Tollesboro, KY Homes for Sale under $500,000

If youre searching for a turnkey hunting property with comfortable accommodations and a diverse landscape, this 126.75 acre tract, per deed, deserves a look. Offering an excellent mix of wooded acreage and open ground, this property provides outstanding habitat for whitetail deer, wild turkey, and other small game while offering the seclusion and versatility that outdoor enthusiasts appreciate.

Jeffrey Stamper Whitetail Properties Real Estate

The hand laid Fieldstone is gorgeous and uniquely compliments this truly special home situated on 35 surveyed Acres. With a spacious 3 car, detached garage, above ground pool, & very private fishing pond, this property checks the boxes. Approx. 6 cleared level to rolling acres transitioning into ample wooded acreage for your own private Kentucky wildlife preserve. The abundance of charm continues

Richard Walje Story Realty

Welcome to your private retreat in the woods! This unique A-frame home offers the perfect blend of space, flexibility, and peaceful surroundings on nearly 2 acres of land. Featuring 6 bedrooms and 3.5 bathrooms, this property is ideal for multi-generational living, rental income, or simply spreading out and enjoying your own space. The main home includes 3 bedrooms plus a loft overlooking the

Kelley Bane CENTURY 21 Advantage Realty

Price Drop!!! Sellers just lowered the price for a quick sale!!! Discover the perfect blend of privacy, recreation, and potential with this beautiful 67-acre farm tucked away in a secluded setting. Whether you're looking for a hunting retreat, future homestead, or investment property, this tract offers endless possibilities. The property features a large barn with a unique log pen inside, adding

Keith Cooper CENTURY 21 Advantage Realty

Completely remodeled and move-in ready! This 2 bedroom, 1 bath home sits on 0.59 acres and has been gutted and redone from top to bottom. Updates include all new plumbing, electric, flooring, fixtures, kitchen, bathroom, and more. Inside you'll find a bright, open feel with neutral colors, updated finishes, and a spacious kitchen with new cabinets and countertops. The bathroom has been

Kelley Bane CENTURY 21 Advantage Realty

Discover all the charm and convenience with this stunning move in ready home. This beautiful 4-bedroom 3 bath home sits on a nearly one-acre level lot and offers the best of country living with all the city amenities, including city sewer and underground utilities. Meticulously maintained, this property is initially highlighted by both an attached and detached garage offering ample space for your

Travis Hickerson CENTURY 21 Advantage Realty

Peaceful country living on 5 acres! This 3-bedroom, 2-bath home offers 2,062 sq ft, a cozy wood-burning fireplace, and an attached garage. Spacious bedrooms and open living areas make it perfect for family life or entertaining. Enjoy the quiet, scenic surroundings and room to relax, play, or garden. Don't miss this Tollesboro gem — $394,000. Call Amanda at (606)748-2993.

Amanda Hawkins 606 Real Estate & Auctions

Check out this beautiful 2 bedroom 1 bath home nicely situated on approximately 1 acre +or- fenced into 2 separate lots. Detached garage/workshop. located at the end of the street. Front covered porch/side patio/blacktop driveway/nice spot for a garden in the back yard. This home comes with stainless appliances/refrigerator-range/washer & dryer. Priced at 295000. Call for a showing today !!

Kevin Boling Kevin Boling Auction & Real Estate

This well-kept 3 bedroom, 2 bathroom brick home, with a blacktop circle drive sits on a beautiful lot and has all the space you need-both inside and out! Inside, you'll find a great layout with multiple living areas, including a formal living room, a formal dining room, plus a cozy den with a gas fireplace. the home has blow-in insulation, and both the HVAC system and roof have been replaced

Charles Marshall Chuck Marshall Auction & Real Estate

35 acres features a home with exquisite hand-laid Fieldstone creating a stunning backdrop for refined rural living. Approximately 6 cleared acres transition into wooded terrain, creating your private Kentucky wildlife sanctuary, absolutely perfect for the hunting enthusiast . Enjoy nature while maintaining access to urban amenities: 30 minutes to Maysville, KY; 45 minutes to Portsmouth, OH; and

Richard Walje Story Realty

Spacious 5-bedroom, 2-bath home conveniently located just inside the Lewis County line! Built in 1970, this solid home features modern updates throughout while offering the charm of a well-built property. Each bedroom offers large closets, with a walk-in closet in the primary bedroom. Enjoy entertaining on the side deck or relaxing on the front porch! This level lot is PERFECT for outdoor

Kelley Bane CENTURY 21 Advantage Realty

This well-kept 3 bedroom, 2 bathroom brick home, with a blacktop circle drive sits on a beautiful lot and has all the space you need—both inside and out! Inside, you'll find a great layout with multiple living areas, including a formal living room, a formal dining room, plus a cozy den with a gas fireplace. the home has blow-in insulation, and both the HVAC system and roof have been replaced

Shannon Lowe McDaniel Chuck Marshall Real Estate

Beautifully renovated 3-bedroom, 2-bath home on approximately 1 acre at the end of a quiet country road with peaceful farm views and plenty of privacy. This move-in-ready home features a new roof, gutters, HVAC, plumbing, deck, appliances, and much more. Inside you'll find a spacious primary suite with a private bathroom, two additional bedrooms, and a custom kitchen with granite countertops and

Charles Marshall Chuck Marshall Auction & Real Estate

If you're searching for a turnkey hunting property with comfortable accommodations and a diverse landscape, this 126.75± acre tract, per deed, deserves a look. Offering an excellent mix of wooded acreage and open ground, this property provides outstanding habitat for whitetail deer, wild turkey, and other small game while offering the seclusion and versatility that outdoor enthusiasts appreciate.

Jeffrey Stamper Whitetail Properties Real Est