Real Estate Investment Properties for Sale in Tollesboro, KY

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
434 East Evans Lane Tollesboro, KY This beautiful brick ranch sits on 10 acres and is just 2 minutes from the AA hwy and less...	3 beds \| 2 baths \| 1,774 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.27% Airbnb Rental Income: $null Traditional Rental Income: $2388 Airbnb ROI: N/A Traditional ROI: 4.27%
42 May Hollow Road Tollesboro, KY Absolutely stunning rare gem of property that literally has it all! Welcome to where outdo...	3 beds \| 4 baths \| 2,600 sq.ft.	$1,029,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.45% Airbnb Rental Income: $null Traditional Rental Income: $3252 Airbnb ROI: N/A Traditional ROI: 1.45%
4005 KY-10 Tollesboro, KY Nestled in a charming small community, this home boasts a big backyard perfect for outdoor...	3 beds \| 2 baths \| 1,956 sq.ft.	$209,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.55% Airbnb Rental Income: $null Traditional Rental Income: $2550 Airbnb ROI: N/A Traditional ROI: 10.55%
2301 Paris Pike Tollesboro, KY NEW PRICE........ WELCOME........ Step into this Beautiful Brick Home that'...	3 beds \| 3 baths \| 2,208 sq.ft.	$379,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.36% Airbnb Rental Income: $null Traditional Rental Income: $2362 Airbnb ROI: N/A Traditional ROI: 5.36%
Investment Properties for Sale in Other Cities of Kentucky
6903 Birnamwood Dr Louisville , KY This beautifully updated tri-level offers a perfect blend of comfort and style. Featuring ...	4 beds \| 2 baths \| 1,778 sq.ft.	$254,900	Airbnb cash on cash: 8.01% Traditional cash on cash: 6.32% Airbnb Rental Income: $3186 Traditional Rental Income: $2060 Airbnb ROI: 8.01% Traditional ROI: 6.32%
206 College Street HORSE CAVE , KY Newly renovated brick home within walking distance of downtown Horse Cave. The kitchen has...	4 beds \| 2 baths \| 2,016 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.56% Airbnb Rental Income: $null Traditional Rental Income: $2215 Airbnb ROI: N/A Traditional ROI: 8.56%
309 E Market St #213 Louisville , KY Escape into your private oasis, in the middle of downtown Louisville, at the Mercantile Ga...	2 beds \| 2 baths \| 1,402 sq.ft.	$343,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 2.42% Airbnb Rental Income: $2735 Traditional Rental Income: $2070 Airbnb ROI: 2.48% Traditional ROI: 2.42%
124 E Wellington Ave Louisville , KY Welcome to this fantastic opportunity to own almost a 1/2 acre property with not just 1, b...	4 beds \| 2 baths \| 2,300 sq.ft.	$279,000	Airbnb cash on cash: 5.51% Traditional cash on cash: 6.52% Airbnb Rental Income: $2661 Traditional Rental Income: $2296 Airbnb ROI: 5.51% Traditional ROI: 6.52%
4708 S 3rd St Louisville , KY Charming 3-Bedroom Home in Beechmont with Modern Updates - Turnkey for New Homeowners who...	3 beds \| 2 baths \| 1,856 sq.ft.	$325,000	Airbnb cash on cash: 3.42% Traditional cash on cash: 3.38% Airbnb Rental Income: $2271 Traditional Rental Income: $1693 Airbnb ROI: 3.42% Traditional ROI: 3.38%
335 Alger Ave Louisville , KY Welcome to 335 Alger Ave! This delightful two-bedroom, one-bathroom home offers a perfect ...	2 beds \| 1 baths \| 978 sq.ft.	$150,000	Airbnb cash on cash: 4.81% Traditional cash on cash: 6.44% Airbnb Rental Income: $1487 Traditional Rental Income: $1284 Airbnb ROI: 4.81% Traditional ROI: 6.44%
7902 Woodfern Way Louisville , KY MOTIVATED SELLERS! Delightful home located in the quiet Fern Creek Gardens Neighborhood. C...	3 beds \| 1 baths \| 1,456 sq.ft.	$239,900	Airbnb cash on cash: 7.72% Traditional cash on cash: 4.76% Airbnb Rental Income: $2954 Traditional Rental Income: $1603 Airbnb ROI: 7.72% Traditional ROI: 4.76%
4519 Jewell Ave Louisville , KY Welcome to this delightful renovated house nestled on a historic street in Louisville, Ken...	2 beds \| 2 baths \| 2,244 sq.ft.	$179,900	Airbnb cash on cash: 4.94% Traditional cash on cash: 9.44% Airbnb Rental Income: $1734 Traditional Rental Income: $2026 Airbnb ROI: 4.94% Traditional ROI: 9.44%
9303 Stonestreet Rd #111 Louisville , KY This beautifully updated 1st floor condo offers modern comfort and convenience. Featuring ...	2 beds \| 2 baths \| 904 sq.ft.	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.53% Airbnb Rental Income: $null Traditional Rental Income: $1309 Airbnb ROI: N/A Traditional ROI: 7.53%
1714 Colony Ct Louisville , KY This one is Ready for You! Featuring 4 Bedrooms & 2 Full Baths & a Great Flat, Large Lot! ...	4 beds \| 2 baths \| 1,432 sq.ft.	$244,900	Airbnb cash on cash: 8.4% Traditional cash on cash: 6.16% Airbnb Rental Income: $3186 Traditional Rental Income: $1947 Airbnb ROI: 8.4% Traditional ROI: 6.16%
4626 Glen Rose Rd Louisville , KY This home is being sold as part of a package that includes 4608 Glen Rose Rd and a vacant ...	2 beds \| 1 baths \| 1,064 sq.ft.	$1,200,000	Airbnb cash on cash: -1.31% Traditional cash on cash: -0.67% Airbnb Rental Income: $1068 Traditional Rental Income: $1410 Airbnb ROI: -1.31% Traditional ROI: -0.67%
9115 Old Bardstown Rd Louisville , KY Seller has made many upgrades to this gorgeous home, including new flooring in the basemen...	2 beds \| 2 baths \| 2,764 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.28% Airbnb Rental Income: $null Traditional Rental Income: $2252 Airbnb ROI: N/A Traditional ROI: 4.28%
2623 Lexington Road Richmond , KY This spacious 3 bedroom 1 bath home is one you won't want to miss! As you enter the home y...	3 beds \| 1 baths \| 1,993 sq.ft.	$199,900	Airbnb cash on cash: 7.68% Traditional cash on cash: 5.35% Airbnb Rental Income: $2627 Traditional Rental Income: $1559 Airbnb ROI: 7.68% Traditional ROI: 5.35%
150 Inverness Drive Georgetown , KY This is the home you've been waiting for in the highly sought-after Canewood Subdivision! ...	4 beds \| 3 baths \| 2,644 sq.ft.	$419,900	Airbnb cash on cash: 4.88% Traditional cash on cash: 3.91% Airbnb Rental Income: $3588 Traditional Rental Income: $2422 Airbnb ROI: 4.88% Traditional ROI: 3.91%
1706 Victory Pl Prospect , KY NEW PRICE! This prestigious 4 bedroom 3.5 bath home, built in 2019 and sitting on a beauti...	4 beds \| 4 baths \| 2,622 sq.ft.	$539,900	Airbnb cash on cash: 3.12% Traditional cash on cash: 3.57% Airbnb Rental Income: $3532 Traditional Rental Income: $2980 Airbnb ROI: 3.12% Traditional ROI: 3.57%

