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 3,00...	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%
637 William Henry Dixon Blvd Paintsville, KY Enjoy peaceful living while staying close to everything. This newly remodeled home offers ...	4 beds \| 2 baths \| 2,096 sq.ft.	$255,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.28% Airbnb Rental Income: $null Traditional Rental Income: $2291 Airbnb ROI: N/A Traditional ROI: 7.28%
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.	$265,000	Airbnb cash on cash: 2.77% Traditional cash on cash: 6.26% Airbnb Rental Income: $1724 Traditional Rental Income: $2122 Airbnb ROI: 2.77% Traditional ROI: 6.26%
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: 2.8% Traditional cash on cash: 8.06% Airbnb Rental Income: $1724 Traditional Rental Income: $2708 Airbnb ROI: 2.8% Traditional ROI: 8.06%
2731 E 40 Paintsville, KY IMMACULAT AND LOW MAINTANCE BRICK, RANCH! This home offers 3 bedrooms, 2 baths with a walk...	3 beds \| 2 baths \| 1,583 sq.ft.	$232,000	Airbnb cash on cash: 4.05% Traditional cash on cash: 8.82% Airbnb Rental Income: $1724 Traditional Rental Income: $2294 Airbnb ROI: 4.05% Traditional ROI: 8.82%
509 William Henry Dixon Blvd Paintsville, KY PRICE DROP!! Great location!! This spacious home features 3 bedrooms, 2 half baths, 1 full...	3 beds \| 3 baths \| 1,764 sq.ft.	$169,900	Airbnb cash on cash: 5.28% Traditional cash on cash: 10.48% Airbnb Rental Income: $1724 Traditional Rental Income: $2090 Airbnb ROI: 5.28% Traditional ROI: 10.48%
406 Lincoln Avenue Paintsville, KY WOW! WHAT A BUY! If you love outdoor activities then this is the one for you. Located acro...	3 beds \| 2 baths \| 1,715 sq.ft.	$159,900	Airbnb cash on cash: 5.71% Traditional cash on cash: 11.32% Airbnb Rental Income: $1724 Traditional Rental Income: $2104 Airbnb ROI: 5.71% Traditional ROI: 11.32%
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: 3.69% Traditional cash on cash: 9.56% Airbnb Rental Income: $1724 Traditional Rental Income: $2472 Airbnb ROI: 3.69% Traditional ROI: 9.56%
121 4th Paintsville, KY LOCATED ON THE CORNER OF ELM AND 4TH, in downtown Paintsville, you'll find this two- story...	4 beds \| 2 baths \| 2,326 sq.ft.	$339,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.94% Airbnb Rental Income: $null Traditional Rental Income: $2574 Airbnb ROI: N/A Traditional ROI: 5.94%
99 Woodland Ests Paintsville, KY 99 Woodland Ests, Paintsville, KY 41240 \| Single Family Residential	3 beds \| 2 baths \| 1,350 sq.ft.	$184,900	Airbnb cash on cash: 4.71% Traditional cash on cash: 8.49% Airbnb Rental Income: $1724 Traditional Rental Income: $1912 Airbnb ROI: 4.71% Traditional ROI: 8.49%
508 Lincoln Avenue Paintsville, KY EXECUTIVE HOME! Home offers three bedrooms, 2.5 baths - offering over 2600 sq. ft. with cu...	3 beds \| 3 baths \| 2,672 sq.ft.	$325,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 5.52% Airbnb Rental Income: $1724 Traditional Rental Income: $2345 Airbnb ROI: 1.93% Traditional ROI: 5.52%
725 Court Street Paintsville, KY More space, charm and flexibility than you'd ever expect from the curb! Tucked near the en...	4 beds \| 2 baths \| 1,961 sq.ft.	$234,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.46% Airbnb Rental Income: $null Traditional Rental Income: $2383 Airbnb ROI: N/A Traditional ROI: 8.46%
134 Frank Street Paintsville, KY Beautiful brick ranch located in the desirable Cross Creek Subdivision! This spacious 3 be...	3 beds \| 2 baths \| 1,936 sq.ft.	$369,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 4.19% Airbnb Rental Income: $1724 Traditional Rental Income: $2184 Airbnb ROI: 1.48% Traditional ROI: 4.19%
231 Pine Street Paintsville, KY Per the owner; this recently remodeled home has received all of the following updates: sub...	2 beds \| 1 baths \| 860 sq.ft.	$130,000	Airbnb cash on cash: 5.5% Traditional cash on cash: 8.65% Airbnb Rental Income: $1441 Traditional Rental Income: $1406 Airbnb ROI: 5.5% Traditional ROI: 8.65%
123 Woodland Estates Paintsville, KY Tucked away at the end of a dead-end road, 123 Woodland Estates in Paintsville, Kentucky o...	3 beds \| 2 baths \| 2,495 sq.ft.	$189,000	Airbnb cash on cash: 4.58% Traditional cash on cash: 8.37% Airbnb Rental Income: $1724 Traditional Rental Income: $1928 Airbnb ROI: 4.58% Traditional ROI: 8.37%
61 KY-321 Paintsville, KY Rare 1972 A-frame on approx. 11 acres. The great room is about 1,000 sq ft, with soaring c...	4 beds \| 2 baths \| 3,500 sq.ft.	$360,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.4% Airbnb Rental Income: $null Traditional Rental Income: $2207 Airbnb ROI: N/A Traditional ROI: 4.4%
123 Woodland Ests Paintsville, KY 123 Woodland Ests, Paintsville, KY 41240 \| Single Family Residential	3 beds \| 2 baths \| 1,375 sq.ft.	$189,000	Airbnb cash on cash: 4.58% Traditional cash on cash: 8.36% Airbnb Rental Income: $1724 Traditional Rental Income: $1927 Airbnb ROI: 4.58% Traditional ROI: 8.36%

