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
132 Tulip Paintsville, KY CUSTOM BUILT HOME ABOUNDS W/ATTENTION TO DETAIL. This 4 bedroom, 2.5 bath offers over 3,0...	4 beds \| 3 baths \| 3,016 sq.ft.	$429,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $2661 Airbnb ROI: N/A Traditional ROI: 4.54%
2642 KY RT 1107 Paintsville, KY Location, Location, Location!! Located minutes from Paintsville ARH, town, and the golf co...	2 beds \| 1 baths \| 1,242 sq.ft.	$145,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.15% Airbnb Rental Income: $null Traditional Rental Income: $926 Airbnb ROI: N/A Traditional ROI: 4.15%
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.	$147,500	Airbnb cash on cash: 2.72% Traditional cash on cash: 8.81% Airbnb Rental Income: $1020 Traditional Rental Income: $1521 Airbnb ROI: 2.72% Traditional ROI: 8.81%
3919 KY-40 Paintsville, KY Move-in ready brick home located along KY 40 in the Meally area, offering a great mix of c...	3 beds \| 1 baths \| 1,040 sq.ft.	$167,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.33% Airbnb Rental Income: $1020 Traditional Rental Income: $919 Airbnb ROI: 1.71% Traditional ROI: 3.33%
490 Ponderosa Drive Paintsville, KY This is a beautiful family home- close to golf course, elementary school, churches, and do...	3 beds \| 3 baths \| 3,059 sq.ft.	$349,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 7.03% Airbnb Rental Income: $1020 Traditional Rental Income: $2885 Airbnb ROI: 0.25% Traditional ROI: 7.03%
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.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.95% Airbnb Rental Income: $null Traditional Rental Income: $2802 Airbnb ROI: N/A Traditional ROI: 10.95%
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: 0.39% Traditional cash on cash: 6.47% Airbnb Rental Income: $1020 Traditional Rental Income: $2708 Airbnb ROI: 0.39% 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.	$239,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 8.54% Airbnb Rental Income: $1020 Traditional Rental Income: $2294 Airbnb ROI: 1.31% Traditional ROI: 8.54%
124 Fourth St Paintsville, KY CHARMING SOUTHERN HOME FOR SALE Located in beautiful downtown Paintsville, this stunning 2...	3 beds \| 3 baths \| N/A	$229,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 10.77% Airbnb Rental Income: $1020 Traditional Rental Income: $2828 Airbnb ROI: 0.77% Traditional ROI: 10.77%
9969 State Hwy 581 Paintsville, KY Escape to peaceful country living with this beautifully updated 3 bedroom,2 bath home situ...	3 beds \| 2 baths \| 1,960 sq.ft.	$240,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 8.63% Airbnb Rental Income: $1020 Traditional Rental Income: $2472 Airbnb ROI: 0.65% Traditional ROI: 8.63%
27 Wetzel Drive Paintsville, KY This 4-bedroom, 2.5-bath home features a large bonus room perfect for a home office, playr...	4 beds \| 3 baths \| 2,134 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.61% Airbnb Rental Income: $null Traditional Rental Income: $2758 Airbnb ROI: N/A Traditional ROI: 8.61%
613 Washington Avenue Paintsville, KY JUST LISTED! This 3 bds, 1.5 bath home, living room, dining and kitchen. The detached g...	3 beds \| 2 baths \| 1,092 sq.ft.	$150,000	Airbnb cash on cash: 2.1% Traditional cash on cash: 11.56% Airbnb Rental Income: $1020 Traditional Rental Income: $2019 Airbnb ROI: 2.1% Traditional ROI: 11.56%
2642 Kentucky 1107 Paintsville, KY Location, Location, Location!! Located minutes from Paintsville ARH, town, and the golf co...	2 beds \| 1 baths \| 1,242 sq.ft.	$145,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.52% Airbnb Rental Income: $null Traditional Rental Income: $1805 Airbnb ROI: N/A Traditional ROI: 10.52%

Real Estate investment in Paintsville, KY

There are 14 properties for sale in the city of Paintsville . The median list price in Paintsville is $198,000 and the average price per square foot is $107. In May 2026, the average monthly cash on cash return in Paintsville is 9.00%. The average monthly rental income in Paintsville is $2,472.

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

There are 14 investment properties available for sale in Paintsville.

In 2026, 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 $2,472.

Your search for investment property begins and ends here

Investment Property for Sale in Paintsville, KY

132 Tulip

Paintsville, KY

4 beds | 3 baths | 3,016 sq.ft.

$429,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.54%

Airbnb Rental Income: $null

Traditional Rental Income: $2661

Airbnb ROI: N/A

Traditional ROI: 4.54%

2642 KY RT 1107

Paintsville, KY

2 beds | 1 baths | 1,242 sq.ft.

$145,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.15%

Airbnb Rental Income: $null

Traditional Rental Income: $926

Airbnb ROI: N/A

Traditional ROI: 4.15%

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.

$147,500

Airbnb cash on cash: 2.72%

Traditional cash on cash: 8.81%

Airbnb Rental Income: $1020

Traditional Rental Income: $1521

Airbnb ROI: 2.72%

Traditional ROI: 8.81%

3919 KY-40

Paintsville, KY

3 beds | 1 baths | 1,040 sq.ft.

$167,000

Airbnb cash on cash: 1.71%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $1020

Traditional Rental Income: $919

Airbnb ROI: 1.71%

Traditional ROI: 3.33%

490 Ponderosa Drive

Paintsville, KY

3 beds | 3 baths | 3,059 sq.ft.

$349,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 7.03%

Airbnb Rental Income: $1020

Traditional Rental Income: $2885

Airbnb ROI: 0.25%

Traditional ROI: 7.03%

525 College

Paintsville, KY

4 beds | 2 baths | 2,871 sq.ft.

$235,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.95%

Airbnb Rental Income: $null

Traditional Rental Income: $2802

Airbnb ROI: N/A

Traditional ROI: 10.95%

515 Jasper Lane

Paintsville, KY

3 beds | 3 baths | 2,064 sq.ft.

$359,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: 6.47%

Airbnb Rental Income: $1020

Traditional Rental Income: $2708

Airbnb ROI: 0.39%