Real Estate Investment Properties for Sale in Wellington, KY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6758 Highway 1693 Wellington, KY Horse farm! Horse lovers and equestrian enthusiasts take note! This horse farm consists of...	3 beds \| 2 baths \| 1,655 sq.ft.	$425,000	Airbnb cash on cash: 0.57% Traditional cash on cash: 3.74% Airbnb Rental Income: $1496 Traditional Rental Income: $2321 Airbnb ROI: 0.57% Traditional ROI: 3.74%
130 Morgan View Road Wellington, KY A beautiful 2 bedroom 1 bath home minutes to Cave Run Lake and the Daniel Boone National F...	2 beds \| 1 baths \| 1,040 sq.ft.	$159,000	Airbnb cash on cash: 2.1% Traditional cash on cash: 7.33% Airbnb Rental Income: $1059 Traditional Rental Income: $1488 Airbnb ROI: 2.1% Traditional ROI: 7.33%
342 Twin Oaks Road Wellington, KY Discover the perfect blend of peace, profit, and play with this fully furnished 3-bed, 1-b...	3 beds \| 1 baths \| 900 sq.ft.	$194,500	Airbnb cash on cash: 3.37% Traditional cash on cash: 5.45% Airbnb Rental Income: $1496 Traditional Rental Income: $1442 Airbnb ROI: 3.37% Traditional ROI: 5.45%
214 Lindsey Lane Wellington, KY Peaceful easy living is what you will find at this charming A-frame cabin situated on 1.47...	2 beds \| 1 baths \| 800 sq.ft.	$185,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 5.26% Airbnb Rental Income: $1059 Traditional Rental Income: $1344 Airbnb ROI: 1.56% Traditional ROI: 5.26%
502 Twin Oaks Road Wellington, KY Discover this charming 2-bedroom, 1-bath cabin in Wellington, Kentucky-just minutes from C...	2 beds \| 1 baths \| 1,301 sq.ft.	$140,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 7.27% Airbnb Rental Income: $1059 Traditional Rental Income: $1820 Airbnb ROI: -1.12% Traditional ROI: 7.27%
45 Krider Lane Wellington, KY Tucked away in a serene wooded setting, this 3-bedroom, 1-bathroom cabin on a 1.23 acre lo...	3 beds \| 1 baths \| 1,284 sq.ft.	$182,000	Airbnb cash on cash: 3.72% Traditional cash on cash: 7% Airbnb Rental Income: $1496 Traditional Rental Income: $1626 Airbnb ROI: 3.72% Traditional ROI: 7%
33 Shady Lane Wellington, KY Escape to the peaceful setting of Cave Run Lake with this charming two-bedroom, one-bath c...	2 beds \| 1 baths \| 1,090 sq.ft.	$199,900	Airbnb cash on cash: 1.75% Traditional cash on cash: 6.51% Airbnb Rental Income: $1059 Traditional Rental Income: $1598 Airbnb ROI: 1.75% Traditional ROI: 6.51%
458 Opossum Hollow Road Wellington, KY Welcome to your private Kentucky retreat - 73 unrestricted acres of countryside in beautif...	1 beds \| 1 baths \| 657 sq.ft.	$369,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 3.29% Airbnb Rental Income: $785 Traditional Rental Income: $1589 Airbnb ROI: 0.04% Traditional ROI: 3.29%
577 Midnight Pass Rd Wellington, KY Excellent Opportunity! This cozy 2 bedroom home nestled in the Daniel Boone National Fores...	2 beds \| 1 baths \| 700 sq.ft.	$164,900	Airbnb cash on cash: 1.97% Traditional cash on cash: 7.51% Airbnb Rental Income: $1059 Traditional Rental Income: $1566 Airbnb ROI: 1.97% Traditional ROI: 7.51%
178 Sleepy Hollow Road Wellington, KY Nestled in a peaceful, wooded setting near the Cave Run Lake area, this charming two-bedro...	2 beds \| 1 baths \| 818 sq.ft.	$132,000	Airbnb cash on cash: 2.88% Traditional cash on cash: 8.91% Airbnb Rental Income: $1059 Traditional Rental Income: $1459 Airbnb ROI: 2.88% Traditional ROI: 8.91%
144 Fern Drive Wellington, KY 144 Fern Dr Welcome to your very own lake cabin! This charming, nearly 900 square-foot ran...	2 beds \| 1 baths \| 870 sq.ft.	$152,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 8.56% Airbnb Rental Income: $1059 Traditional Rental Income: $1536 Airbnb ROI: 2.76% Traditional ROI: 8.56%
486 Old State Road Wellington, KY Discover rustic charm and modern comfort in this beautiful log cabin, nestled on a 94 +/- ...	2 beds \| 2 baths \| 1,120 sq.ft.	$640,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 1.27% Airbnb Rental Income: $1059 Traditional Rental Income: $1957 Airbnb ROI: -0.85% Traditional ROI: 1.27%
397 Browns Run Road Wellington, KY Welcome to 397 Brown Run, a charming 3-bedroom, 1-bath home offering 1,412 sq. ft. of beau...	3 beds \| 1 baths \| 1,412 sq.ft.	$229,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 6.54% Airbnb Rental Income: $1496 Traditional Rental Income: $1809 Airbnb ROI: 3.07% Traditional ROI: 6.54%
2494 Artville Road Wellington, KY Dont miss the opportunity to own 39.5 +/- acres close to Cave Run Lake and the Red River G...	3 beds \| 1 baths \| 1,000 sq.ft.	$189,900	Airbnb cash on cash: 3.49% Traditional cash on cash: 5.38% Airbnb Rental Income: $1496 Traditional Rental Income: $1398 Airbnb ROI: 3.49% Traditional ROI: 5.38%
139 Robin Lane Wellington, KY Welcome to this well maintained doublewide just off of Camp Judy Lane. This is the perfect...	3 beds \| 2 baths \| 972 sq.ft.	$149,000	Airbnb cash on cash: 4.91% Traditional cash on cash: 8.48% Airbnb Rental Income: $1496 Traditional Rental Income: $1567 Airbnb ROI: 4.91% Traditional ROI: 8.48%
28 Turkey Point Spur Wellington, KY Cave Run Lake Getaway-Where Comfort Meets Adventure! Looking for a place that blends lake ...	3 beds \| 2 baths \| 2,167 sq.ft.	$299,999	Airbnb cash on cash: 1.56% Traditional cash on cash: 8.13% Airbnb Rental Income: $1496 Traditional Rental Income: $2912 Airbnb ROI: 1.56% Traditional ROI: 8.13%
69 Side Run Road Wellington, KY Escape to a cozy cabin retreat! Nestled on a 0.53-acre lot, this charming 3-bedroom, 2-bat...	3 beds \| 2 baths \| 784 sq.ft.	$149,500	Airbnb cash on cash: 4.89% Traditional cash on cash: 8.56% Airbnb Rental Income: $1496 Traditional Rental Income: $1583 Airbnb ROI: 4.89% Traditional ROI: 8.56%
1295 Old State Road Wellington, KY Escape to your own private retreat with this charming cabin/home nestled on 3 wooded acres...	1 beds \| 1 baths \| 487 sq.ft.	$109,500	Airbnb cash on cash: 1.67% Traditional cash on cash: 8.89% Airbnb Rental Income: $785 Traditional Rental Income: $1231 Airbnb ROI: 1.67% Traditional ROI: 8.89%

