27

Tollesboro, KY Homes for Sale

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  • /40

    $785,000

    • Land
    • 188 Acres
    • $4,176 per Acre

    Blackhawk Ln, Tollesboro, KY 41189

    Introducing the Clear Creek Recreational Retreat, a 188 +/- acre property in Lewis County, Kentucky! Located on Blackhawk Lane which is accessed by scenic Garrad Road, is an area where there is rolling farmland and a beautiful countryside landscape make the location of this farm truly amazing! The farm offers multiple, excellent build sites with privacy and stunning natural surroundings. Whether

    Isaac Singer Arrowhead Land Company, LLC

    Blackhawk Ln, Tollesboro, KY 41189
  • /39

    $434,000

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    0 Little Cabin Creek Unit LotWP001, Vanceburg, KY 41179

    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

    0 Little Cabin Creek Unit LotWP001, Vanceburg, KY 41179
  • /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
  • /40

    $785,000

    • Land
    • 188 Acres
    • $4,176 per Acre

    TBD Blackhawk Ln, Tollesboro, KY 41189

    Introducing the Clear Creek Recreational Retreat, a 188 +/- acre property in Lewis County, Kentucky! Located on Blackhawk Lane which is accessed by scenic Garrad Road, is an area where there is rolling farmland and a beautiful countryside landscape make the location of this farm truly amazing! The farm offers multiple, excellent build sites with privacy and stunning natural surroundings. Whether

    Isaac Singer Arrowhead Land Company

    TBD Blackhawk Ln, Tollesboro, KY 41189
  • /85

    $438,000

    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft

    1459 Buck Lick Branch, Tollesboro, KY 41189

    Motivated seller, this hand laid Fieldstone is gorgeous 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

    Richard Walje Story Realty

    1459 Buck Lick Branch, Tollesboro, KY 41189
  • /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
  • /18

    $45,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 672 Sq Ft

    12375 Ky 57, Tollesboro, KY 41189

    Prime KY-57 frontage with endless potential! This approximately 0.49 +/- acre property features two single-wide mobile homes, both currently rented, offering immediate income. Located in a high-visibility area toward Fleming County and just 2 minutes from Dollar General and the Tollesboro gas station, plus only 16 minutes to Walmart and major shopping, this property offers both convenience and

    Laken Pope 606 Real Estate & Auctions

    12375 Ky 57, Tollesboro, KY 41189
  • /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
  • /54

    $425,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,608 Sq Ft

    61 Rayburn Ln, Tollesboro, KY 41189

    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

    61 Rayburn Ln, 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
  • /58

    $555,000

    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft

    422 Kirk Ln, Tollesboro, KY 41189

    Home-Hunting Fishing Mini Farm — A Rare Find in a Prime Location! Discover the ultimate blend of craftsmanship and outdoor adventure in this stunning 3BR/2BA red cedar log home. Nestled on 47 scenic acres (per deed), the interior boasts quality poplar floors and ceilings, red cedar walls, and an open-concept kitchen/family room with a cozy loft. The fully finished basement features poured

    Richard Walje Story Realty

    422 Kirk Ln, 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
  • /2

    $435,000

    • Land
    • 62 Acres
    • $7,016 per Acre

    0 Ky 57 Unit 45414, Tollesboro, KY 41189

    Discover the potential of this versatile 62 acre farm, offering an excellent opportunity for both livestock and crop production. Whether you're looking to expand an existing operation or start your own, this property provides a great balance of productive pasture and tillable ground. Ideal for a cow-calf operation, the farm features ample grazing acreage with room for hay production, while the

    Joshua Hawkins 606 Real Estate & Auctions

    0 Ky 57 Unit 45414, Tollesboro, KY 41189
  • /2

    $18,000

    • Land
    • 1.08 Acres
    • $16,667 per Acre

    Lot 20 Saint Andrews Place, Tollesboro, KY 41189

    Prime buildable lot in the beautiful St. Andrew's Subdivision! Surveyed Lot 20 offering 1.078 acres with city sewer, city gas, and underground electric available. Slightly rolling lot in a desirable location, perfect for envisioning your future dream home. Conveniently located approximately 1 mile from Double AA Highway and only 14 minutes from Lowe's, Walmart, and major shopping centers. Enjoy a

    Laken Pope 606 Real Estate & Auctions

    Lot 20 Saint Andrews Place, 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
  • /88

    $438,000

    $53K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,512 Sq Ft

    1459 Buck Lick Bridge Rd, Tollesboro, KY 41189

    Motivated seller, price reduction, 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;

    Richard Walje Story Realty

    1459 Buck Lick Bridge Rd, Tollesboro, KY 41189
  • /19

    $450,000

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft

    9439 Ky 57, Tollesboro, KY 41189

    Nestled on approximately 14 picturesque acres, this beautiful farmhouse offers the perfect blend of country charm and modern comfort. The property features a scenic pond, a spacious barn, and a large shop, providing endless opportunities for livestock, hobbies, storage, or equipment. Whether you're looking for a small farm, a peaceful rural retreat, or a place to enjoy the outdoors, this property

    Joshua Hawkins 606 Real Estate & Auctions

    9439 Ky 57, 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
  • /18

    $950,000

    • Land
    • 265 Acres
    • $3,585 per Acre

    0 Pumping Station Rd Unit 45461, Tollesboro, KY 41189

    Discover 265 acres of versatile Kentucky land in Tollesboro! This impressive tract offers a desirable mix of pasture and hay ground along with wooded acreage, with Cabin Creek running through the property. The combination of open ground, woods, and a natural water source creates excellent opportunities for farming, hunting, and recreation. The wooded acreage provides excellent hunting and

    Amanda Hawkins 606 Real Estate & Auctions

    0 Pumping Station Rd Unit 45461, Tollesboro, KY 41189
  • /36

    $434,000

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    0 Little Cabin Creek Unit 644657, Vanceburg, KY 41179

    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

    0 Little Cabin Creek Unit 644657, Vanceburg, KY 41179

Frequently Asked Questions

What are the most popular zip codes in Tollesboro, KY?
The most popular zip codes in Tollesboro, KY include 41189, 41179, 41041, 41056 and 41093.
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