Real Estate Investment Properties for Sale in Prestonsburg, KY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
216 Rose Drive Prestonsburg, KY This cozy home is cute beyond words, featuring 3 bedrooms, 1 bath, a covered front porch a...	3 beds \| 1 baths \| 960 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.51% Airbnb Rental Income: $null Traditional Rental Income: $1567 Airbnb ROI: N/A Traditional ROI: 7.51%
52 Shadow Cat Alley Prestonsburg, KY You won't want to miss this deal! 3 bedroom, 1 bath home that has been updated throughout ...	3 beds \| 1 baths \| 2,200 sq.ft.	$149,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.73% Airbnb Rental Income: $null Traditional Rental Income: $1888 Airbnb ROI: N/A Traditional ROI: 10.73%
21 Crestwood Circle Prestonsburg, KY his 4,300 sq ft (all living) 4 Bed, 3.50 Bath, 2 story wrapped in James Hardie siding & St...	4 beds \| 4 baths \| 4,398 sq.ft.	$635,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.43% Airbnb Rental Income: $null Traditional Rental Income: $2632 Airbnb ROI: N/A Traditional ROI: 2.43%
31 Links N Way Prestonsburg, KY Beautiful, 3 bedroom, 2 bath home. This is NOT in a flood zone. Great starter home or for...	3 beds \| 2 baths \| 1,300 sq.ft.	$138,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.38% Airbnb Rental Income: $null Traditional Rental Income: $1580 Airbnb ROI: N/A Traditional ROI: 9.38%
658 Lakeview Village Drive Prestonsburg, KY Amazing views, neat round house floor plan, indoor jacuzzi, wrap around porches and privac...	3 beds \| 2 baths \| 1,816 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.2% Airbnb Rental Income: $null Traditional Rental Income: $1615 Airbnb ROI: N/A Traditional ROI: 6.2%
2850 Abbott Creek Road Prestonsburg, KY GREAT NEIGHBORHOOD! 4 bed 3 bath with mother in law suite on a corner lot!	4 beds \| N/A baths \| 2,392 sq.ft.	$270,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.93% Airbnb Rental Income: $null Traditional Rental Income: $2273 Airbnb ROI: N/A Traditional ROI: 6.93%
366 Highland Prestonsburg, KY Multiple possibilities await the Buyer of this property. You could be an investor looking ...	N/A beds \| N/A baths \| 2,600 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.43% Airbnb Rental Income: $null Traditional Rental Income: $1783 Airbnb ROI: N/A Traditional ROI: 6.43%
19 Magnolia Lane Prestonsburg, KY Privacy, peace and room to roam are just a few amenities this property has to offer! 4 bed...	4 beds \| 2 baths \| 3,000 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.2% Airbnb Rental Income: $null Traditional Rental Income: $2767 Airbnb ROI: N/A Traditional ROI: 10.2%
60 Ridge Run Prestonsburg, KY Price Reduced to $209,900! Experience the perfect mix of privacy and convenience in this c...	3 beds \| 2 baths \| N/A	$209,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.12% Airbnb Rental Income: $null Traditional Rental Income: $2276 Airbnb ROI: N/A Traditional ROI: 9.12%
6403 Spurlock CRK Prestonsburg, KY Large well maintained 4 bedroom 2.5 bathroom home with over 3000 square feet of living spa...	4 beds \| 3 baths \| N/A	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.9% Airbnb Rental Income: $null Traditional Rental Income: $2966 Airbnb ROI: N/A Traditional ROI: 5.9%
52 Station Branch Prestonsburg, KY Beautiful 4 bedroom 2 bath brick ranch! This stunning brick ranch has been remodeled from ...	4 beds \| 2 baths \| 1,669 sq.ft.	$209,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.03% Airbnb Rental Income: $null Traditional Rental Income: $2448 Airbnb ROI: N/A Traditional ROI: 10.03%
5528 Ky Rt 114 Prestonsburg, KY Investment opportunity! This property includes 8-1 bedroom 1 bath apartments and 24-2 bedr...	2 beds \| 1 baths \| 27,186 sq.ft.	$1,885,650	Airbnb cash on cash: -1.62% Traditional cash on cash: -0.95% Airbnb Rental Income: $830 Traditional Rental Income: $1677 Airbnb ROI: -1.62% Traditional ROI: -0.95%
611 Blue River Branch Prestonsburg, KY Beautiful 4 bedroom, 2.5 bath home situated on 50 acres. Privacy and country living close ...	4 beds \| 3 baths \| N/A	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.74% Airbnb Rental Income: $null Traditional Rental Income: $3247 Airbnb ROI: N/A Traditional ROI: 7.74%
611 Blue River Branch Road Prestonsburg, KY Contemporary 4 bedroom home situated on 50 acres. Privacy while being only minutes to town...	4 beds \| 2 baths \| 2,336 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.06% Airbnb Rental Income: $null Traditional Rental Income: $2367 Airbnb ROI: N/A Traditional ROI: 5.06%

Real Estate investment in Prestonsburg, KY

There are 14 properties for sale in the city of Prestonsburg . The median list price in Prestonsburg is $204,000 and the average price per square foot is $52. In December 2025, the average monthly cash on cash return in Prestonsburg is 9.00%. The average monthly rental income in Prestonsburg is $2,302.

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

There are 14 investment properties available for sale in Prestonsburg.

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

The ROI for Short-Term is higher than the Long-Term in Prestonsburg with average rental income of $830.

Your search for investment property begins and ends here

Investment Property for Sale in Prestonsburg, KY

216 Rose Drive

Prestonsburg, KY

3 beds | 1 baths | 960 sq.ft.

$165,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.51%

Airbnb Rental Income: $null

Traditional Rental Income: $1567

Airbnb ROI: N/A

Traditional ROI: 7.51%

52 Shadow Cat Alley

Prestonsburg, KY

3 beds | 1 baths | 2,200 sq.ft.

$149,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.73%

Airbnb Rental Income: $null

Traditional Rental Income: $1888

Airbnb ROI: N/A

Traditional ROI: 10.73%

21 Crestwood Circle

Prestonsburg, KY

4 beds | 4 baths | 4,398 sq.ft.

$635,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.43%

Airbnb Rental Income: $null

Traditional Rental Income: $2632

Airbnb ROI: N/A

Traditional ROI: 2.43%

31 Links N Way

Prestonsburg, KY

3 beds | 2 baths | 1,300 sq.ft.

$138,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.38%

Airbnb Rental Income: $null

Traditional Rental Income: $1580

Airbnb ROI: N/A

Traditional ROI: 9.38%

658 Lakeview Village Drive

Prestonsburg, KY

3 beds | 2 baths | 1,816 sq.ft.

$199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.2%

Airbnb Rental Income: $null

Traditional Rental Income: $1615

Airbnb ROI: N/A

Traditional ROI: 6.2%

2850 Abbott Creek Road

Prestonsburg, KY

4 beds | N/A baths | 2,392 sq.ft.

$270,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.93%

Airbnb Rental Income: $null

Traditional Rental Income: $2273

Airbnb ROI: N/A

Traditional ROI: 6.93%

366 Highland

Prestonsburg, KY

N/A beds | N/A baths | 2,600 sq.ft.

$225,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.43%

Airbnb Rental Income: $null

Traditional Rental Income: $1783

Airbnb ROI: N/A

Traditional ROI: 6.43%

19 Magnolia Lane

Prestonsburg, KY

4 beds | 2 baths | 3,000 sq.ft.

$249,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.2%

Airbnb Rental Income: $null

Traditional Rental Income: $2767

Airbnb ROI: N/A