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%
509 Washington Ave Paintsville, KY This large 4 bedroom, 2.5 bath home offers formal living and dining rooms, den, and first-...	5 beds \| N/A baths \| 2,788 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.89% Airbnb Rental Income: $null Traditional Rental Income: $2336 Airbnb ROI: N/A Traditional ROI: 10.89%
305 Euclid Avenue Paintsville, KY Welcome to downtown living at its finest! This stunning 3-bedroom, 2.5-bath home offers th...	3 beds \| 3 baths \| 2,160 sq.ft.	$275,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 5.97% Airbnb Rental Income: $1349 Traditional Rental Income: $2122 Airbnb ROI: 1.4% Traditional ROI: 5.97%
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: 4.66% Traditional cash on cash: 8.81% Airbnb Rental Income: $1349 Traditional Rental Income: $1521 Airbnb ROI: 4.66% 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: 3.43% Traditional cash on cash: 3.33% Airbnb Rental Income: $1349 Traditional Rental Income: $919 Airbnb ROI: 3.43% Traditional ROI: 3.33%
41 Woodland Estates Paintsville, KY Conveniently located just minutes from town, this spacious 3 bedroom, 3 bathroom home offe...	3 beds \| 3 baths \| N/A	$215,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 7.21% Airbnb Rental Income: $1349 Traditional Rental Income: $1940 Airbnb ROI: 2.28% Traditional ROI: 7.21%
212 Jennifer Dr Paintsville, KY A charming starter home or an ideal investment opportunity! Home has recently had numerous...	2 beds \| N/A baths \| 960 sq.ft.	$99,500	Airbnb cash on cash: N/A Traditional cash on cash: 9.35% Airbnb Rental Income: $null Traditional Rental Income: $1176 Airbnb ROI: N/A Traditional ROI: 9.35%
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: 1.09% Traditional cash on cash: 7.03% Airbnb Rental Income: $1349 Traditional Rental Income: $2885 Airbnb ROI: 1.09% 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.	$295,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 8.06% Airbnb Rental Income: $1349 Traditional Rental Income: $2708 Airbnb ROI: 1.68% Traditional ROI: 8.06%
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: 2.53% Traditional cash on cash: 8.54% Airbnb Rental Income: $1349 Traditional Rental Income: $2294 Airbnb ROI: 2.53% Traditional ROI: 8.54%
509 William Henry Dixon Blvd Paintsville, KY Great location!! This spacious home features 3 bedrooms, 2 half baths, 1 full bath and a ...	3 beds \| 3 baths \| N/A	$178,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 9.93% Airbnb Rental Income: $1349 Traditional Rental Income: $2090 Airbnb ROI: 3.12% Traditional ROI: 9.93%
525 College St Paintsville, KY 525 College St, Paintsville, KY 41240 \| Single Family Residential	4 beds \| 2 baths \| 2,871 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.33% Airbnb Rental Income: $null Traditional Rental Income: $2356 Airbnb ROI: N/A Traditional ROI: 8.33%
1016 Maple St Paintsville, KY 1016 Maple St, Paintsville, KY 41240 \| Single Family Residential	2 beds \| 1 baths \| 903 sq.ft.	$119,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.67% Airbnb Rental Income: $null Traditional Rental Income: $1310 Airbnb ROI: N/A Traditional ROI: 8.67%
406 Lincoln Ave Paintsville, KY 406 Lincoln Ave, Paintsville, KY 41240 \| Single Family Residential	3 beds \| N/A baths \| 1,702 sq.ft.	$179,900	Airbnb cash on cash: 3.07% Traditional cash on cash: 9.89% Airbnb Rental Income: $1349 Traditional Rental Income: $2104 Airbnb ROI: 3.07% Traditional ROI: 9.89%
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.	$220,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 9.56% Airbnb Rental Income: $1349 Traditional Rental Income: $2472 Airbnb ROI: 2.19% Traditional ROI: 9.56%
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 TWO FOR THE PRICE OF ONE! This 3 bds, 1.5 bath home, living room, dining and kitchen. Th...	3 beds \| 2 baths \| 1,092 sq.ft.	$150,000	Airbnb cash on cash: 4.01% Traditional cash on cash: 11.56% Airbnb Rental Income: $1349 Traditional Rental Income: $2019 Airbnb ROI: 4.01% Traditional ROI: 11.56%
41 Woodland Paintsville, KY Conveniently located just minutes from town, this spacious 3 bedroom, 3 bathroom home offe...	3 beds \| 3 baths \| 2,200 sq.ft.	$215,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 11.19% Airbnb Rental Income: $1349 Traditional Rental Income: $2760 Airbnb ROI: 2.23% Traditional ROI: 11.19%
1136 1132 State St Paintsville, KY 1136 1132 State St, Paintsville, KY 41240 \| Single Family Residential	3 beds \| N/A baths \| N/A	$198,500	Airbnb cash on cash: 2.62% Traditional cash on cash: 6.93% Airbnb Rental Income: $1349 Traditional Rental Income: $1747 Airbnb ROI: 2.62% Traditional ROI: 6.93%
00 Chestnut Road- Whitehouse Rd Paintsville, KY 00 Chestnut Road- Whitehouse Rd, Paintsville, KY 41240 \| Other	N/A beds \| N/A baths \| N/A	$149,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.22% Airbnb Rental Income: $null Traditional Rental Income: $959 Airbnb ROI: N/A Traditional ROI: 4.22%
816 FM Stafford Paintsville, KY Prime investment opportunity in Paintsville, KY! This nearly 13,000 SF commercial building...	1 beds \| 3 baths \| 13,380 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.49% Airbnb Rental Income: $null Traditional Rental Income: $2270 Airbnb ROI: N/A Traditional ROI: 1.49%
745 Court St Paintsville, KY 745 Court St, Paintsville, KY 41240 \| Single Family Residential	3 beds \| 2 baths \| N/A	$199,900	Airbnb cash on cash: 2.59% Traditional cash on cash: 8.55% Airbnb Rental Income: $1349 Traditional Rental Income: $2067 Airbnb ROI: 2.59% Traditional ROI: 8.55%

