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
525 County Farm Rd Tompkinsville, KY The perfect combination of rural rustic charm and modern amenities awaits you in this pict...	3 beds \| 2 baths \| 1,911 sq.ft.	$290,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.94% Airbnb Rental Income: $null Traditional Rental Income: $2603 Airbnb ROI: N/A Traditional ROI: 7.94%
403 N Jackson Street Tompkinsville, KY Charming 2-bedroom, 1-bath log cabin home in the heart of Tompkinsville! Enjoy the cozy ca...	2 beds \| 1 baths \| 912 sq.ft.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.82% Airbnb Rental Income: $null Traditional Rental Income: $1335 Airbnb ROI: N/A Traditional ROI: 8.82%
177 Warren Drive Tompkinsville, KY If you are looking for a house that is completely move-in ready, look no further! This ho...	3 beds \| 1 baths \| 1,275 sq.ft.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.15% Airbnb Rental Income: $null Traditional Rental Income: $1860 Airbnb ROI: N/A Traditional ROI: 8.15%
753 S Main Street Tompkinsville, KY Beautiful brick home in the city limits of Tompkinsville. This beautiful impressive house...	4 beds \| 4 baths \| 3,104 sq.ft.	$429,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.78% Airbnb Rental Income: $null Traditional Rental Income: $3395 Airbnb ROI: N/A Traditional ROI: 6.78%
353 Carl Benson Road Tompkinsville, KY Are you looking for that forever home that checks all the boxes without the hassle of buil...	5 beds \| 3 baths \| 2,840 sq.ft.	$579,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.61% Airbnb Rental Income: $null Traditional Rental Income: $2728 Airbnb ROI: N/A Traditional ROI: 3.61%
1259 N Magnolia St Tompkinsville, KY Welcome to your dream home, a stunning 4-bedroom oasis that offers elegance with comfort! ...	4 beds \| 4 baths \| N/A	$529,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.87% Airbnb Rental Income: $null Traditional Rental Income: $3689 Airbnb ROI: N/A Traditional ROI: 5.87%
749 Beautiful Home Rd Tompkinsville, KY Nestled on a 0.68+/- acre lot, this charming 3-bedroom brick residence is the perfect blen...	3 beds \| 2 baths \| N/A	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.4% Airbnb Rental Income: $null Traditional Rental Income: $1964 Airbnb ROI: N/A Traditional ROI: 6.4%
481 Old Edmonton Rd Tompkinsville, KY Step into a world of potential with this beautiful residence, nestled on a generous 4.73 +...	4 beds \| 6 baths \| N/A	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.7% Airbnb Rental Income: $null Traditional Rental Income: $5977 Airbnb ROI: N/A Traditional ROI: 11.7%

Real Estate investment in Tompkinsville, KY

There are 9 properties for sale in the city of Tompkinsville . The median list price in Tompkinsville is $200,000 and the average price per square foot is $116. In December 2025, the average monthly cash on cash return in Tompkinsville is 9.00%. The average monthly rental income in Tompkinsville is $2,092.

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

There are 9 investment properties available for sale in Tompkinsville.

In 2025, 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

525 County Farm Rd

Tompkinsville, KY

3 beds | 2 baths | 1,911 sq.ft.

$290,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.94%

Airbnb Rental Income: $null

Traditional Rental Income: $2603

Airbnb ROI: N/A

Traditional ROI: 7.94%

403 N Jackson Street

Tompkinsville, KY

2 beds | 1 baths | 912 sq.ft.

$130,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.82%

Airbnb Rental Income: $null

Traditional Rental Income: $1335

Airbnb ROI: N/A

Traditional ROI: 8.82%

177 Warren Drive

Tompkinsville, KY

3 beds | 1 baths | 1,275 sq.ft.

$200,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.15%

Airbnb Rental Income: $null

Traditional Rental Income: $1860

Airbnb ROI: N/A

Traditional ROI: 8.15%

753 S Main Street

Tompkinsville, KY

4 beds | 4 baths | 3,104 sq.ft.

$429,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.78%

Airbnb Rental Income: $null

Traditional Rental Income: $3395

Airbnb ROI: N/A

Traditional ROI: 6.78%

353 Carl Benson Road

Tompkinsville, KY

5 beds | 3 baths | 2,840 sq.ft.

$579,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.61%

Airbnb Rental Income: $null

Traditional Rental Income: $2728

Airbnb ROI: N/A

Traditional ROI: 3.61%

1259 N Magnolia St

Tompkinsville, KY

4 beds | 4 baths | N/A

$529,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.87%

Airbnb Rental Income: $null

Traditional Rental Income: $3689

Airbnb ROI: N/A

Traditional ROI: 5.87%

749 Beautiful Home Rd

Tompkinsville, KY

3 beds | 2 baths | N/A

$259,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.4%

Airbnb Rental Income: $null

Traditional Rental Income: $1964

Airbnb ROI: N/A

Traditional ROI: 6.4%

481 Old Edmonton Rd

Tompkinsville, KY

4 beds | 6 baths | N/A

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.7%

Airbnb Rental Income: $null

Traditional Rental Income: $5977

Airbnb ROI: N/A