Real Estate investment in Wellington, KY

There are 18 properties for sale in the city of Wellington . The median list price in Wellington is $729,999 and the average price per square foot is $252. In January 2026, the average monthly cash on cash return in Wellington is 7.00%. The average monthly rental income in Wellington is $1,589.

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

There are 18 investment properties available for sale in Wellington.

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

The ROI for Long-Term is higher than the Short-Term in Wellington with average rental income of $1,589.

Your search for investment property begins and ends here

Investment Property for Sale in Wellington, KY

6758 Highway 1693

Wellington, KY

3 beds | 2 baths | 1,655 sq.ft.

$425,000

Airbnb cash on cash: 0.57%

Traditional cash on cash: 3.74%

Airbnb Rental Income: $1496

Traditional Rental Income: $2321

Airbnb ROI: 0.57%

Traditional ROI: 3.74%

130 Morgan View Road

Wellington, KY

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

$159,000

Airbnb cash on cash: 2.1%

Traditional cash on cash: 7.33%

Airbnb Rental Income: $1059

Traditional Rental Income: $1488

Airbnb ROI: 2.1%

Traditional ROI: 7.33%

342 Twin Oaks Road

Wellington, KY

3 beds | 1 baths | 900 sq.ft.

$194,500

Airbnb cash on cash: 3.37%

Traditional cash on cash: 5.45%

Airbnb Rental Income: $1496

Traditional Rental Income: $1442

Airbnb ROI: 3.37%

Traditional ROI: 5.45%

214 Lindsey Lane

Wellington, KY

2 beds | 1 baths | 800 sq.ft.

$185,000

Airbnb cash on cash: 1.56%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $1059

Traditional Rental Income: $1344

Airbnb ROI: 1.56%

Traditional ROI: 5.26%

502 Twin Oaks Road

Wellington, KY

2 beds | 1 baths | 1,301 sq.ft.

$140,000

Airbnb cash on cash: -1.12%

Traditional cash on cash: 7.27%

Airbnb Rental Income: $1059

Traditional Rental Income: $1820

Airbnb ROI: -1.12%

Traditional ROI: 7.27%

45 Krider Lane

Wellington, KY

3 beds | 1 baths | 1,284 sq.ft.

$182,000

Airbnb cash on cash: 3.72%

Traditional cash on cash: 7%

Airbnb Rental Income: $1496

Traditional Rental Income: $1626

Airbnb ROI: 3.72%

Traditional ROI: 7%

33 Shady Lane

Wellington, KY

2 beds | 1 baths | 1,090 sq.ft.

$199,900

Airbnb cash on cash: 1.75%

Traditional cash on cash: 6.51%

Airbnb Rental Income: $1059

Traditional Rental Income: $1598

Airbnb ROI: 1.75%

Traditional ROI: 6.51%

458 Opossum Hollow Road

Wellington, KY

1 beds | 1 baths | 657 sq.ft.

$369,000

Airbnb cash on cash: 0.04%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $785

Traditional Rental Income: $1589

Airbnb ROI: 0.04%