Real Estate Investment Properties for Sale in Greenville, KY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
101 Chestnut St. Greenville, KY Welcome home to this charming 3-bedroom, 3-bath home nestled on a beautiful 0.39-acre corn...	3 beds \| 3 baths \| 2,038 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.11% Airbnb Rental Income: $null Traditional Rental Income: $2578 Airbnb ROI: N/A Traditional ROI: 9.11%
412 Fox Hall Drive Greenville, KY Introducing 412 Fox Hall Drive, Greenville, KY 42345 - located in the highly desirable Fox...	3 beds \| 3 baths \| 3,800 sq.ft.	$434,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.28% Airbnb Rental Income: $null Traditional Rental Income: $2185 Airbnb ROI: N/A Traditional ROI: 3.28%
558 Countryside Loop Greenville, KY Charming 3 bedroom 1 bathroom home just outside Greenville city limits. This home offers d...	3 beds \| 1 baths \| 1,300 sq.ft.	$172,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.74% Airbnb Rental Income: $null Traditional Rental Income: $1501 Airbnb ROI: N/A Traditional ROI: 6.74%
422 James Street Greenville, KY Discover this charming three-bedroom, two-bath brick home, ideally situated just minutes f...	3 beds \| 2 baths \| 1,100 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.9% Airbnb Rental Income: $null Traditional Rental Income: $1457 Airbnb ROI: N/A Traditional ROI: 5.9%
3100 Friendship Road Greenville, KY INTRODUCING 3100 FRIENDSHIP ROAD GREENVILLE, KY: We are honored to offer for sale this bea...	3 beds \| 2 baths \| 2,192 sq.ft.	$204,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.73% Airbnb Rental Income: $null Traditional Rental Income: $2229 Airbnb ROI: N/A Traditional ROI: 9.73%
2006 US Hwy 62 W Greenville, KY This unique property has endless opportunity! With approximately 13 acres currently being ...	3 beds \| N/A baths \| 2,352 sq.ft.	$649,999	Airbnb cash on cash: N/A Traditional cash on cash: 1.71% Airbnb Rental Income: $null Traditional Rental Income: $1883 Airbnb ROI: N/A Traditional ROI: 1.71%
156 N. Main Street Greenville, KY Step back in time with this stunning Arts & Crafts style bungalow 4-5 bedrooms, 3.5-bathro...	3 beds \| 4 baths \| 3,255 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.21% Airbnb Rental Income: $null Traditional Rental Income: $3622 Airbnb ROI: N/A Traditional ROI: 11.21%
167 Carter Creek Road Greenville, KY Discover the perfect blend of charm, comfort, and style with this beautifully updated home...	1 beds \| 2 baths \| 1,056 sq.ft.	$133,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.79% Airbnb Rental Income: $null Traditional Rental Income: $1244 Airbnb ROI: N/A Traditional ROI: 7.79%
790 State Route 181 S Greenville, KY Can be used as residential or commercial.	1 beds \| 2 baths \| 3,500 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.33% Airbnb Rental Income: $null Traditional Rental Income: $1589 Airbnb ROI: N/A Traditional ROI: 5.33%
1963 US Highway 62 W Greenville, KY Don't miss this great 3 bed, 2 bath, 2,364 +/- square brick ranch sitting on a beautiful 1...	3 beds \| 2 baths \| 2,364 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.02% Airbnb Rental Income: $null Traditional Rental Income: $2250 Airbnb ROI: N/A Traditional ROI: 11.02%
624 Country Lane Drive Greenville, KY This fully updated 3-bedroom, 2-bath brick home offers a perfect blend of style and functi...	3 beds \| 2 baths \| 1,494 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.11% Airbnb Rental Income: $null Traditional Rental Income: $1818 Airbnb ROI: N/A Traditional ROI: 8.11%
483 State Route 189 S Greenville, KY Introducing 483 State Route 189 S Greenville, KY 42345. This home was completely renovate...	3 beds \| 2 baths \| 1,540 sq.ft.	$260,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.07% Airbnb Rental Income: $null Traditional Rental Income: $1852 Airbnb ROI: N/A Traditional ROI: 6.07%
111 Paradise St Greenville, KY Step into timeless character with modern comfort in this stunning 3-bedroom, 3-bathhome lo...	3 beds \| 3 baths \| 2,400 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.1% Airbnb Rental Income: $null Traditional Rental Income: $2553 Airbnb ROI: N/A Traditional ROI: 9.1%
1133 State Route 1473 Greenville, KY Charming brick home situated in a great neighborhood on 19+ acres! This spacious property ...	3 beds \| 2 baths \| 2,200 sq.ft.	$539,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.69% Airbnb Rental Income: $null Traditional Rental Income: $1880 Airbnb ROI: N/A Traditional ROI: 1.69%
1252 State Route 176 Greenville, KY Location! Location! Charming home sitting on a beautiful 1.3 +/- acres. This great home fe...	2 beds \| 2 baths \| 1,652 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.59% Airbnb Rental Income: $null Traditional Rental Income: $936 Airbnb ROI: N/A Traditional ROI: 2.59%
513 E Main Cross Street Greenville, KY Beautiful 1,905 +/- square foot home sitting on .46 +/- acres in the heart of Greenville, ...	3 beds \| 1 baths \| 1,425 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $1128 Airbnb ROI: N/A Traditional ROI: 4.54%
310 College Street Greenville, KY NTRODUCING 310 COLLEGE STREET GREENVILLE, KENTUCKY. $239,900 ASKING PRICE. We are honored ...	4 beds \| 1 baths \| 1,286 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.55% Airbnb Rental Income: $null Traditional Rental Income: $1319 Airbnb ROI: N/A Traditional ROI: 3.55%
321 E MAIN CROSS STREET Greenville, KY Located in the quaint town of Greenville Ky is this massive 3 bedroom 2 bath ( could be 3r...	3 beds \| N/A baths \| 3,200 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $1128 Airbnb ROI: N/A Traditional ROI: 3.62%