Real Estate investment in Paintsville, KY

There are 17 properties for sale in the city of Paintsville . The median list price in Paintsville is $154,926 and the average price per square foot is $82. In November 2026, the average monthly cash on cash return in Paintsville is 8.00%. The average monthly rental income in Paintsville is $2,153.

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

There are 17 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 $2,153.

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%

637 William Henry Dixon Blvd

Paintsville, KY

4 beds | 2 baths | 2,096 sq.ft.

$255,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.28%

Airbnb Rental Income: $null

Traditional Rental Income: $2291

Airbnb ROI: N/A

Traditional ROI: 7.28%

305 Euclid Avenue

Paintsville, KY

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

$265,000

Airbnb cash on cash: 2.77%

Traditional cash on cash: 6.26%

Airbnb Rental Income: $1724

Traditional Rental Income: $2122

Airbnb ROI: 2.77%

Traditional ROI: 6.26%

515 Jasper Lane

Paintsville, KY

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

$295,000

Airbnb cash on cash: 2.8%

Traditional cash on cash: 8.06%

Airbnb Rental Income: $1724

Traditional Rental Income: $2708

Airbnb ROI: 2.8%

Traditional ROI: 8.06%

2731 E 40

Paintsville, KY

3 beds | 2 baths | 1,583 sq.ft.

$232,000

Airbnb cash on cash: 4.05%

Traditional cash on cash: 8.82%

Airbnb Rental Income: $1724

Traditional Rental Income: $2294

Airbnb ROI: 4.05%

Traditional ROI: 8.82%

509 William Henry Dixon Blvd

Paintsville, KY

3 beds | 3 baths | 1,764 sq.ft.

$169,900

Airbnb cash on cash: 5.28%

Traditional cash on cash: 10.48%

Airbnb Rental Income: $1724

Traditional Rental Income: $2090

Airbnb ROI: 5.28%

Traditional ROI: 10.48%

406 Lincoln Avenue

Paintsville, KY

3 beds | 2 baths | 1,715 sq.ft.

$159,900

Airbnb cash on cash: 5.71%

Traditional cash on cash: 11.32%

Airbnb Rental Income: $1724

Traditional Rental Income: $2104

Airbnb ROI: 5.71%

Traditional ROI: 11.32%

9969 State Hwy 581

Paintsville, KY

3 beds | 2 baths | 1,960 sq.ft.

$220,000

Airbnb cash on cash: 3.69%

Traditional cash on cash: 9.56%

Airbnb Rental Income: $1724

Traditional Rental Income: $2472

Airbnb ROI: 3.69%