Real Estate Investment Properties for Sale in Owensboro, KY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2541 Woodland Dr Owensboro, KY This beautifully updated home offers a rare and versatile layout with 3 bedrooms and 3 ful...	3 beds \| 3 baths \| 2,065 sq.ft.	$367,400	Airbnb cash on cash: 0.65% Traditional cash on cash: 4.26% Airbnb Rental Income: $1373 Traditional Rental Income: $2200 Airbnb ROI: 0.65% Traditional ROI: 4.26%
2623 Secretariat Dr Owensboro, KY Welcome to 2623 Secretariat Drive â a well-maintained home tucked into a desirable, quie...	3 beds \| 2 baths \| 1,595 sq.ft.	$259,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 5.27% Airbnb Rental Income: $1373 Traditional Rental Income: $1834 Airbnb ROI: 1.67% Traditional ROI: 5.27%
11 Hilltop Drive Owensboro, KY Set on a private 1.3 acre lot on a dead end street, this expansive home offers over 6,500 ...	4 beds \| 4 baths \| 6,565 sq.ft.	$849,900	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.27% Airbnb Rental Income: $1269 Traditional Rental Income: $3361 Airbnb ROI: -0.87% Traditional ROI: 2.27%
2128 Dickey Drive Owensboro, KY Turnkey Investment Opportunity! This property is part of a 10-property investment portfoli...	3 beds \| 1 baths \| 925 sq.ft.	$159,900	Airbnb cash on cash: 3.56% Traditional cash on cash: 5.69% Airbnb Rental Income: $1331 Traditional Rental Income: $1245 Airbnb ROI: 3.56% Traditional ROI: 5.69%
3624 Legacy Run Owensboro, KY Welcome to this absolutely beautiful home, offering wonderful condition and comfort. This ...	3 beds \| 2 baths \| 1,352 sq.ft.	$242,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 4.03% Airbnb Rental Income: $1331 Traditional Rental Income: $1439 Airbnb ROI: 1.77% Traditional ROI: 4.03%
2931 Frederica Street Owensboro, KY Beautifully maintained and thoughtfully designed, this 4-bedroom, 2.5-bath home offers ove...	4 beds \| 3 baths \| 3,377 sq.ft.	$385,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 5.5% Airbnb Rental Income: $1826 Traditional Rental Income: $2748 Airbnb ROI: 1.58% Traditional ROI: 5.5%
2953 Royal Dr Owensboro, KY Lots of potential! Here is a one-level home with 4 bedrooms and 2 baths in a highly desira...	4 beds \| 2 baths \| 1,861 sq.ft.	$219,900	Airbnb cash on cash: 6.04% Traditional cash on cash: 8.05% Airbnb Rental Income: $2311 Traditional Rental Income: $2155 Airbnb ROI: 6.04% Traditional ROI: 8.05%
2608 Central Park Ct Owensboro, KY Welcome home to Central Park! The inviting front porch welcomes you into this garden home ...	2 beds \| 2 baths \| 1,205 sq.ft.	$234,700	Airbnb cash on cash: 0.06% Traditional cash on cash: 5.8% Airbnb Rental Income: $848 Traditional Rental Income: $1791 Airbnb ROI: 0.06% Traditional ROI: 5.8%
2606 Allen Street Owensboro, KY Turnkey Investment Opportunity! This property is part of a 10-property investment portfoli...	2 beds \| 1 baths \| 720 sq.ft.	$139,900	Airbnb cash on cash: 2.52% Traditional cash on cash: 6.39% Airbnb Rental Income: $1041 Traditional Rental Income: $1199 Airbnb ROI: 2.52% Traditional ROI: 6.39%
4106 Rudy Martin Dr Owensboro, KY Welcome to this cozy 3/Bed, 1/Bath home, conveniently located in Carriage Park off of Tama...	3 beds \| 1 baths \| 1,080 sq.ft.	$173,900	Airbnb cash on cash: 3.14% Traditional cash on cash: 3.91% Airbnb Rental Income: $1331 Traditional Rental Income: $1048 Airbnb ROI: 3.14% Traditional ROI: 3.91%
216 Fern Hill Drive Owensboro, KY The abundance of updates in this home is just as impressive. Large new windows have been a...	3 beds \| 2 baths \| 2,669 sq.ft.	$449,900	Airbnb cash on cash: -0.09% Traditional cash on cash: 3.4% Airbnb Rental Income: $1230 Traditional Rental Income: $2305 Airbnb ROI: -0.09% Traditional ROI: 3.4%
3600 Winchester Dr Owensboro, KY This is a charming three-bedroom, one-bath brick home situated on a corner lot. The proper...	3 beds \| 1 baths \| 925 sq.ft.	$159,999	Airbnb cash on cash: 3.87% Traditional cash on cash: 5.9% Airbnb Rental Income: $1331 Traditional Rental Income: $1230 Airbnb ROI: 3.87% Traditional ROI: 5.9%
2378 Ottawa Dr Owensboro, KY Welcome to Bluegrass Commons! This beautiful 3-bedroom, 2-bathroom home was built in 2020 ...	3 beds \| 2 baths \| 1,187 sq.ft.	$229,000	Airbnb cash on cash: 2.9% Traditional cash on cash: 7.16% Airbnb Rental Income: $1360 Traditional Rental Income: $1866 Airbnb ROI: 2.9% Traditional ROI: 7.16%
