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.	$359,900	Airbnb cash on cash: 0.28% Traditional cash on cash: 4.74% Airbnb Rental Income: $1204 Traditional Rental Income: $2321 Airbnb ROI: 0.28% Traditional ROI: 4.74%
130 Morgan View Rd 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.	$149,999	Airbnb cash on cash: 1.58% Traditional cash on cash: 7.87% Airbnb Rental Income: $929 Traditional Rental Income: $1488 Airbnb ROI: 1.58% Traditional ROI: 7.87%
69 Hill Crest Ln Wellington, KY Welcome to 69 Hill Crest Ln in Wellington-where peaceful country living meets comfort and ...	3 beds \| 2 baths \| 2,129 sq.ft.	$280,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 7.75% Airbnb Rental Income: $1204 Traditional Rental Income: $2628 Airbnb ROI: 0.88% Traditional ROI: 7.75%
275 Browns Run Rd Wellington, KY This is a must see! A remarkable custom cabin conveniently located within minutes of Cave ...	2 beds \| 2 baths \| 1,320 sq.ft.	$324,900	Airbnb cash on cash: -0.85% Traditional cash on cash: 4.38% Airbnb Rental Income: $929 Traditional Rental Income: $2184 Airbnb ROI: -0.85% Traditional ROI: 4.38%
401 Turkey Ridge Rd Wellington, KY RENOVATED, FURNISHED, AND TURN-KEY: Ready for Immediate Move-in or Airbnb. MAJOR HIGH-VALU...	2 beds \| 1 baths \| 784 sq.ft.	$135,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 8.31% Airbnb Rental Income: $929 Traditional Rental Income: $1411 Airbnb ROI: 1.94% Traditional ROI: 8.31%
85 Jacks Dr Wellington, KY Tucked away in the trees just minutes from Cave Run Lake, this well-maintained cabin feels...	2 beds \| 1 baths \| 850 sq.ft.	$168,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 6.16% Airbnb Rental Income: $929 Traditional Rental Income: $1376 Airbnb ROI: 1.22% Traditional ROI: 6.16%
214 Lindsey Lane Wellington, KY It's officially lake time with this well-maintained A-frame cabin situated on 1.47 surveye...	2 beds \| 1 baths \| 800 sq.ft.	$159,900	Airbnb cash on cash: 1.37% Traditional cash on cash: 6.34% Airbnb Rental Income: $929 Traditional Rental Income: $1344 Airbnb ROI: 1.37% Traditional ROI: 6.34%
11 Pretty Ridge Rd 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: 2.06% Traditional cash on cash: 8.12% Airbnb Rental Income: $1204 Traditional Rental Income: $2020 Airbnb ROI: 2.06% Traditional ROI: 8.12%
45 Krider Ln 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.	$180,000	Airbnb cash on cash: 2.36% Traditional cash on cash: 7.1% Airbnb Rental Income: $1204 Traditional Rental Income: $1626 Airbnb ROI: 2.36% Traditional ROI: 7.1%
458 Opossum Hollow Rd Wellington, KY There's something about the drive-in that sets the tone for this property. As you make you...	1 beds \| 1 baths \| 657 sq.ft.	$334,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 3.73% Airbnb Rental Income: $1324 Traditional Rental Income: $1589 Airbnb ROI: 1.58% Traditional ROI: 3.73%
240 Cowboy Ln 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.	$155,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 8.07% Airbnb Rental Income: $929 Traditional Rental Income: $1510 Airbnb ROI: 1.83% Traditional ROI: 8.07%
486 Old State Rd Wellington, KY Discover rustic charm and modern comfort in this beautiful log cabin, nestled on a 4.47 +/...	2 beds \| 1 baths \| 1,120 sq.ft.	$265,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 5.6% Airbnb Rental Income: $929 Traditional Rental Income: $1957 Airbnb ROI: 0.12% Traditional ROI: 5.6%
2494 Artville Rd 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.	$169,900	Airbnb cash on cash: 2.6% Traditional cash on cash: 6.2% Airbnb Rental Income: $1204 Traditional Rental Income: $1398 Airbnb ROI: 2.6% Traditional ROI: 6.2%
214 Lindsey Ln Wellington, KY 214 Lindsey Ln, Wellington, KY 40387 \| Single Family Residential	2 beds \| 1 baths \| 800 sq.ft.	$159,900	Airbnb cash on cash: 1.37% Traditional cash on cash: 5% Airbnb Rental Income: $929 Traditional Rental Income: $1139 Airbnb ROI: 1.37% Traditional ROI: 5%
