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
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
42 May Hollow RoadTollesboro, KYAbsolutely stunning rare gem of property that literally has it all! Welcome to where outdo... |
3 beds | N/A baths | 2,600 sq.ft. |
$999,000 |
Airbnb cash on cash: N/A
|
1459 Buck Lick BrTollesboro, KYThe hand laid Fieldstone is gorgeous and uniquely compliments this truly special home situ... |
2 beds | 2 baths | 1,512 sq.ft. |
$475,000 |
Airbnb cash on cash: N/A
|
78 Katelyn LaneTollesboro, KYCharming ranch on just over half an acre with unique features. Step into comfort and char... |
2 beds | 1 baths | 1,000 sq.ft. |
$182,000 |
Airbnb cash on cash: N/A
|
12200 Ky 57Tollesboro, KYThis well-kept 3 bedroom, 2 bathroom brick home, with a blacktop circle drive sits on a be... |
3 beds | 2 baths | N/A |
$325,000 |
Airbnb cash on cash: N/A
|
10916 KY 57Tollesboro, KYBrick 3 Bedroom Home with Attached Garage on 1.5 Acres - Close to Town! Enjoy the best of ... |
3 beds | 1 baths | 1,318 sq.ft. |
$250,000 |
Airbnb cash on cash: N/A
|
Real Estate investment in Tollesboro, KY
There are 5 properties for sale in the city of Tollesboro . The median list price in Tollesboro is $287,500 and the average price per square foot is $191. In November 2025, the average monthly cash on cash return in Tollesboro is 6.00%. The average monthly rental income in Tollesboro is $2,040.