3820 Hillcrest Dr. Owensboro, KY Sitting pretty on a hill on the East side! This extremely well maintained property boasts...	4 beds \| 2 baths \| 1,802 sq.ft.	$264,900	Airbnb cash on cash: 2.2% Traditional cash on cash: 6.2% Airbnb Rental Income: $1553 Traditional Rental Income: $2105 Airbnb ROI: 2.2% Traditional ROI: 6.2%
1664 Roosevelt Rd Owensboro, KY Perfect for multi-generational living, this spacious 4 bedroom, 4 full bathroom home offer...	4 beds \| 4 baths \| 3,220 sq.ft.	$299,900	Airbnb cash on cash: 3.98% Traditional cash on cash: 11.27% Airbnb Rental Income: $2266 Traditional Rental Income: $3758 Airbnb ROI: 3.98% Traditional ROI: 11.27%
1331 Gilbert Lane Owensboro, KY This well maintained 3BR/2BA home located on Cul de sac offers a walk-out basement with 2n...	3 beds \| 2 baths \| 1,409 sq.ft.	$214,900	Airbnb cash on cash: 3.42% Traditional cash on cash: 6.55% Airbnb Rental Income: $1444 Traditional Rental Income: $1652 Airbnb ROI: 3.42% Traditional ROI: 6.55%
2942 Trails Way Owensboro, KY Welcome home to Trails Way at the Heartlands. This beautiful home boasts great curb appeal...	3 beds \| 2 baths \| 1,505 sq.ft.	$274,500	Airbnb cash on cash: 1.61% Traditional cash on cash: 4.79% Airbnb Rental Income: $1414 Traditional Rental Income: $1814 Airbnb ROI: 1.61% Traditional ROI: 4.79%
4771 Windstone Dr. Owensboro, KY Like-new home built in 2020, located in a newer subdivision. This spacious 4-bedroom, 2.5-...	4 beds \| 3 baths \| 2,832 sq.ft.	$409,900	Airbnb cash on cash: 2.3% Traditional cash on cash: 4.82% Airbnb Rental Income: $2254 Traditional Rental Income: $2657 Airbnb ROI: 2.3% Traditional ROI: 4.82%
1618 Lock Ave Owensboro, KY Downtown Living at Its Finest â A Rare Riverfront Treasure! Luxury. Location. Lifestyl...	3 beds \| 3 baths \| 1,780 sq.ft.	$324,500	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.32% Airbnb Rental Income: $1341 Traditional Rental Income: $1976 Airbnb ROI: 0.88% Traditional ROI: 4.32%
5166 Seabiscuit Loop Owensboro, KY Welcome to this 3 bedroom, 2 bath home in Kenneland Trace! All bedrooms are on the main le...	3 beds \| 2 baths \| 1,788 sq.ft.	$294,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.82% Airbnb Rental Income: $1331 Traditional Rental Income: $1942 Airbnb ROI: 1.13% Traditional ROI: 4.82%
2935 Wandering Ln Owensboro, KY Welcome to this beautifully updated 3-bedroom, 1-bath brick home in Audubon Acres, where c...	3 beds \| 1 baths \| 1,189 sq.ft.	$179,900	Airbnb cash on cash: 2.49% Traditional cash on cash: 5.59% Airbnb Rental Income: $1230 Traditional Rental Income: $1367 Airbnb ROI: 2.49% Traditional ROI: 5.59%
1314 Werner Avenue Owensboro, KY Completely renovated 2-bedroom, 1-bath home in Owensboro! This move-in ready property has ...	2 beds \| 1 baths \| 898 sq.ft.	$116,999	Airbnb cash on cash: 1.71% Traditional cash on cash: 7.1% Airbnb Rental Income: $821 Traditional Rental Income: $1104 Airbnb ROI: 1.71% Traditional ROI: 7.1%
4302 Saddlebrooke Trail Owensboro, KY Situated on a quiet cul-de-sac in Brookhill Estates, this gorgeous traditional brick home ...	3 beds \| 2 baths \| 2,100 sq.ft.	$389,900	Airbnb cash on cash: 1.74% Traditional cash on cash: 4.38% Airbnb Rental Income: $1611 Traditional Rental Income: $2119 Airbnb ROI: 1.74% Traditional ROI: 4.38%
2252 York St S Owensboro, KY MOTIVATED SELLER â WOW!!! An excellent opportunity you donât want to miss! Welcome ho...	4 beds \| 3 baths \| 2,560 sq.ft.	$299,900	Airbnb cash on cash: 4.06% Traditional cash on cash: 7.89% Airbnb Rental Income: $2254 Traditional Rental Income: $2769 Airbnb ROI: 4.06% Traditional ROI: 7.89%
531 Griffith Ave Owensboro, KY Step into Owensboro history with this early 20th-century craftsman cottage on a landscaped...	4 beds \| 3 baths \| 2,755 sq.ft.	$485,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 4.8% Airbnb Rental Income: $2266 Traditional Rental Income: $3022 Airbnb ROI: 1.89% Traditional ROI: 4.8%
1047 Hill Avenue Owensboro, KY Luxury without the hassleâ¦ Luxury that actually delivers! Exclusive opportunities like t...	4 beds \| 3 baths \| 3,504 sq.ft.	$579,900	Airbnb cash on cash: 1.11% Traditional cash on cash: 2.92% Airbnb Rental Income: $2266 Traditional Rental Income: $2678 Airbnb ROI: 1.11% Traditional ROI: 2.92%
4122 Pinta Dr Owensboro, KY Built in 2022, this stunning 3-bedroom, 2-bath home in Bon Harbor offers nearly 2,000 sq. ...	3 beds \| 2 baths \| 1,991 sq.ft.	$359,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 4.45% Airbnb Rental Income: $1230 Traditional Rental Income: $2216 Airbnb ROI: 0.35% Traditional ROI: 4.45%