139 Robin Ln 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.	$139,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 9.2% Airbnb Rental Income: $1204 Traditional Rental Income: $1567 Airbnb ROI: 3.56% Traditional ROI: 9.2%
185 Turkey Ridge Rd Wellington, KY 185 Turkey Ridge Rd, Wellington, KY 40387 \| Single Family Residential	2 beds \| 1 baths \| 602 sq.ft.	$145,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 5.59% Airbnb Rental Income: $929 Traditional Rental Income: $1127 Airbnb ROI: 1.69% Traditional ROI: 5.59%
66 Raymond Rd Wellington, KY 66 Raymond Rd, Wellington, KY 40387 \| Single Family Residential	2 beds \| 1 baths \| 700 sq.ft.	$169,900	Airbnb cash on cash: 1.19% Traditional cash on cash: 6.37% Airbnb Rental Income: $929 Traditional Rental Income: $1424 Airbnb ROI: 1.19% Traditional ROI: 6.37%
1051 State Hwy 746 Wellington, KY Welcome to 1051 Hwy 746 in Wellington where comfort, versatility, and lifestyle come toget...	4 beds \| 3 baths \| 3,610 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 4% Airbnb Rental Income: $null Traditional Rental Income: $2826 Airbnb ROI: N/A Traditional ROI: 4%
5478 Hwy 1693 Wellington, KY Discover the perfect blend of peaceful countryside, recreation and income potential with t...	1 beds \| 1 baths \| 768 sq.ft.	$340,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 2.9% Airbnb Rental Income: $1324 Traditional Rental Income: $1613 Airbnb ROI: 0.72% Traditional ROI: 2.9%
1867 Dan Ridge Rd Wellington, KY Welcome to an exceptional equestrian's dream! Set on 19 rolling acres, thoughtfully design...	3 beds \| 2 baths \| 1,820 sq.ft.	$359,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 5.01% Airbnb Rental Income: $1204 Traditional Rental Income: $2407 Airbnb ROI: 0.29% Traditional ROI: 5.01%
124 Ashley Ridge Rd Wellington, KY Tucked away on 2 private acres among the trees, "Simmer Down" is a charming 2 bedroom, 1 b...	2 beds \| 1 baths \| 736 sq.ft.	$219,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 5.44% Airbnb Rental Income: $929 Traditional Rental Income: $1606 Airbnb ROI: 0.52% Traditional ROI: 5.44%
1 Whispering Oaks Rd Wellington, KY 1 Whispering Oaks Rd, Wellington, KY 40387 \| Other	N/A beds \| N/A baths \| N/A	$61,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.62% Airbnb Rental Income: $null Traditional Rental Income: $927 Airbnb ROI: N/A Traditional ROI: 11.62%
663 Twin Oaks Rd Wellington, KY Tucked away among the trees and just minutes from Cave Run Lake and Red River Gorge, this ...	3 beds \| 1 baths \| 1,431 sq.ft.	$205,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 7.58% Airbnb Rental Income: $1204 Traditional Rental Income: $1928 Airbnb ROI: 1.86% Traditional ROI: 7.58%
49 Morris Dr Wellington, KY Escape to the peaceful countryside with this charming 1.5-story rustic home, perfectly sit...	3 beds \| 1 baths \| 1,410 sq.ft.	$195,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 7.96% Airbnb Rental Income: $1204 Traditional Rental Income: $1793 Airbnb ROI: 2.67% Traditional ROI: 7.96%
6177 746 Hwy Wellington, KY Escape to the peace and quiet of the country with this spacious home offering comfortable ...	3 beds \| 1 baths \| 1,039 sq.ft.	$160,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 9.19% Airbnb Rental Income: $1204 Traditional Rental Income: $1721 Airbnb ROI: 3.26% Traditional ROI: 9.19%
441 Whippoorwill Lane Wellington, KY Escape to your own private retreat with this breathtaking log cabin nestled in a serene, s...	2 beds \| 1 baths \| 900 sq.ft.	$199,900	Airbnb cash on cash: 0.66% Traditional cash on cash: 5.55% Airbnb Rental Income: $929 Traditional Rental Income: $1512 Airbnb ROI: 0.66% Traditional ROI: 5.55%