Real Estate investment in Paintsville, KY

There are 23 properties for sale in the city of Paintsville . The median list price in Paintsville is $175,210 and the average price per square foot is $69. In June 2026, the average monthly cash on cash return in Paintsville is 9.00%. The average monthly rental income in Paintsville is $2,113.

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

There are 23 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 $2,113.

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%

509 Washington Ave

Paintsville, KY

5 beds | N/A baths | 2,788 sq.ft.

$185,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.89%

Airbnb Rental Income: $null

Traditional Rental Income: $2336

Airbnb ROI: N/A

Traditional ROI: 10.89%

305 Euclid Avenue

Paintsville, KY

3 beds | 3 baths | 2,160 sq.ft.

$275,000

Airbnb cash on cash: 1.4%

Traditional cash on cash: 5.97%

Airbnb Rental Income: $1349

Traditional Rental Income: $2122

Airbnb ROI: 1.4%

Traditional ROI: 5.97%

817 Walnut Avenue

Paintsville, KY

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

$147,500

Airbnb cash on cash: 4.66%

Traditional cash on cash: 8.81%

Airbnb Rental Income: $1349

Traditional Rental Income: $1521

Airbnb ROI: 4.66%

Traditional ROI: 8.81%

3919 KY-40

Paintsville, KY

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

$167,000

Airbnb cash on cash: 3.43%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $1349

Traditional Rental Income: $919

Airbnb ROI: 3.43%

Traditional ROI: 3.33%

41 Woodland Estates

Paintsville, KY

3 beds | 3 baths | N/A

$215,000

Airbnb cash on cash: 2.28%

Traditional cash on cash: 7.21%

Airbnb Rental Income: $1349

Traditional Rental Income: $1940

Airbnb ROI: 2.28%

Traditional ROI: 7.21%

212 Jennifer Dr

Paintsville, KY

2 beds | N/A baths | 960 sq.ft.

$99,500

Airbnb cash on cash: N/A

Traditional cash on cash: 9.35%

Airbnb Rental Income: $null

Traditional Rental Income: $1176

Airbnb ROI: N/A

Traditional ROI: 9.35%

490 Ponderosa Drive

Paintsville, KY

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

$349,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: 7.03%

Airbnb Rental Income: $1349

Traditional Rental Income: $2885

Airbnb ROI: 1.09%