Real Estate investment in Tollesboro, KY

There are 4 properties for sale in the city of Tollesboro . The median list price in Tollesboro is $379,500 and the average price per square foot is $196. In November 2024, the average monthly cash on cash return in Tollesboro is 5.00%. The average monthly rental income in Tollesboro is $2,388.

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

There are 4 investment properties available for sale in Tollesboro.

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

Your search for investment property begins and ends here

Investment Property for Sale in Tollesboro, KY

434 East Evans Lane

Tollesboro, KY

3 beds | 2 baths | 1,774 sq.ft.

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.27%

Airbnb Rental Income: $null

Traditional Rental Income: $2388

Airbnb ROI: N/A

Traditional ROI: 4.27%

42 May Hollow Road

Tollesboro, KY

3 beds | 4 baths | 2,600 sq.ft.

$1,029,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.45%

Airbnb Rental Income: $null

Traditional Rental Income: $3252

Airbnb ROI: N/A

Traditional ROI: 1.45%

4005 KY-10

Tollesboro, KY

3 beds | 2 baths | 1,956 sq.ft.

$209,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.55%

Airbnb Rental Income: $null

Traditional Rental Income: $2550

Airbnb ROI: N/A

Traditional ROI: 10.55%

2301 Paris Pike

Tollesboro, KY

3 beds | 3 baths | 2,208 sq.ft.

$379,500

Airbnb cash on cash: N/A

Traditional cash on cash: 5.36%

Airbnb Rental Income: $null

Traditional Rental Income: $2362

Airbnb ROI: N/A

Traditional ROI: 5.36%

Investment Properties for Sale in Other Cities of Kentucky

Louisville , KY

4 beds | 2 baths | 1,778 sq.ft.

$254,900

Airbnb cash on cash: 8.01%

Traditional cash on cash: 6.32%

Airbnb Rental Income: $3186

Traditional Rental Income: $2060

Airbnb ROI: 8.01%

Traditional ROI: 6.32%

HORSE CAVE , KY

4 beds | 2 baths | 2,016 sq.ft.

$215,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.56%

Airbnb Rental Income: $null

Traditional Rental Income: $2215

Airbnb ROI: N/A

Traditional ROI: 8.56%

Louisville , KY

2 beds | 2 baths | 1,402 sq.ft.

$343,000

Airbnb cash on cash: 2.48%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $2735

Traditional Rental Income: $2070

Airbnb ROI: 2.48%

Traditional ROI: 2.42%

Louisville , KY

4 beds | 2 baths | 2,300 sq.ft.

$279,000

Airbnb cash on cash: 5.51%

Traditional cash on cash: 6.52%

Airbnb Rental Income: $2661

Traditional Rental Income: $2296

Airbnb ROI: 5.51%

Traditional ROI: 6.52%

Louisville , KY

3 beds | 2 baths | 1,856 sq.ft.