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.	$209,000	Airbnb cash on cash: 3.02% Traditional cash on cash: 4.95% Airbnb Rental Income: $1496 Traditional Rental Income: $1442 Airbnb ROI: 3.02% Traditional ROI: 4.95%
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%
199 HWY 746 Wellington, KY NEW PRICE! Welcome Home Your Newly Built Cabin!!! Bring Your Family, Animals And All Your ...	3 beds \| 2 baths \| 1,440 sq.ft.	$270,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 6.22% Airbnb Rental Income: $1496 Traditional Rental Income: $2150 Airbnb ROI: 1.93% Traditional ROI: 6.22%
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%
419 Alley Road Wellington, KY What an opportunity to own this beautiful cabin at the end of a private road and over 250'...	4 beds \| 2 baths \| 2,400 sq.ft.	$269,000	Airbnb cash on cash: N/A Traditional cash on cash: 8% Airbnb Rental Income: $null Traditional Rental Income: $2496 Airbnb ROI: N/A Traditional ROI: 8%
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%
11 Pretty Ridge Road Wellington, KY Welcome to 11 Pretty Ridge Road. Looking for a peaceful retreat just off of the beaten pat...	3 beds \| 2 baths \| 1,120 sq.ft.	$209,900	Airbnb cash on cash: 3.28% Traditional cash on cash: 8.12% Airbnb Rental Income: $1496 Traditional Rental Income: $2020 Airbnb ROI: 3.28% Traditional ROI: 8.12%
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%
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%
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%
36 Teaberry Lane Wellington, KY ADDITIONAL PHOTOS WILL BE ADDED OVER THE WEEKEND. Perfect getaway or full time residence! ...	3 beds \| 1 baths \| 1,400 sq.ft.	$145,000	Airbnb cash on cash: 5.39% Traditional cash on cash: 11.64% Airbnb Rental Income: $1496 Traditional Rental Income: $1926 Airbnb ROI: 5.39% Traditional ROI: 11.64%
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%
240 Cowboy Lane Wellington, KY Escape to your own peaceful retreat with this charming 900 sq. ft. cabin situated on a ser...	2 beds \| 1 baths \| 900 sq.ft.	$179,000	Airbnb cash on cash: 2.1% Traditional cash on cash: 6.89% Airbnb Rental Income: $1059 Traditional Rental Income: $1510 Airbnb ROI: 2.1% Traditional ROI: 6.89%
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.	$169,900	Airbnb cash on cash: 2.38% Traditional cash on cash: 7.58% Airbnb Rental Income: $1059 Traditional Rental Income: $1536 Airbnb ROI: 2.38% Traditional ROI: 7.58%
293 Deer Run Road Wellington, KY Price improvement on this excellent cabin at Cave Run Lake, perfect for your weekend escap...	2 beds \| 1 baths \| 1,300 sq.ft.	$169,900	Airbnb cash on cash: 2.64% Traditional cash on cash: 9.33% Airbnb Rental Income: $1059 Traditional Rental Income: $1776 Airbnb ROI: 2.64% Traditional ROI: 9.33%
229 Briarwood Drive Wellington, KY Two wood-sided cabins nestled on over 6 acres of beautiful Kentucky scenery, all within mi...	2 beds \| 2 baths \| 1,408 sq.ft.	$154,000	Airbnb cash on cash: 2.71% Traditional cash on cash: 11.85% Airbnb Rental Income: $1059 Traditional Rental Income: $2039 Airbnb ROI: 2.71% Traditional ROI: 11.85%

Real Estate investment in Wellington, KY

There are 20 properties for sale in the city of Wellington . The median list price in Wellington is $169,900 and the average price per square foot is $143. In December 2025, the average monthly cash on cash return in Wellington is 8.00%. The average monthly rental income in Wellington is $1,776.

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

There are 20 investment properties available for sale in Wellington.

In 2025, 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 $1,776.

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.

$209,000

Airbnb cash on cash: 3.02%

Traditional cash on cash: 4.95%

Airbnb Rental Income: $1496

Traditional Rental Income: $1442

Airbnb ROI: 3.02%

Traditional ROI: 4.95%

28 Turkey Point Spur

Wellington, KY

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%

199 HWY 746

Wellington, KY

3 beds | 2 baths | 1,440 sq.ft.

$270,000

Airbnb cash on cash: 1.93%

Traditional cash on cash: 6.22%

Airbnb Rental Income: $1496

Traditional Rental Income: $2150

Airbnb ROI: 1.93%

Traditional ROI: 6.22%

69 Side Run Road

Wellington, KY

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%

419 Alley Road

Wellington, KY

4 beds | 2 baths | 2,400 sq.ft.

$269,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8%

Airbnb Rental Income: $null

Traditional Rental Income: $2496

Airbnb ROI: N/A

Traditional ROI: 8%

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%