Real Estate Investment Properties for Sale in Dillsboro, IN

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
12508 Lenover Street Dillsboro, IN Charming and move-in ready, this 3 bedroom, 1 bathroom home in the heart of Dillsboro offe...	3 beds \| 1 baths \| 1,006 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.54% Airbnb Rental Income: $null Traditional Rental Income: $1677 Airbnb ROI: N/A Traditional ROI: 6.54%
9935 Front Street Dillsboro, IN Charming and spacious 4 bed, 2 bath home sitting on a larger CORNER lot! This well-maintai...	4 beds \| 2 baths \| 2,644 sq.ft.	$243,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 9.59% Airbnb Rental Income: $1388 Traditional Rental Income: $2718 Airbnb ROI: 1.97% Traditional ROI: 9.59%
13315 W Adams Street Dillsboro, IN This is the one! Beautiful Rolling Ranch in Dillsboro! This well-maintained 3-bedroom, 2 f...	3 beds \| 2 baths \| 2,293 sq.ft.	$290,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.92% Airbnb Rental Income: $null Traditional Rental Income: $1633 Airbnb ROI: N/A Traditional ROI: 3.92%
15998 Burke Benning Road Dillsboro, IN Step into the charm of this beautifully updated 1940s farmhouse on 6.07 mostly wooded acre...	2 beds \| 1 baths \| 1,036 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.85% Airbnb Rental Income: $null Traditional Rental Income: $1628 Airbnb ROI: N/A Traditional ROI: 3.85%
0 US 50 Dillsboro, IN 0 US 50, Dillsboro, IN 47018 \| Other	N/A beds \| N/A baths \| N/A	$1,850,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.37% Airbnb Rental Income: $null Traditional Rental Income: $903 Airbnb ROI: N/A Traditional ROI: -1.37%
10043 Front Street Dillsboro, IN Spacious 5-bedroom, 2-bath home located in town with plenty of room to grow! This property...	5 beds \| 2 baths \| 2,108 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.93% Airbnb Rental Income: $null Traditional Rental Income: $2635 Airbnb ROI: N/A Traditional ROI: 8.93%
1632 S State Road 101 Dillsboro, IN 4.7 acres in a high visibility location at the intersection of US 50 & SR 101 with a daily...	N/A beds \| N/A baths \| N/A	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.86% Airbnb Rental Income: $null Traditional Rental Income: $1516 Airbnb ROI: N/A Traditional ROI: 1.86%
8489 State Route 262 Dillsboro, IN Spend your summer evenings sipping sweet tea on this Cracker Barrel like front porch! Firs...	3 beds \| 3 baths \| 2,388 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.49% Airbnb Rental Income: $null Traditional Rental Income: $2857 Airbnb ROI: N/A Traditional ROI: 8.49%
2607 S County Rd 750 E Dillsboro, IN Tucked away on over 4.5 private wooded acres, this spacious 4-bedroom, 2-bath home offers ...	4 beds \| 2 baths \| 2,550 sq.ft.	$350,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 6.8% Airbnb Rental Income: $1388 Traditional Rental Income: $2666 Airbnb ROI: 1.64% Traditional ROI: 6.8%
9553 State Road 62 Dillsboro, IN What an absolutely beautiful home with a truly stunning setting on 2.4 acres! This spaciou...	3 beds \| 2 baths \| 4,018 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.42% Airbnb Rental Income: $null Traditional Rental Income: $2430 Airbnb ROI: N/A Traditional ROI: 4.42%
0 Hartford Dillsboro, IN 0 Hartford, Dillsboro, IN 47018 \| Other	N/A beds \| N/A baths \| N/A	$420,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.24% Airbnb Rental Income: $null Traditional Rental Income: $912 Airbnb ROI: N/A Traditional ROI: 0.24%

Real Estate investment in Dillsboro, IN

There are 11 properties for sale in the city of Dillsboro . The median list price in Dillsboro is $269,761 and the average price per square foot is $126. In June 2026, the average monthly cash on cash return in Dillsboro is 7.00%. The average monthly rental income in Dillsboro is $1,677.

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

There are 11 investment properties available for sale in Dillsboro.

In 2026, the best neighborhood to buy investment property is Dillsboro.

The ROI for Long-Term is higher than the Short-Term in Dillsboro with average rental income of $1,677.

Your search for investment property begins and ends here

Investment Property for Sale in Dillsboro, IN

12508 Lenover Street

Dillsboro, IN

3 beds | 1 baths | 1,006 sq.ft.

$199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.54%

Airbnb Rental Income: $null

Traditional Rental Income: $1677

Airbnb ROI: N/A

Traditional ROI: 6.54%

9935 Front Street

Dillsboro, IN

4 beds | 2 baths | 2,644 sq.ft.

$243,000

Airbnb cash on cash: 1.97%

Traditional cash on cash: 9.59%

Airbnb Rental Income: $1388

Traditional Rental Income: $2718

Airbnb ROI: 1.97%

Traditional ROI: 9.59%

13315 W Adams Street

Dillsboro, IN

3 beds | 2 baths | 2,293 sq.ft.

$290,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.92%

Airbnb Rental Income: $null

Traditional Rental Income: $1633

Airbnb ROI: N/A

Traditional ROI: 3.92%

15998 Burke Benning Road

Dillsboro, IN

2 beds | 1 baths | 1,036 sq.ft.

$315,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.85%

Airbnb Rental Income: $null

Traditional Rental Income: $1628

Airbnb ROI: N/A

Traditional ROI: 3.85%

0 US 50

Dillsboro, IN

N/A beds | N/A baths | N/A

$1,850,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.37%

Airbnb Rental Income: $null

Traditional Rental Income: $903

Airbnb ROI: N/A

Traditional ROI: -1.37%

10043 Front Street

Dillsboro, IN

5 beds | 2 baths | 2,108 sq.ft.

$249,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.93%

Airbnb Rental Income: $null

Traditional Rental Income: $2635

Airbnb ROI: N/A

Traditional ROI: 8.93%

1632 S State Road 101

Dillsboro, IN

N/A beds | N/A baths | N/A

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.86%

Airbnb Rental Income: $null

Traditional Rental Income: $1516

Airbnb ROI: N/A

Traditional ROI: 1.86%

8489 State Route 262

Dillsboro, IN

3 beds | 3 baths | 2,388 sq.ft.

$295,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.49%

Airbnb Rental Income: $null

Traditional Rental Income: $2857

Airbnb ROI: N/A