Skip to main contentSkip to navigation
1 / 87
Images
Map

Land with Home for Sale in Tollesboro, Kentucky

42 May Hollow Rd, Tollesboro, KY 41189

$999,000
172 acres
pending
Under contract

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.

2,600
Sq feet
3
Beds
3
Full baths
1
1/2 bath
2008
Built

Location

Street address
42 May Hollow Rd
School district
Lewis County - 60
Elevation
833 feet
Coordinates
38.5703, -83.5122

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

CategoryTypeStatusDescription
GasNatural GasConnected

Nearby schools

NameLevelDistrictDescription
TollesboroElementaryLewis County - 60
Lewis Co MiddleMiddleLewis County - 60
Lewis Co HighHighLewis County - 60

Listing history

DateEventPriceChangeSource
Jan 3, 2026Under contract$999,000LBAR
Sept 24, 2025Back on market$999,000LBAR
Sept 15, 2025Under contract$999,000LBAR
Aug 15, 2025Back on market$999,000LBAR
Apr 12, 2025Under contract$1,029,000LBAR
Aug 2, 2024Price drop$1,029,000$71,000 -6.5%LBAR
June 26, 2024Price drop$1,100,000$100,000 -8.3%LBAR
May 10, 2024New listing$1,200,000LBAR
Subscribe to listing updates

Payment calculator

This 172-acre property is located at 42 May Hollow Rd in Tollesboro, KY 41189. The property is pending sale. It has a 2,600 sq ft 3 bedroom, 3 bath house built in 2008.

Checked 7 hours ago — Updated

Report listing issue

Copyright (C) 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Contact listing agent Message rules
By submitting, I agree to the terms of use and to be contacted by real estate professionals. Message and data rates may apply.
Contact