Real Estate Investment Properties for Sale in Tompkinsville, KY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
427 Jack Hunt Rd Tompkinsville, KY Better than new 3 Bed/ 2 Bath home with wonderful country setting. extremely well-cared fo...	3 beds \| 2 baths \| 1,288 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.75% Airbnb Rental Income: $null Traditional Rental Income: $1925 Airbnb ROI: N/A Traditional ROI: 6.75%
395 Clark Ests Tompkinsville, KY HUGE PRICE REDUCED TO $235,000 This is country living at its finest with this beautifully ...	4 beds \| 2 baths \| 2,112 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.75% Airbnb Rental Income: $null Traditional Rental Income: $2449 Airbnb ROI: N/A Traditional ROI: 8.75%
168 Persimmon Kesslar Ridge Rd Tompkinsville, KY Absolutely beautiful piece of property. This 5 year old home has everything your looking ...	3 beds \| 3 baths \| 3,200 sq.ft.	$539,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.15% Airbnb Rental Income: $null Traditional Rental Income: $2611 Airbnb ROI: N/A Traditional ROI: 3.15%
9 Poplar Hill Subdivision Tompkinsville, KY Conveniently located and COMPLETELY renovated! All new insulation, plumbing & wiring, new ...	2 beds \| 1 baths \| 1,312 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.69% Airbnb Rental Income: $null Traditional Rental Income: $1726 Airbnb ROI: N/A Traditional ROI: 7.69%
69 AC Radio Station Rd Tompkinsville, KY 69 AC Radio Station Rd, Tompkinsville, KY 42167 \| Other	N/A beds \| N/A baths \| 1,000 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.06% Airbnb Rental Income: $null Traditional Rental Income: $806 Airbnb ROI: N/A Traditional ROI: -0.06%
2588 Radio Station Road Tompkinsville, KY Very nice 2021 Modular home with approx. 2280 sq. ft. setting on 3.57 acres with nice deta...	3 beds \| 2 baths \| 2,280 sq.ft.	$239,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.73% Airbnb Rental Income: $null Traditional Rental Income: $2461 Airbnb ROI: N/A Traditional ROI: 8.73%

Real Estate investment in Tompkinsville, KY

There are 19 properties for sale in the city of Tompkinsville . The median list price in Tompkinsville is $179,900 and the average price per square foot is $106. In February 2026, the average monthly cash on cash return in Tompkinsville is 9.00%. The average monthly rental income in Tompkinsville is $1,878.

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

There are 19 investment properties available for sale in Tompkinsville.

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

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

Your search for investment property begins and ends here

Investment Property for Sale in Tompkinsville, KY

427 Jack Hunt Rd

Tompkinsville, KY

3 beds | 2 baths | 1,288 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.75%

Airbnb Rental Income: $null

Traditional Rental Income: $1925

Airbnb ROI: N/A

Traditional ROI: 6.75%

395 Clark Ests

Tompkinsville, KY

4 beds | 2 baths | 2,112 sq.ft.

$235,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.75%

Airbnb Rental Income: $null

Traditional Rental Income: $2449

Airbnb ROI: N/A

Traditional ROI: 8.75%

168 Persimmon Kesslar Ridge Rd

Tompkinsville, KY

3 beds | 3 baths | 3,200 sq.ft.

$539,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.15%

Airbnb Rental Income: $null

Traditional Rental Income: $2611

Airbnb ROI: N/A

Traditional ROI: 3.15%

9 Poplar Hill Subdivision

Tompkinsville, KY

2 beds | 1 baths | 1,312 sq.ft.

$179,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.69%

Airbnb Rental Income: $null

Traditional Rental Income: $1726

Airbnb ROI: N/A

Traditional ROI: 7.69%

69 AC Radio Station Rd

Tompkinsville, KY

N/A beds | N/A baths | 1,000 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.06%

Airbnb Rental Income: $null

Traditional Rental Income: $806

Airbnb ROI: N/A

Traditional ROI: -0.06%

2588 Radio Station Road

Tompkinsville, KY

3 beds | 2 baths | 2,280 sq.ft.

$239,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.73%

Airbnb Rental Income: $null

Traditional Rental Income: $2461

Airbnb ROI: N/A

Traditional ROI: 8.73%

Real Estate investment in Tompkinsville, KY

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

How many investment properties are available for sale in Tompkinsville?

Which neighborhoods in Tompkinsville to invest in 2026?

Long-Term vs. Short-Term Rentals in Tompkinsville, Kentucky: Which will earn the best returns?

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