Tollesboro KY Real Estate & Homes for Sale

8 Properties Found

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Beds:
2
Baths:
1.00
Sq.Ft.:
1,314
Status:
Active
MLS#:
26010037
Type:
Single Family
Subdivision:
Rural
Lot size:
0.59 Acres
Year built:
1960
A broker reciprocity listing Courtesy: CENTURY 21 Advantage Realty 606-783-0021
View additional info

ADDITIONAL INFORMATION

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 beautifully updated with a custom tile shower surround and modern touches. Each bedroom has new carpet and ample closet space. Outside offers plenty of space to enjoy with a nice, flat yard, covered parking option, and a barn/shop that is perfect for storage, hobbies, or a workspace. If you're looking for a home where all the hard work has already been done, this one is for you!

Beds:
6
Baths:
4.00
Sq.Ft.:
3,200
Status:
Active
MLS#:
26007664
Type:
Single Family
Subdivision:
Rural
Lot size:
1.84 Acres
Year built:
1999
A broker reciprocity listing Courtesy: CENTURY 21 Advantage Realty 606-783-0021
View additional info

ADDITIONAL INFORMATION

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 open-concept living area, highlighted by soaring ceilings and classic A-frame charm. Two bedrooms feature en suite bathrooms, adding comfort and convenience. The fully finished basement expands your options even further with a separate 3 bedroom, 1 bathroom apartment—complete with its own kitchen and laundry. Currently used as a rental, it offers immediate income potential or could easily serve as additional living space for family or guests. Step outside and take in the peaceful setting from one of four decks, perfect for entertaining or relaxing while watching the abundant wildlife. The fenced yard provides a safe space for kids or pets to play, and the detached 16x20 garage adds extra storage or workshop potential. Conveniently located just 1 minute from AA Highway and only 10 minutes to Maysville, you'll enjoy privacy without sacrificing accessibility. If you've been searching for a property with character, space, and income potential—this one checks all the boxes.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,404
Status:
Active
MLS#:
26006067
Type:
Single Family
Subdivision:
Rural
Lot size:
2 Acres
Year built:
1950
A broker reciprocity listing Courtesy: CENTURY 21 Advantage Realty 606-783-0021
View additional info

ADDITIONAL INFORMATION

Home and 2-acre lot right in the heart of Tollesboro!!! Rare occasion of having the opportunity to own in a great location with a little bit of acreage. The 3-bedroom 1 bath home features original hardwood floors as well as updated laminate, fresh paint, and newer appliances. Set on a nice level lot, property is equipped with a nice concrete floor barn, additional out building, and a fenced in pasture with a small pond. Perfect set up for a mini hobby farm or ample room for any of your other outdoor recreational activities. Whether you are looking for a starter home, fixer upper, or investment income potential, this is a must see that won't last long.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,722
Status:
Active
MLS#:
26005402
Type:
Single Family
Subdivision:
Rural
Lot size:
47 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Story Realty 606-748-7201
View additional info

ADDITIONAL INFORMATION

Home-Hunting • Fishing • Mini Farm — A Rare Find in a Prime Location! Escape to your own private retreat with 3-bedroom, 2-bath timbered red cedar log home nestled on approximately 47+- acres of scenic, secluded land, this property offers the perfect blend of comfort, craftsmanship, and outdoor adventure. The home features an inviting open-concept kitchen and family room, a cozy loft, and a fully finished basement with poured concrete walls beautifully finished in red cedar board. A 24' x 24' basement-level addition for one-car garage with spacious workshop area. Inside, you'll find quality craftsmanship throughout, with poplar floors, ceilings, and doors, complemented by rich red cedar interior walls. Outdoors, the property is a dream for nature lovers and sportsmen. Enjoy abundant wildlife, including deer and turkey, along with a mix of cleared acreage ideal for food plots and wooded terrain filled with mature hardwoods, trails, and natural cover. Two stocked ponds offer excellent fishing right on your land. Also includes a 32x60barn, fenced pasture, separate animal shelter, and storage building. Recent updates include a new heat pump and water heater and 40x50 metal building/garage, w/ concrete floor, electric and insulated, 14'. High ceiling. Whether you're seeking a peaceful residence, recreational getaway, or working mini farm, this unique property truly has it all. Private/ secluded yet just 15 minutes from Maysville Ky.

