14

Tollesboro, KY Homes for Sale under $400,000

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  • /31

    $275,000

    • Land
    • 54.98 Acres
    • $5,002 per Acre

    0 Cabin Creek Rd, Trinity, KY 41179

    54.979 acres located off short easement road located off cabin creek road. very private with electric and water available for building. Great for hunting or crop ground. Just 6 miles off the AA north of Tollesboro. just 67 miles from northern Kentucky.

    Paul Chapman Bruner Land Company, Inc.

    0 Cabin Creek Rd, Trinity, KY 41179
  • /37

    $265,000

    $85K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    682 Garrad Rd, Tollesboro, KY 41189

    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

    682 Garrad Rd, Tollesboro, KY 41189
  • /48

    $229,000

    $10K PRICE DROP

    601 Hackworth Hollow Rd, Trinity, KY 41179

    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

    601 Hackworth Hollow Rd, Trinity, KY 41179
  • /8

    $149,900

    $14K PRICE DROP
    • 2 Beds
    • 1 Bath

    4266 W Ky 10, Tollesboro, KY 41189

    Ranch style home with two bedroom one bath sitting on approximately half acre in Tollesboro on Ky 10. Home offers workshop/garage, outbuilding and a very nice flat yard

    Tracy Kinney Kinney Real Estate

    4266 W Ky 10, Tollesboro, KY 41189
  • /25

    $195,000

    $9K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,314 Sq Ft

    10779 Kentucky 57, Tollesboro, KY 41189

    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

    10779 Kentucky 57, Tollesboro, KY 41189
  • /15

    $195,900

    • Land
    • 58.56 Acres
    • $3,345 per Acre

    0 Shaw Hollow Rd, Tollesboro, KY 41189

    Escape to your own 58-acre sanctuary! This wooded tract on Shaw Hollow Rd offers true seclusion and is an absolute dream for the hunter or nature lover. Its reputation as prime deer hunting ground precedes it, making it a valuable asset for any outdoorsman. The key feature is the unparalleled location: incredibly private yet conveniently located right off of the AA Highway. Spend your weekends in

    Amanda Hawkins 606 Real Estate & Auctions

    0 Shaw Hollow Rd, Tollesboro, KY 41189
  • /34

    $394,000

    • 3 Beds
    • 2 Baths
    • 2,062 Sq Ft

    636 E Evans Rd, Tollesboro, KY 41189

    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

    636 E Evans Rd, Tollesboro, KY 41189
  • /55

    $295,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    98 Bolton Ln, Tollesboro, KY 41189

    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

    98 Bolton Ln, Tollesboro, KY 41189
  • /30

    $235,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    717 Owens Rd, Tollesboro, KY 41189

    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

    Shannon Lowe McDaniel Chuck Marshall Real Estate

    717 Owens Rd, Tollesboro, KY 41189
  • /19

    $369,900

    • Land
    • 136.02 Acres
    • $2,720 per Acre

    2319 Beechy Creek Rd, Tollesboro, KY 41189

    Discover 136± acres of prime Kentucky countryside in Wallingford, offering endless possibilities for recreation, hunting, farming, or building your dream home. This diverse property features a beautiful mix of rolling hills, mature timber, and open pasture, creating the perfect balance of beauty and functionality.A creek winds through the property and enhances the scenic landscape. At the

    Madison Eisenman Sibcy Cline, REALTORS-CC

    2319 Beechy Creek Rd, Tollesboro, KY 41189
  • /24

    $199,000

    • 2 Beds
    • 1 Bath
    • 1,446 Sq Ft

    10861 Ky 57, Tollesboro, KY 41189

    Discover this well-maintained 2-bedroom, 1-bath home on 1.02 acres, offering privacy, space, and room to grow in a peaceful setting. The full attic provides excellent potential to finish for two additional bedrooms, adding valuable flexibility for future expansion. Enjoy a handicap-accessible ramp to the living room entrance, along with an inviting front porch and uncovered back patio. The

    Kelley Bane CENTURY 21 Advantage Realty

    10861 Ky 57, Tollesboro, KY 41189
  • /55

    $349,900

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    444 May Hollow Rd, Tollesboro, KY 41189

    Escape to your own slice of paradise with this beautiful 3-bedroom, 2-bath modular home nestled on 22 scenic acres in Lewis County. Whether you're looking for a peaceful country home, a weekend getaway, or the perfect hunting retreat, this property has it all. Surrounded by mostly wooded land, the fully fenced property offers exceptional privacy and abundant wildlife, making it a hunter's dream.

    Keith Cooper CENTURY 21 Advantage Realty

    444 May Hollow Rd, Tollesboro, KY 41189
  • /12

    $190,000

    $30K PRICE DROP
    • 4 Beds
    • 1.5 Baths

    2761 Oak Ridge Rd, Vanceburg, KY 41179

    This home is Amish build. LP Propane heater and wood stove, no electric however, the house is pre-wired. Laminate flooring and thermo windows

    Chuck Marshall Chuck Marshall Real Estate

    2761 Oak Ridge Rd, Vanceburg, KY 41179
  • /32

    $189,900

    • 3 Beds
    • 1 Bath
    • 1,172 Sq Ft

    4372 W Ky 10, Tollesboro, KY 41189

    The updates buyers want. The convenience buyers need. The home you don't want to miss! Welcome to 4372 W KY 10, a beautifully remodeled 3-bedroom, 1-bath home offering approximately 1,172 sq. ft. The major work is already done with a new roof, HVAC system, plumbing, water heater, flooring, and fresh finishes throughout—giving you less to worry about from day one. Start your mornings on the

    Laken Pope 606 Real Estate & Auctions

    4372 W Ky 10, Tollesboro, KY 41189
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