.82%
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: N/A Traditional cash on cash: 9.06% Airbnb Rental Income: $null Traditional Rental Income: $2014 Airbnb ROI: N/A 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.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.23% Airbnb Rental Income: $null Traditional Rental Income: $3216 Airbnb ROI: N/A Traditional ROI: 8.23%
632 N Sandy Hook Road Paoli, IN Set on 1.45 acres within town limits that backs up to WalMart, this fully updated home giv...	2 beds \| 1 baths \| 1,086 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.61% Airbnb Rental Income: $null Traditional Rental Income: $1724 Airbnb ROI: N/A Traditional ROI: 7.61%
632 Sandy Hook Road Paoli, IN Set on 1.45 acres within town limits that backs up to WalMart, this fully updated home giv...	2 beds \| 1 baths \| 1,086 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.52% Airbnb Rental Income: $null Traditional Rental Income: $1707 Airbnb ROI: N/A Traditional ROI: 7.52%
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: 1.33% Traditional cash on cash: 6.76% Airbnb Rental Income: $796 Traditional Rental Income: $1241 Airbnb ROI: 1.33% 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: N/A Traditional cash on cash: 9.31% Airbnb Rental Income: $null Traditional Rental Income: $2525 Airbnb ROI: N/A 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%
4453 W Wild Cherry St Paoli, IN 4453 W Wild Cherry St, Paoli, IN 47454 \| Manufactured Home	1 beds \| 1 baths \| 430 sq.ft.	$75,000	Airbnb cash on cash: 3.31% Traditional cash on cash: 10.73% Airbnb Rental Income: $796 Traditional Rental Income: $1024 Airbnb ROI: 3.31% Traditional ROI: 10.73%
738 S Triangle Rd Paoli, IN 738 S Triangle Rd, Paoli, IN 47454 \| Single Family Residential	3 beds \| 2 baths \| 1,296 sq.ft.	$214,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.17% Airbnb Rental Income: $null Traditional Rental Income: $1725 Airbnb ROI: N/A Traditional ROI: 6.17%
274 W Faculty Dr Paoli, IN 274 W Faculty Dr, Paoli, IN 47454 \| Single Family Residential	4 beds \| 2 baths \| 1,248 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.05% Airbnb Rental Income: $null Traditional Rental Income: $1786 Airbnb ROI: N/A Traditional ROI: 8.05%
W Hospital Rd Paoli, IN W Hospital Rd, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$80,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 7% Airbnb Rental Income: $437 Traditional Rental Income: $789 Airbnb ROI: -0.8% Traditional ROI: 7%
0 Oakwood Ln Paoli, IN 0 Oakwood Ln, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$573,500	Airbnb cash on cash: -1.69% Traditional cash on cash: -0.54% Airbnb Rental Income: $437 Traditional Rental Income: $789 Airbnb ROI: -1.69% Traditional ROI: -0.54%
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: -1.64% Traditional cash on cash: -0.1% Airbnb Rental Income: $437 Traditional Rental Income: $789 Airbnb ROI: -1.64% Traditional ROI: -0.1%
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.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.65% Airbnb Rental Income: $null Traditional Rental Income: $2249 Airbnb ROI: N/A Traditional ROI: 9.65%
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.	$139,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.75% Airbnb Rental Income: $null Traditional Rental Income: $1862 Airbnb ROI: N/A Traditional ROI: 11.75%
947 W County Road 700 S Paoli, IN 947 W County Road 700 S, Paoli, IN 47454 \| Single Family Residential	3 beds \| 2 baths \| 880 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.28% Airbnb Rental Income: $null Traditional Rental Income: $1578 Airbnb ROI: N/A Traditional ROI: 5.28%
0 S Wildwood Blocks #4,9,10 Paoli, IN 0 S Wildwood Blocks #4,9,10, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$71,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 9.35% Airbnb Rental Income: $437 Traditional Rental Income: $887 Airbnb ROI: -0.76% Traditional ROI: 9.35%
0 S Wildwood Blocks #4, 9, 10 Paoli, IN 0 S Wildwood Blocks #4, 9, 10, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$71,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 9.35% Airbnb Rental Income: $437 Traditional Rental Income: $887 Airbnb ROI: -0.76% Traditional ROI: 9.35%
8925 S State Road 37 Paoli, IN 8925 S State Road 37, Paoli, IN 47454 \| Single Family Residential	2 beds \| 2 baths \| 1,200 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.06% Airbnb Rental Income: $null Traditional Rental Income: $1848 Airbnb ROI: N/A Traditional ROI: 6.06%
546 N Helm St Paoli, IN 546 N Helm St, Paoli, IN 47454 \| Single Family Residential	4 beds \| 2 baths \| 1,630 sq.ft.	$208,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.54% Airbnb Rental Income: $null Traditional Rental Income: $2149 Airbnb ROI: N/A Traditional ROI: 8.54%
242 Elm Street Paoli, IN This fully renovated 3-bedroom, 1-bath home offers modern updates in a highly convenient l...	3 beds \| 1 baths \| 1,752 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.23% Airbnb Rental Income: $null Traditional Rental Income: $1799 Airbnb ROI: N/A Traditional ROI: 8.23%
925 W Oakwood Ln Paoli, IN Welcome to this well-maintained and lovingly cared for 3-bedroom, 2.5-bath two-story brick...	5 beds \| 4 baths \| 4,496 sq.ft.	$1,325,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.27% Airbnb Rental Income: $null Traditional Rental Income: $3461 Airbnb ROI: N/A Traditional ROI: 1.27%
925 S St Rd 37 Paoli, IN 925 S St Rd 37, Paoli, IN 47454 \| Single Family Residential	3 beds \| 1 baths \| N/A	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.81% Airbnb Rental Income: $null Traditional Rental Income: $1566 Airbnb ROI: N/A Traditional ROI: 7.81%
1632 E County Road 375 S Paoli, IN 1632 E County Road 375 S, Paoli, IN 47454 \| Manufactured Home	3 beds \| 2 baths \| 1,604 sq.ft.	$260,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.72% Airbnb Rental Income: $null Traditional Rental Income: $1949 Airbnb ROI: N/A Traditional ROI: 5.72%
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: 1.6% Traditional cash on cash: 7.72% Airbnb Rental Income: $796 Traditional Rental Income: $1347 Airbnb ROI: 1.6% Traditional ROI: 7.72%
243 Josephine St Paoli, IN 243 Josephine St, Paoli, IN 47454 \| Single Family Residential	4 beds \| 1 baths \| 1,380 sq.ft.	$179,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.12% Airbnb Rental Income: $null Traditional Rental Income: $1791 Airbnb ROI: N/A Traditional ROI: 8.12%
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%
7855 S Cooks Chapel Road Paoli, IN Home like new inside and out with interior recently redone. Has approx 5 acres and very p...	3 beds \| 2 baths \| 2,016 sq.ft.	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.96% Airbnb Rental Income: $null Traditional Rental Income: $2377 Airbnb ROI: N/A Traditional ROI: 5.96%
310 W Main Street 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.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.8% Airbnb Rental Income: $null Traditional Rental Income: $2277 Airbnb ROI: N/A Traditional ROI: 9.8%
931 S Paoli Unionville Road Paoli, IN A Charming Bungalow, built in an era when craftsmanship mattered. 1-2 Bedroom, it is up to...	1 beds \| 1 baths \| 880 sq.ft.	$120,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 8.42% Airbnb Rental Income: $796 Traditional Rental Income: $1319 Airbnb ROI: 1.12% Traditional ROI: 8.42%
835 S County Rd 460 W Paoli, IN 835 S County Rd 460 W, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$450,000	Airbnb cash on cash: -1.65% Traditional cash on cash: 0.04% Airbnb Rental Income: $437 Traditional Rental Income: $887 Airbnb ROI: -1.65% Traditional ROI: 0.04%
188 E Pivot Point Road Paoli, IN This mini-farm sits on 6.5 acres in Southern Orange County and includes a pond and a barn....	3 beds \| 2 baths \| 2,016 sq.ft.	$174,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.06% Airbnb Rental Income: $null Traditional Rental Income: $2316 Airbnb ROI: N/A Traditional ROI: 11.06%
1147 N Gospel St Paoli, IN 1147 N Gospel St, Paoli, IN 47454 \| Other	N/A beds \| N/A baths \| N/A	$390,000	Airbnb cash on cash: -1.62% Traditional cash on cash: 0.33% Airbnb Rental Income: $437 Traditional Rental Income: $887 Airbnb ROI: -1.62% Traditional ROI: 0.33%

