Real Estate Investment Properties for Sale in Paintsville, KY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1162 Auxier Avenue Paintsville, KY What a find in the city of Paintsville! This large home boasts over 3600 square feet, 5 be...	5 beds \| 3 baths \| 3,647 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.53% Airbnb Rental Income: $null Traditional Rental Income: $2622 Airbnb ROI: N/A Traditional ROI: 11.53%
217 Robin Hill Rd Paintsville, KY 3-Bedroom, 2-Bath Home with Basement & New Roof This charming three-bedroom, two-bath home...	3 beds \| 2 baths \| 1,700 sq.ft.	$165,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 7.08% Airbnb Rental Income: $1317 Traditional Rental Income: $1498 Airbnb ROI: 3.33% Traditional ROI: 7.08%
111 Richmond Paintsville, KY Welcome to this spacious and inviting 4-bedroom, 2.5-bath home just a short walk from the ...	4 beds \| 3 baths \| N/A	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.78% Airbnb Rental Income: $null Traditional Rental Income: $2818 Airbnb ROI: N/A Traditional ROI: 6.78%
817 Walnut Avenue Paintsville, KY This home offers 3BRS, 1.5 Baths and a large great room, plus a spacious kitchen. Enjoy r...	3 beds \| 2 baths \| 1,152 sq.ft.	$169,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 7.6% Airbnb Rental Income: $1317 Traditional Rental Income: $1521 Airbnb ROI: 3.8% Traditional ROI: 7.6%
517 Walnut Avenue Paintsville, KY EXECUTIVE HOME!! located in Paintsville and offers approximately 4202 sq. ft of living spa...	5 beds \| 4 baths \| 4,202 sq.ft.	$570,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.67% Airbnb Rental Income: $null Traditional Rental Income: $3817 Airbnb ROI: N/A Traditional ROI: 5.67%
1005 Woodland Dr Paintsville, KY INVESTMENT OPPORTUNITY! Multi-use applications including residential apartments, offices, ...	6 beds \| 5 baths \| 10,500 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.35% Airbnb Rental Income: $null Traditional Rental Income: $5162 Airbnb ROI: N/A Traditional ROI: 8.35%
513 Washington Ave Paintsville, KY Seller to give $1000 towards closing cost and pre paids, termite warrenty to transfer to n...	2 beds \| 1 baths \| N/A	$149,999	Airbnb cash on cash: N/A Traditional cash on cash: 10.72% Airbnb Rental Income: $null Traditional Rental Income: $1780 Airbnb ROI: N/A Traditional ROI: 10.72%
306 FM Stafford Avenue Paintsville, KY NEW LISTING in PAINTSVILLE ! This 4 bedroom, 2 bath home has a fenced yard, a nice cover...	4 beds \| 2 baths \| 1,850 sq.ft.	$229,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.41% Airbnb Rental Income: $null Traditional Rental Income: $2408 Airbnb ROI: N/A Traditional ROI: 9.41%
490 Ponderosa Drive Paintsville, KY Beautiful 2 story with finished basement! Home boasts 4 bedrooms, 2.5 baths, hardwood floo...	4 beds \| 3 baths \| N/A	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.2% Airbnb Rental Income: $null Traditional Rental Income: $2885 Airbnb ROI: N/A Traditional ROI: 6.2%
525 College Paintsville, KY CITY LIVING! This home is located in a very nice residential area of Paintsville and offe...	4 beds \| 2 baths \| 2,871 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.48% Airbnb Rental Income: $null Traditional Rental Income: $2802 Airbnb ROI: N/A Traditional ROI: 10.48%
444 Margaret Heights Paintsville, KY An amazing one bedroom one bath home. With spectacular views and conveniently located in P...	1 beds \| 1 baths \| N/A	$109,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.34% Airbnb Rental Income: $null Traditional Rental Income: $1415 Airbnb ROI: N/A Traditional ROI: 11.34%
915 Dogwood Ln Paintsville, KY Charming Renovated Brick Ranch in Paintsville. This beautiful updated 3 bedroom, 2 bath br...	3 beds \| 2 baths \| N/A	$282,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 6.48% Airbnb Rental Income: $1317 Traditional Rental Income: $2306 Airbnb ROI: 1.22% Traditional ROI: 6.48%
515 Jasper Lane Paintsville, KY NEW LISTING! Located in a very nice neighborhood you will find this three bedroom, 2.5 bat...	3 beds \| 3 baths \| 2,064 sq.ft.	$359,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 6.47% Airbnb Rental Income: $1317 Traditional Rental Income: $2708 Airbnb ROI: 1.13% Traditional ROI: 6.47%
2731 40 Paintsville, KY IMMACULAT AND LOW MAINTANCE BRICK, RANCH! This home offers 3 bedrooms, 2 baths with a wal...	3 beds \| 2 baths \| 1,583 sq.ft.	$249,500	Airbnb cash on cash: 2.27% Traditional cash on cash: 8.15% Airbnb Rental Income: $1317 Traditional Rental Income: $2294 Airbnb ROI: 2.27% Traditional ROI: 8.15%

