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42 May Hollow Road, 
Tollesboro, KY 41189

$999,000


3

Beds


4

Baths


2,600

Sq Ft


Farm

Pending

Listed by

Travis Hickerson

Century 21 Advantage Realty

606-783-0021

Last updated:

October 9, 2025, 01:08 PM

MLS#

24010548

Source:

KY LBAR

About This Home

42 May Hollow Road

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.

Home Facts

Farm

4 Baths

3 Bedrooms

Built in 2008

Price Summary

999,000

$384 per Sq. Ft.

MLS #:

24010548

Last Updated:

October 9, 2025, 01:08 PM

Added:

1 year(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

4

Full Bathrooms:

3

Interior

Living Area:

2,600 Sq. Ft.


Structure

Structure

Building Area:

2,600 Sq. Ft.

Year Built:

2008


Lot

Lot Size (Sq. Ft):

7,492,320


Finances & Disclosures

Finances

Price:

$999,000

Price per Sq. Ft:

$384 per Sq. Ft.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.