
Land with Home for Sale in Tollesboro, Kentucky
42 May Hollow Rd, Tollesboro, KY 41189
Absolutely stunning rare gem of property that literally has it all! Welcome to where outdoorsman's paradise meets country tranquility with endless features throughout. Entering from the private black top drive you will notice the majestical lay out of your gorgeous stoned facade home sitting peaceably adjacent to the serene and scenic 2 acre lake. As if that is not charming enough, a second glimpse reveals the beautiful simplicity of country living with plank fencing, storage sheds, tobacco and livestock barns, pasture and hayfields. The gorgeous 2 story home boasts of elegant hardwood floors, granite countertops, cathedral wood ceiling, and a 20 ft stone wood burning fireplace. Its large great room windows provides breathtaking views. All this sitting on 172 beautiful evenly blended acres of wooded and open land featuring a tower stand, tree stands, 2,000 lbs feeder, heavily stocked ponds, plentiful wildlife, marketable timber and perimeter fencing. Make this turnkey farm your dream homestead or utilize its unlimited potential as even a possible hunters retreat or Air BnB lodge as each bedroom is set up with its own bathroom. This property is one of a kind.
Location
- Street address
- 42 May Hollow Rd
- County
- Lewis County
- School district
- Lewis County - 60
- Elevation
- 833 feet
Directions
From Maysville turn North east on AA Highway. Stay straight past Tollesboro. Turn Right onto May Hollow. Property will be on the right. Look for Signage.
Property details
- Acreage
- 172 acres
- MLS #
- LBAR 24010548
- Posted
Details and features
Listing
- Type
- Farm
Lot
- View
- Water
Structure
- Stories
- 2
- Water
- Public
- Sewer
- Septic Tank
- Heating
- Natural Gas
Interior
- Room Count
- 12
- Rooms
- Bathroom x 4, Bedroom x 3
Property utilities
| Category | Type | Status | Description |
|---|---|---|---|
| Gas | Natural Gas | Connected | — |
Nearby schools
| Name | Level | District | Description |
|---|---|---|---|
| Tollesboro | Elementary | Lewis County - 60 | — |
| Lewis Co Middle | Middle | Lewis County - 60 | — |
| Lewis Co High | High | Lewis County - 60 | — |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Jan 3, 2026 | Under contract | $999,000 | — | LBAR |
| Sept 24, 2025 | Back on market | $999,000 | — | LBAR |
| Sept 15, 2025 | Under contract | $999,000 | — | LBAR |
| Aug 15, 2025 | Back on market | $999,000 | — | LBAR |
| Apr 12, 2025 | Under contract | $1,029,000 | — | LBAR |
| Aug 2, 2024 | Price drop | $1,029,000 | $71,000 -6.5% | LBAR |
| June 26, 2024 | Price drop | $1,100,000 | $100,000 -8.3% | LBAR |
| May 10, 2024 | New listing | $1,200,000 | — | LBAR |






















































