Real Estate investment in Greenville, KY

There are 18 properties for sale in the city of Greenville . The median list price in Greenville is $397,609 and the average price per square foot is $182. In March 2026, the average monthly cash on cash return in Greenville is 6.00%. The average monthly rental income in Greenville is $1,589.

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

There are 18 investment properties available for sale in Greenville.

The ROI for Short-Term is higher than the Long-Term in Greenville with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Greenville, KY

101 Chestnut St.

Greenville, KY

3 beds | 3 baths | 2,038 sq.ft.

$239,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.11%

Airbnb Rental Income: $null

Traditional Rental Income: $2578

Airbnb ROI: N/A

Traditional ROI: 9.11%

412 Fox Hall Drive

Greenville, KY

3 beds | 3 baths | 3,800 sq.ft.

$434,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.28%

Airbnb Rental Income: $null

Traditional Rental Income: $2185

Airbnb ROI: N/A

Traditional ROI: 3.28%

558 Countryside Loop

Greenville, KY

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

$172,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.74%

Airbnb Rental Income: $null

Traditional Rental Income: $1501

Airbnb ROI: N/A

Traditional ROI: 6.74%

422 James Street

Greenville, KY

3 beds | 2 baths | 1,100 sq.ft.

$185,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.9%

Airbnb Rental Income: $null

Traditional Rental Income: $1457

Airbnb ROI: N/A

Traditional ROI: 5.9%

3100 Friendship Road

Greenville, KY

3 beds | 2 baths | 2,192 sq.ft.

$204,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.73%

Airbnb Rental Income: $null

Traditional Rental Income: $2229

Airbnb ROI: N/A

Traditional ROI: 9.73%

2006 US Hwy 62 W

Greenville, KY

3 beds | N/A baths | 2,352 sq.ft.

$649,999

Airbnb cash on cash: N/A

Traditional cash on cash: 1.71%

Airbnb Rental Income: $null

Traditional Rental Income: $1883

Airbnb ROI: N/A

Traditional ROI: 1.71%

156 N. Main Street

Greenville, KY

3 beds | 4 baths | 3,255 sq.ft.

$295,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.21%

Airbnb Rental Income: $null

Traditional Rental Income: $3622

Airbnb ROI: N/A

Traditional ROI: 11.21%

167 Carter Creek Road

Greenville, KY

1 beds | 2 baths | 1,056 sq.ft.

$133,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.79%

Airbnb Rental Income: $null

Traditional Rental Income: $1244

Airbnb ROI: N/A