272 Cowboy Lane Wellington, KY If peaceful mornings, wooded surroundings, and easy access to lake life are on your wish l...	2 beds \| 1 baths \| 900 sq.ft.	$152,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 8.36% Airbnb Rental Income: $929 Traditional Rental Income: $1460 Airbnb ROI: 2.34% Traditional ROI: 8.36%
199 State Highway 746 Wellington, KY Tucked away among the rolling hills of Eastern Kentucky, this beautiful log home invites y...	3 beds \| 2 baths \| 1,440 sq.ft.	$255,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 6.45% Airbnb Rental Income: $1204 Traditional Rental Income: $2091 Airbnb ROI: 1.14% Traditional ROI: 6.45%
90 Stephen Rd Wellington, KY Stop searching- because here it is! Escape to this charming woodsy retreat - the perfect b...	3 beds \| 1 baths \| 1,100 sq.ft.	$174,500	Airbnb cash on cash: 2.49% Traditional cash on cash: 7.96% Airbnb Rental Income: $1204 Traditional Rental Income: $1723 Airbnb ROI: 2.49% Traditional ROI: 7.96%
100 Cowboy Ln Wellington, KY Stop searching- because here it is! Take a look at this cute and cozy 2- bedroom, 1-bathro...	2 beds \| 1 baths \| 1,100 sq.ft.	$149,500	Airbnb cash on cash: 2.08% Traditional cash on cash: 7.59% Airbnb Rental Income: $929 Traditional Rental Income: $1373 Airbnb ROI: 2.08% Traditional ROI: 7.59%
4 Fern Dr Wellington, KY Escape to your own private retreat in the woods! Nestled on approximately 0.73 acres in a ...	2 beds \| 1 baths \| 312 sq.ft.	$89,900	Airbnb cash on cash: 3.76% Traditional cash on cash: 11.48% Airbnb Rental Income: $929 Traditional Rental Income: $1264 Airbnb ROI: 3.76% Traditional ROI: 11.48%
296 Pond Circle Rd Wellington, KY Welcome to Pond Circle Cabin, a beautifully renovated A-frame offering the perfect blend o...	1 beds \| 1 baths \| 680 sq.ft.	$195,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 4.17% Airbnb Rental Income: $1324 Traditional Rental Income: $1209 Airbnb ROI: 2.58% Traditional ROI: 4.17%
0 Twin Oaks Rd Lot 7-17 Wellington, KY 0 Twin Oaks Rd Lot 7-17, Wellington, KY 40387 \| Other	N/A beds \| N/A baths \| N/A	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.73% Airbnb Rental Income: $null Traditional Rental Income: $946 Airbnb ROI: N/A Traditional ROI: 4.73%
77 Dawn Drive Wellington, KY Escape to the beauty of Cave Run Lake with this charming fully furnished cabin, perfectly ...	2 beds \| 1 baths \| 1,027 sq.ft.	$148,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 8.84% Airbnb Rental Income: $929 Traditional Rental Income: $1607 Airbnb ROI: 1.62% Traditional ROI: 8.84%
974 Adams Acres Road Wellington, KY Rustic getaway nestled in Daniel Boone National Forest, just minutes from Cave Run Lake re...	2 beds \| 1 baths \| 1,201 sq.ft.	$179,500	Airbnb cash on cash: 1.57% Traditional cash on cash: 7.79% Airbnb Rental Income: $929 Traditional Rental Income: $1649 Airbnb ROI: 1.57% Traditional ROI: 7.79%
241 Whitts Acres Lane Wellington, KY Excellent opportunity to own your own A Frame cabin at Cave Run Lake and the Daniel Boone ...	2 beds \| 2 baths \| 1,073 sq.ft.	$145,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 10.43% Airbnb Rental Income: $929 Traditional Rental Income: $1799 Airbnb ROI: 1.69% Traditional ROI: 10.43%
110 Ebon Road Wellington, KY Opportunity awaits on this approx. 10-acre property consisting of two separate tracts in t...	3 beds \| 1 baths \| 1,624 sq.ft.	$130,000	Airbnb cash on cash: 3.92% Traditional cash on cash: 10.15% Airbnb Rental Income: $1204 Traditional Rental Income: $1593 Airbnb ROI: 3.92% Traditional ROI: 10.15%
289 Halls Ridge Road Wellington, KY Welcome Home to this Beauty that has so much to offer! Gorgeous Cabin Home with Spectacula...	2 beds \| 2 baths \| 1,728 sq.ft.	$289,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 7.75% Airbnb Rental Income: $929 Traditional Rental Income: $2484 Airbnb ROI: 0.78% Traditional ROI: 7.75%

