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 \| 2 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 Ave Paintsville, KY Welcome to downtown living at its finest! This stunning 3-bedroom, 2.5-bath home offers th...	3 beds \| 2 baths \| 2,160 sq.ft.	$265,000	Airbnb cash on cash: 2.78% Traditional cash on cash: 6.26% Airbnb Rental Income: $1729 Traditional Rental Income: $2122 Airbnb ROI: 2.78% Traditional ROI: 6.26%
817 Walnut Avenue Paintsville, KY This home offers 3BRS, 1.5 Baths and a large great room, plus a spacious kitchen. Enjoy re...	3 beds \| 2 baths \| 1,152 sq.ft.	$147,500	Airbnb cash on cash: 6.9% Traditional cash on cash: 8.81% Airbnb Rental Income: $1729 Traditional Rental Income: $1521 Airbnb ROI: 6.9% 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: 5.42% Traditional cash on cash: 3.33% Airbnb Rental Income: $1729 Traditional Rental Income: $919 Airbnb ROI: 5.42% 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 \| 2,200 sq.ft.	$210,000	Airbnb cash on cash: 3.97% Traditional cash on cash: 7.42% Airbnb Rental Income: $1729 Traditional Rental Income: $1940 Airbnb ROI: 3.97% Traditional ROI: 7.42%
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%
525 College Paintsville, KY CITY LIVING! This home is located in a very nice residential area of Paintsville and offer...	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 Ln Paintsville, KY NEW LISTING! Located in a very nice neighborhood you will find this three bedroom, 2.5 bat...	3 beds \| 2 baths \| 2,064 sq.ft.	$295,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 8.06% Airbnb Rental Income: $1729 Traditional Rental Income: $2708 Airbnb ROI: 2.82% 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: 4.07% Traditional cash on cash: 8.82% Airbnb Rental Income: $1729 Traditional Rental Income: $2294 Airbnb ROI: 4.07% Traditional ROI: 8.82%
509 William Henry Dixon Blvd Paintsville, KY Great location!! This spacious home features 3 bedrooms, 2 half baths, 1 full bath and a b...	3 beds \| N/A baths \| 1,764 sq.ft.	$173,000	Airbnb cash on cash: 5.18% Traditional cash on cash: 10.26% Airbnb Rental Income: $1729 Traditional Rental Income: $2090 Airbnb ROI: 5.18% Traditional ROI: 10.26%
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 nice home in city limits	2 beds \| N/A baths \| 903 sq.ft.	$99,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.79% Airbnb Rental Income: $null Traditional Rental Income: $1310 Airbnb ROI: N/A Traditional ROI: 10.79%
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: 4.92% Traditional cash on cash: 9.89% Airbnb Rental Income: $1729 Traditional Rental Income: $2104 Airbnb ROI: 4.92% 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: 3.71% Traditional cash on cash: 9.56% Airbnb Rental Income: $1729 Traditional Rental Income: $2472 Airbnb ROI: 3.71% Traditional ROI: 9.56%
27 Wetzel Dr Paintsville, KY This 4-bedroom, 2.5-bath home features a large bonus room perfect for a home office, playr...	4 beds \| 2 baths \| 2,134 sq.ft.	$266,500	Airbnb cash on cash: N/A Traditional cash on cash: 8.75% Airbnb Rental Income: $null Traditional Rental Income: $2758 Airbnb ROI: N/A Traditional ROI: 8.75%
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.	$210,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 11.47% Airbnb Rental Income: $1729 Traditional Rental Income: $2760 Airbnb ROI: 3.9% Traditional ROI: 11.47%
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 Ave Paintsville, KY Prime investment opportunity in Paintsville, KY! This nearly 13,000 SF commercial building...	1 beds \| N/A baths \| 13,380 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.04% Airbnb Rental Income: $null Traditional Rental Income: $2270 Airbnb ROI: N/A Traditional ROI: 2.04%
808 Dugan Drive Paintsville, KY Discover this beautifully updated brick ranch! Featuring 4 bedrooms and 3 full baths, incl...	4 beds \| 3 baths \| 2,084 sq.ft.	$359,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.78% Airbnb Rental Income: $null Traditional Rental Income: $2782 Airbnb ROI: N/A Traditional ROI: 6.78%
121 4th St 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.	$369,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.31% Airbnb Rental Income: $null Traditional Rental Income: $2574 Airbnb ROI: N/A Traditional ROI: 5.31%
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: 4.74% Traditional cash on cash: 8.49% Airbnb Rental Income: $1729 Traditional Rental Income: $1912 Airbnb ROI: 4.74% Traditional ROI: 8.49%
0000 Kentucky 40 Paintsville, KY 0000 Kentucky 40, Paintsville, KY 41240 \| Other	N/A beds \| N/A baths \| N/A	$65,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.51% Airbnb Rental Income: $null Traditional Rental Income: $959 Airbnb ROI: N/A Traditional ROI: 11.51%
213 4th St Paintsville, KY 213 4th St, Paintsville, KY 41240 \| Single Family Residential	3 beds \| N/A baths \| 1,800 sq.ft.	$175,000	Airbnb cash on cash: 5.1% Traditional cash on cash: 9.75% Airbnb Rental Income: $1729 Traditional Rental Income: $2026 Airbnb ROI: 5.1% Traditional ROI: 9.75%
162 Castle Dr Paintsville, KY 162 Castle Dr, Paintsville, KY 41240 \| Single Family Residential	3 beds \| 2 baths \| 1,300 sq.ft.	$160,000	Airbnb cash on cash: 5.73% Traditional cash on cash: 9.67% Airbnb Rental Income: $1729 Traditional Rental Income: $1853 Airbnb ROI: 5.73% Traditional ROI: 9.67%
508 Lincoln Ave Paintsville, KY 508 Lincoln Ave, Paintsville, KY 41240 \| Single Family Residential	3 beds \| 2 baths \| 2,672 sq.ft.	$325,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 5.52% Airbnb Rental Income: $1729 Traditional Rental Income: $2345 Airbnb ROI: 1.94% Traditional ROI: 5.52%
245 Hidden Valley Rd Paintsville, KY 245 Hidden Valley Rd, Paintsville, KY 41240 \| Single Family Residential	5 beds \| 3 baths \| 2,526 sq.ft.	$329,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.03% Airbnb Rental Income: $null Traditional Rental Income: $2840 Airbnb ROI: N/A Traditional ROI: 7.03%
725 Court St Paintsville, KY 725 Court St, Paintsville, KY 41240 \| Single Family Residential	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 St Paintsville, KY 134 Frank St, Paintsville, KY 41240 \| Single Family Residential	3 beds \| 2 baths \| 1,936 sq.ft.	$369,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 4.19% Airbnb Rental Income: $1729 Traditional Rental Income: $2184 Airbnb ROI: 1.49% Traditional ROI: 4.19%
231 Pine St Paintsville, KY 231 Pine St, Paintsville, KY 41240 \| Single Family Residential	2 beds \| 1 baths \| 860 sq.ft.	$140,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.93% Airbnb Rental Income: $null Traditional Rental Income: $1406 Airbnb ROI: N/A Traditional ROI: 7.93%

