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
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: 0.53% Traditional cash on cash: 9.59% Airbnb Rental Income: $992 Traditional Rental Income: $2718 Airbnb ROI: 0.53% Traditional ROI: 9.59%
10312 Liana Drive Dillsboro, IN Beautiful two-story home built in 2022 featuring charming covered front and back porches a...	3 beds \| 3 baths \| 1,694 sq.ft.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.16% Airbnb Rental Income: $null Traditional Rental Income: $2123 Airbnb ROI: N/A Traditional ROI: 4.16%
3027 S County Road 350 E Dillsboro, IN Country Living at it's finest offered by a Motivated Seller! This Updated 1996 Manufacture...	3 beds \| 2 baths \| 1,430 sq.ft.	$279,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.01% Airbnb Rental Income: $null Traditional Rental Income: $2255 Airbnb ROI: N/A Traditional ROI: 7.01%
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%
15100 US Highway 50 Dillsboro, IN Executive style 3 bedroom 2 full bathroom brick lined 5 acre estate. Enjoy two floors of l...	3 beds \| 2 baths \| 2,751 sq.ft.	$419,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.37% Airbnb Rental Income: $null Traditional Rental Income: $2531 Airbnb ROI: N/A Traditional ROI: 4.37%
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.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.79% Airbnb Rental Income: $null Traditional Rental Income: $2635 Airbnb ROI: N/A Traditional ROI: 7.79%
3500 S County Road 750 E Dillsboro, IN Park like setting! This 15 acre parcel has been used as a weekend retreat. 576 sq. ft. sin...	1 beds \| 1 baths \| 576 sq.ft.	$224,900	Airbnb cash on cash: -1.68% Traditional cash on cash: 4.17% Airbnb Rental Income: $380 Traditional Rental Income: $1372 Airbnb ROI: -1.68% Traditional ROI: 4.17%

Real Estate investment in Dillsboro, IN

There are 8 properties for sale in the city of Dillsboro . The median list price in Dillsboro is $279,900 and the average price per square foot is $160. In April 2026, the average monthly cash on cash return in Dillsboro is 4.00%. The average monthly rental income in Dillsboro is $2,123.

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

There are 8 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 $2,123.

Your search for investment property begins and ends here

Investment Property for Sale in Dillsboro, IN

9935 Front Street

Dillsboro, IN

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

$243,000

Airbnb cash on cash: 0.53%

Traditional cash on cash: 9.59%

Airbnb Rental Income: $992

Traditional Rental Income: $2718

Airbnb ROI: 0.53%

Traditional ROI: 9.59%

10312 Liana Drive

Dillsboro, IN

3 beds | 3 baths | 1,694 sq.ft.

$359,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.16%

Airbnb Rental Income: $null

Traditional Rental Income: $2123

Airbnb ROI: N/A

Traditional ROI: 4.16%

3027 S County Road 350 E

Dillsboro, IN

3 beds | 2 baths | 1,430 sq.ft.

$279,500

Airbnb cash on cash: N/A

Traditional cash on cash: 7.01%

Airbnb Rental Income: $null

Traditional Rental Income: $2255

Airbnb ROI: N/A

Traditional ROI: 7.01%

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%

15100 US Highway 50

Dillsboro, IN

3 beds | 2 baths | 2,751 sq.ft.

$419,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.37%

Airbnb Rental Income: $null

Traditional Rental Income: $2531

Airbnb ROI: N/A

Traditional ROI: 4.37%

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.

$279,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.79%

Airbnb Rental Income: $null

Traditional Rental Income: $2635

Airbnb ROI: N/A

Traditional ROI: 7.79%

3500 S County Road 750 E

Dillsboro, IN

1 beds | 1 baths | 576 sq.ft.

$224,900

Airbnb cash on cash: -1.68%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $380

Traditional Rental Income: $1372

Airbnb ROI: -1.68%