Real Estate investment in Wellington, KY

There are 38 properties for sale in the city of Wellington . The median list price in Wellington is $399,711 and the average price per square foot is $145. In August 2026, the average monthly cash on cash return in Wellington is 8.00%. The average monthly rental income in Wellington is $1,405.

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

There are 38 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 $1,405.

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.

$359,900

Airbnb cash on cash: 0.28%

Traditional cash on cash: 4.74%

Airbnb Rental Income: $1204

Traditional Rental Income: $2321

Airbnb ROI: 0.28%

Traditional ROI: 4.74%

130 Morgan View Rd

Wellington, KY

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

$149,999

Airbnb cash on cash: 1.58%

Traditional cash on cash: 7.87%

Airbnb Rental Income: $929

Traditional Rental Income: $1488

Airbnb ROI: 1.58%

Traditional ROI: 7.87%

69 Hill Crest Ln

Wellington, KY

3 beds | 2 baths | 2,129 sq.ft.

$280,000

Airbnb cash on cash: 0.88%

Traditional cash on cash: 7.75%

Airbnb Rental Income: $1204

Traditional Rental Income: $2628

Airbnb ROI: 0.88%

Traditional ROI: 7.75%

275 Browns Run Rd

Wellington, KY

2 beds | 2 baths | 1,320 sq.ft.

$324,900

Airbnb cash on cash: -0.85%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $929

Traditional Rental Income: $2184

Airbnb ROI: -0.85%

Traditional ROI: 4.38%

401 Turkey Ridge Rd

Wellington, KY

2 beds | 1 baths | 784 sq.ft.

$135,000

Airbnb cash on cash: 1.94%

Traditional cash on cash: 8.31%

Airbnb Rental Income: $929

Traditional Rental Income: $1411

Airbnb ROI: 1.94%

Traditional ROI: 8.31%

85 Jacks Dr

Wellington, KY

2 beds | 1 baths | 850 sq.ft.

$168,000

Airbnb cash on cash: 1.22%

Traditional cash on cash: 6.16%

Airbnb Rental Income: $929

Traditional Rental Income: $1376

Airbnb ROI: 1.22%

Traditional ROI: 6.16%

214 Lindsey Lane

Wellington, KY

2 beds | 1 baths | 800 sq.ft.

$159,900

Airbnb cash on cash: 1.37%

Traditional cash on cash: 6.34%

Airbnb Rental Income: $929

Traditional Rental Income: $1344

Airbnb ROI: 1.37%

Traditional ROI: 6.34%

11 Pretty Ridge Rd

Wellington, KY

3 beds | 2 baths | 1,120 sq.ft.

$209,900

Airbnb cash on cash: 2.06%

Traditional cash on cash: 8.12%

Airbnb Rental Income: $1204

Traditional Rental Income: $2020

Airbnb ROI: 2.06%