Real Estate investment in Paintsville, KY

There are 14 properties for sale in the city of Paintsville . The median list price in Paintsville is $214,000 and the average price per square foot is $73. In November 2025, the average monthly cash on cash return in Paintsville is 9.00%. The average monthly rental income in Paintsville is $2,310.

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

There are 14 investment properties available for sale in Paintsville.

In 2025, the best neighborhood to buy investment property is Paintsville.

The ROI for Long-Term is higher than the Short-Term in Paintsville with average rental income of $2,310.

Your search for investment property begins and ends here

Investment Property for Sale in Paintsville, KY

1162 Auxier Avenue

Paintsville, KY

5 beds | 3 baths | 3,647 sq.ft.

$199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.53%

Airbnb Rental Income: $null

Traditional Rental Income: $2622

Airbnb ROI: N/A

Traditional ROI: 11.53%

217 Robin Hill Rd

Paintsville, KY

3 beds | 2 baths | 1,700 sq.ft.

$165,000

Airbnb cash on cash: 3.33%

Traditional cash on cash: 7.08%

Airbnb Rental Income: $1317

Traditional Rental Income: $1498

Airbnb ROI: 3.33%

Traditional ROI: 7.08%

111 Richmond

Paintsville, KY

4 beds | 3 baths | N/A

$349,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.78%

Airbnb Rental Income: $null

Traditional Rental Income: $2818

Airbnb ROI: N/A

Traditional ROI: 6.78%

817 Walnut Avenue

Paintsville, KY

3 beds | 2 baths | 1,152 sq.ft.

$169,000

Airbnb cash on cash: 3.8%

Traditional cash on cash: 7.6%

Airbnb Rental Income: $1317

Traditional Rental Income: $1521

Airbnb ROI: 3.8%

Traditional ROI: 7.6%

517 Walnut Avenue

Paintsville, KY

5 beds | 4 baths | 4,202 sq.ft.

$570,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.67%

Airbnb Rental Income: $null

Traditional Rental Income: $3817

Airbnb ROI: N/A

Traditional ROI: 5.67%

1005 Woodland Dr

Paintsville, KY

6 beds | 5 baths | 10,500 sq.ft.

$575,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.35%

Airbnb Rental Income: $null

Traditional Rental Income: $5162

Airbnb ROI: N/A

Traditional ROI: 8.35%

513 Washington Ave

Paintsville, KY

2 beds | 1 baths | N/A

$149,999

Airbnb cash on cash: N/A

Traditional cash on cash: 10.72%

Airbnb Rental Income: $null

Traditional Rental Income: $1780

Airbnb ROI: N/A

Traditional ROI: 10.72%

306 FM Stafford Avenue

Paintsville, KY

4 beds | 2 baths | 1,850 sq.ft.

$229,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.41%

Airbnb Rental Income: $null

Traditional Rental Income: $2408

Airbnb ROI: N/A