Real Estate investment in Owensboro, KY

There are 179 properties for sale in the city of Owensboro . The median list price in Owensboro is $259,900 and the average price per square foot is $140. In February 2026, the average monthly cash on cash return in Owensboro is 6.00%. The average monthly rental income in Owensboro is $1,922.

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

There are 179 investment properties available for sale in Owensboro.

In 2026, the best neighborhood to buy investment property is Dugan Best.

The ROI for Long-Term is higher than the Short-Term in Owensboro with average rental income of $1,922.

Your search for investment property begins and ends here

Investment Property for Sale in Owensboro, KY

2541 Woodland Dr

Owensboro, KY

3 beds | 3 baths | 2,065 sq.ft.

$367,400

Airbnb cash on cash: 0.65%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $1373

Traditional Rental Income: $2200

Airbnb ROI: 0.65%

Traditional ROI: 4.26%

2623 Secretariat Dr

Owensboro, KY

3 beds | 2 baths | 1,595 sq.ft.

$259,000

Airbnb cash on cash: 1.67%

Traditional cash on cash: 5.27%

Airbnb Rental Income: $1373

Traditional Rental Income: $1834

Airbnb ROI: 1.67%

Traditional ROI: 5.27%

11 Hilltop Drive

Owensboro, KY

4 beds | 4 baths | 6,565 sq.ft.

$849,900

Airbnb cash on cash: -0.87%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $1269

Traditional Rental Income: $3361

Airbnb ROI: -0.87%

Traditional ROI: 2.27%

2128 Dickey Drive

Owensboro, KY

3 beds | 1 baths | 925 sq.ft.

$159,900

Airbnb cash on cash: 3.56%

Traditional cash on cash: 5.69%

Airbnb Rental Income: $1331

Traditional Rental Income: $1245

Airbnb ROI: 3.56%

Traditional ROI: 5.69%

3624 Legacy Run

Owensboro, KY

3 beds | 2 baths | 1,352 sq.ft.

$242,000

Airbnb cash on cash: 1.77%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $1331

Traditional Rental Income: $1439

Airbnb ROI: 1.77%

Traditional ROI: 4.03%

2931 Frederica Street

Owensboro, KY

4 beds | 3 baths | 3,377 sq.ft.

$385,000

Airbnb cash on cash: 1.58%

Traditional cash on cash: 5.5%

Airbnb Rental Income: $1826

Traditional Rental Income: $2748

Airbnb ROI: 1.58%

Traditional ROI: 5.5%

2953 Royal Dr

Owensboro, KY

4 beds | 2 baths | 1,861 sq.ft.

$219,900

Airbnb cash on cash: 6.04%

Traditional cash on cash: 8.05%

Airbnb Rental Income: $2311

Traditional Rental Income: $2155

Airbnb ROI: 6.04%

Traditional ROI: 8.05%

2608 Central Park Ct

Owensboro, KY

2 beds | 2 baths | 1,205 sq.ft.

$234,700

Airbnb cash on cash: 0.06%

Traditional cash on cash: 5.8%

Airbnb Rental Income: $848

Traditional Rental Income: $1791

Airbnb ROI: 0.06%