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Land with Home for Sale in Tollesboro, Kentucky

42 May Hollow Rd, Tollesboro, KY 41189

$999,000
173 acres
Active
$71k drop
Est $5,561/mo

Absolutely stunning rare gem of property that literally has it all! Welcome to where outdoorsman paradise meets country tranquility with endless features throughout. Entering from your 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 with dock and bridge. As if that is not charming enough, a second glimpse reveals the beautiful simplicity of country living with plank fencing, storage sheds, and tobacco and livestock barns. An amazing and 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 entirely fenced perimeter. 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
820 feet
Coordinates
38.5703, -83.5122

Directions

From Maysville take 9 (AA Highway) South approximately 15 miles. Turn Right unto May Hollow Rd. Drive way will be on the right. Look for Directional For Sale sign.

Property details

Acreage
172.52 acres
MLS #
LBAR 24009250
Posted

Parcels

  • 030-00-00-009.00

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Lot

View
Water
Features
Secluded, Wooded

Exterior

Parking
Driveway

Structure

Stories
2
Basement
Crawl Space
Water
Public
Sewer
Septic Tank
Heating
Natural Gas
Cooling
Electric
Materials
Stone, Vinyl Siding
Roof
Metal

Interior

Room Count
12
Rooms
Bathroom x 4, Bedroom x 3, Dining Room, Game Room, Laundry Room, Utility Room
Flooring
Carpet, Hardwood, Tile
Appliances
Dishwasher, Dryer, Gas Range, Microwave, Oven, Refrigerator, Washer
Features
Breakfast Bar, Ceiling Fan(s), Eat-In Kitchen, Primary Downstairs

Property utilities

CategoryTypeStatusDescription
GasNatural GasConnected

Nearby schools

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

Listing history

DateEventPriceChangeSource
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
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This 172.52-acre property is located at 42 May Hollow Rd in Tollesboro, KY 41189. The property is available for sale for $999,000. It has a 2,600 sq ft 3 bedroom, 3 bath house built in 2008.

Checked 18 mins ago — Updated

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