Real Estate Investment Properties for Sale in Hillsboro, KY

Looking for investment property in Hillsboro, KY with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
96 Hay Drive Hillsboro, KY Welcome to this charming single-level home nestled in a quiet and peaceful neighborhood in...	3 beds \| 1 baths \| 1,697 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.05% Airbnb Rental Income: $null Traditional Rental Income: $1918 Airbnb ROI: N/A Traditional ROI: 10.05%
12352 Morehead Road Hillsboro, KY Welcome to this spacious 3-bedroom, 2 bath manufactured home situated on a nice 1.2 acre l...	3 beds \| 2 baths \| 1,568 sq.ft.	$164,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.03% Airbnb Rental Income: $null Traditional Rental Income: $2120 Airbnb ROI: N/A Traditional ROI: 11.03%
604 and 610 Sunset Road Hillsboro, KY Let me introduce you to this one of a kind versatile property! Take advantage of this exce...	3 beds \| 2 baths \| 2,376 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.13% Airbnb Rental Income: $null Traditional Rental Income: $2207 Airbnb ROI: N/A Traditional ROI: 2.13%
3454 Hillsboro Road Hillsboro, KY Spacious Amish-built home, offering a very peaceful setting on a two acre lot! This 4 or 5...	5 beds \| N/A baths \| 3,892 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.64% Airbnb Rental Income: $null Traditional Rental Income: $1997 Airbnb ROI: N/A Traditional ROI: 7.64%
2138 Mudsock Road Hillsboro, KY Discover 103 remarkable acres of usable, thoughtfully maintained Kentucky farmland offerin...	2 beds \| 2 baths \| 1,728 sq.ft.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.63% Airbnb Rental Income: $null Traditional Rental Income: $979 Airbnb ROI: N/A Traditional ROI: -0.63%
673 Crawford Bend Road Hillsboro, KY Discover peaceful country living with timeless charm in this lovely Cape Cod-style home se...	3 beds \| 2 baths \| 1,600 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.37% Airbnb Rental Income: $null Traditional Rental Income: $1287 Airbnb ROI: N/A Traditional ROI: 1.37%
8051 Hillsboro Road Hillsboro, KY Newly Renovated Farmhouse Special! Enjoy the simplicity of country living with all the ame...	3 beds \| 1 baths \| 1,568 sq.ft.	$164,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.47% Airbnb Rental Income: $null Traditional Rental Income: $1242 Airbnb ROI: N/A Traditional ROI: 5.47%
1475 Skaggs Lane Hillsboro, KY Beautiful 3-bedroom, 2-bath ranch home on 5.77 unrestricted acres in Hillsboro, KY! This p...	3 beds \| 2 baths \| 1,144 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.16% Airbnb Rental Income: $null Traditional Rental Income: $1932 Airbnb ROI: N/A Traditional ROI: 6.16%

Real Estate investment in Hillsboro, KY

There are 8 properties for sale in the city of Hillsboro . The median list price in Hillsboro is $529,750 and the average price per square foot is $260. In March 2026, the average monthly cash on cash return in Hillsboro is 6.00%. The average monthly rental income in Hillsboro is $1,913.

Hillsboro, KY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 8 investment properties available for sale in Hillsboro.

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

The ROI for Short-Term is higher than the Long-Term in Hillsboro with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Hillsboro, KY

96 Hay Drive

Hillsboro, KY

3 beds | 1 baths | 1,697 sq.ft.

$165,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.05%

Airbnb Rental Income: $null

Traditional Rental Income: $1918

Airbnb ROI: N/A

Traditional ROI: 10.05%

12352 Morehead Road

Hillsboro, KY

3 beds | 2 baths | 1,568 sq.ft.

$164,900

Airbnb cash on cash: N/A

Traditional cash on cash: 11.03%

Airbnb Rental Income: $null

Traditional Rental Income: $2120

Airbnb ROI: N/A

Traditional ROI: 11.03%

604 and 610 Sunset Road

Hillsboro, KY

3 beds | 2 baths | 2,376 sq.ft.

$699,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2207

Airbnb ROI: N/A

Traditional ROI: 2.13%

3454 Hillsboro Road

Hillsboro, KY

5 beds | N/A baths | 3,892 sq.ft.

$199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.64%

Airbnb Rental Income: $null

Traditional Rental Income: $1997

Airbnb ROI: N/A

Traditional ROI: 7.64%

2138 Mudsock Road

Hillsboro, KY

2 beds | 2 baths | 1,728 sq.ft.

$775,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.63%

Airbnb Rental Income: $null

Traditional Rental Income: $979

Airbnb ROI: N/A

Traditional ROI: -0.63%

673 Crawford Bend Road

Hillsboro, KY

3 beds | 2 baths | 1,600 sq.ft.

$395,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.37%

Airbnb Rental Income: $null

Traditional Rental Income: $1287

Airbnb ROI: N/A

Traditional ROI: 1.37%

8051 Hillsboro Road

Hillsboro, KY

3 beds | 1 baths | 1,568 sq.ft.

$164,500

Airbnb cash on cash: N/A

Traditional cash on cash: 5.47%

Airbnb Rental Income: $null

Traditional Rental Income: $1242

Airbnb ROI: N/A

Traditional ROI: 5.47%

1475 Skaggs Lane

Hillsboro, KY

3 beds | 2 baths | 1,144 sq.ft.

$249,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.16%

Airbnb Rental Income: $null

Traditional Rental Income: $1932

Airbnb ROI: N/A