Real Estate investment in Paoli, IN

There are 45 properties for sale in the city of Paoli . The median list price in Paoli is $235,000 and the average price per square foot is $127. In May 2026, the average monthly cash on cash return in Paoli is 9.00%. The average monthly rental income in Paoli is $1,724.

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

There are 45 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

515 S Oak St

Paoli, IN

3 beds | 2 baths | 1,080 sq.ft.

$129,900

Airbnb cash on cash: N/A

Traditional cash on cash: 11.27%

Airbnb Rental Income: $null

Traditional Rental Income: $1658

Airbnb ROI: N/A

Traditional ROI: 11.27%

221 Elm St

Paoli, IN

4 beds | 2 baths | 2,170 sq.ft.

$200,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.6%

Airbnb Rental Income: $null

Traditional Rental Income: $2266

Airbnb ROI: N/A

Traditional ROI: 9.6%

4670 W County Road 640 Rd S

Paoli, IN

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

$440,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.18%

Airbnb Rental Income: $null

Traditional Rental Income: $1931

Airbnb ROI: N/A

Traditional ROI: 3.18%

203 NE 1st St

Paoli, IN

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

$182,500

Airbnb cash on cash: N/A

Traditional cash on cash: 6.42%

Airbnb Rental Income: $null

Traditional Rental Income: $1477

Airbnb ROI: N/A

Traditional ROI: 6.42%

118 W Thornton Street

Paoli, IN

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

$245,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.91%

Airbnb Rental Income: $null

Traditional Rental Income: $1960

Airbnb ROI: N/A

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: 0.08%

Traditional cash on cash: 8.58%

Airbnb Rental Income: $796

Traditional Rental Income: $1930

Airbnb ROI: 0.08%

Traditional ROI: 8.58%

462 W Wilson Street

Paoli, IN

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

$179,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.82%

Airbnb Rental Income: $null

Traditional Rental Income: $1801

Airbnb ROI: N/A

Traditional ROI: 8.82%

245 S Gospel Street

Paoli, IN

3 beds | 2 baths | 1,300 sq.ft.

$179,999

Airbnb cash on cash: N/A

Traditional cash on cash: 9.06%

Airbnb Rental Income: $null

Traditional Rental Income: $2014

Airbnb ROI: N/A