Real Estate investment in Paintsville, KY

There are 31 properties for sale in the city of Paintsville . The median list price in Paintsville is $240,856 and the average price per square foot is $110. In September 2026, the average monthly cash on cash return in Paintsville is 9.00%. The average monthly rental income in Paintsville is $2,104.

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

There are 31 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 $2,104.

Your search for investment property begins and ends here

Investment Property for Sale in Paintsville, KY

132 Tulip

Paintsville, KY

4 beds | 2 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 Ave

Paintsville, KY

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

$265,000

Airbnb cash on cash: 2.78%

Traditional cash on cash: 6.26%

Airbnb Rental Income: $1729

Traditional Rental Income: $2122

Airbnb ROI: 2.78%

Traditional ROI: 6.26%

817 Walnut Avenue

Paintsville, KY

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

$147,500

Airbnb cash on cash: 6.9%

Traditional cash on cash: 8.81%

Airbnb Rental Income: $1729

Traditional Rental Income: $1521

Airbnb ROI: 6.9%

Traditional ROI: 8.81%

3919 KY-40

Paintsville, KY

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

$167,000

Airbnb cash on cash: 5.42%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $1729

Traditional Rental Income: $919

Airbnb ROI: 5.42%

Traditional ROI: 3.33%

41 Woodland Estates

Paintsville, KY

3 beds | 3 baths | 2,200 sq.ft.

$210,000

Airbnb cash on cash: 3.97%

Traditional cash on cash: 7.42%

Airbnb Rental Income: $1729

Traditional Rental Income: $1940

Airbnb ROI: 3.97%

Traditional ROI: 7.42%

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%

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