Beds:
5
Baths:
2.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
26004931
Type:
Single Family
Subdivision:
Rural
Lot size:
0.35 Acres
Year built:
1970
A broker reciprocity listing Courtesy: CENTURY 21 Advantage Realty 606-783-0021
View additional info

ADDITIONAL INFORMATION

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 activities this spring and summer! With plenty of space inside and out, this home offers comfort, functionality, and a great location. Don't miss your chance to make it yours!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,100
Status:
Active
MLS#:
1705469
Type:
Single Family
Lot size:
7.71 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Exp Realty Llc
View additional info

ADDITIONAL INFORMATION

Back on the market at no fault of the seller! Welcome to your future homestead! This charming property presents an affordable off-grid lifestyle with room to grow. Situated on 7.706 secluded acres, it offers privacy and potential. The main house features 2 bedrooms and 1 bathroom, perfect for cozy living. Though the construction is new and unfinished, it allows potential buyers to personalize and complete it to their needs. With off-grid utilities in mind the property is prime for solar and rain water sett up, however, city water is available for hookup, and electricity is already on sight for convenience. Insulation is already in place under the flooring, and extra flooring is included to continue the project smoothly. The property, with its tree-lined borders and seasonal creek access, provides a beautiful natural setting. With space for a second house, pending an additional septic system, mukti-generational or an income/guest home could be added. Modern conveniences are prepped, including a gas powered water heater and setups for electric appliances. The kitchen attic features a whip for canned lights, offering an energy-efficient lighting solution. This property is a canvas for your vision, whether you're escaping city life for a weekend getaway or seeking a sustainable lifestyle. Embrace the possibilities and make this hidden gem your own!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,100
Status:
Active
MLS#:
1294809
Type:
Single Family
Lot size:
7.7 Acres
Year built:
2025
A broker reciprocity listing Courtesy: EXP REALTY
View additional info

ADDITIONAL INFORMATION

Back on the market at no fault of the seller! Welcome to your future homestead! This charming property presents an affordable off-grid lifestyle with room to grow. Situated on 7.706 secluded acres, it offers privacy and potential. The main house features 2 bedrooms and 1 bathroom, perfect for cozy living. Though the construction is new and unfinished, it allows potential buyers to personalize and complete it to their needs. With off-grid utilities in mind the property is prime for solar and rain water sett up, however, city water is available for hookup, and electricity is already on sight for convenience. Insulation is already in place under the flooring, and extra flooring is included to continue the project smoothly. The property, with its tree-lined borders and seasonal creek access, provides a beautiful natural setting. With space for a second house, pending an additional septic system, mukti-generational or an income/guest home could be added. Modern conveniences are prepped, including a gas powered water heater and setups for electric appliances. The kitchen attic features a whip for canned lights, offering an energy-efficient lighting solution. This property is a canvas for your vision, whether you're escaping city life for a weekend getaway or seeking a sustainable lifestyle. Embrace the possibilities and make this hidden gem your own

Beds:
23
Baths:
2.00
Sq.Ft.:
1,512
Status:
Active
MLS#:
25009240
Type:
Single Family
Subdivision:
Rural
Lot size:
35 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Story Realty 606-748-7201
View additional info

ADDITIONAL INFORMATION

Discover an extraordinary countryside haven with exquisite hand-laid Fieldstone creating a stunning backdrop for refined rural living. This 35-acre homestead features tile and carpet flooring, two/three bedrooms, 1.5 baths, and a kitchen with solid hickory cabinetry. The living room showcases a stone fireplace and breathtaking views capturing southern living's essence. A matching fieldstone cellar houses a charming studio apartment with shower, sleeping area, kitchenette, and wrap-around balcony. Outdoor amenities include a three-car detached garage, above-ground pool, and private fishing pond. 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 1.5 hours to Lexington, KY or Cincinnati, OH. Experience authentic country living with modern comforts in this one-of-a-kind property.

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Andrea D. Conner, License 221773, Xome Inc., License 239054, [email protected], 844-400-XOME (9663), 1795 Alysheba Way, Suite 102, Lexington, KY 40509


The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Lexington Bluegrass Multiple Listing Service. The Broker providing this data believes them to be correct but advises interested parties to confirm them before relying on them in a purchase decision. Copyright 2026 Lexington Bluegrass Multiple Listing Service. All rights reserved.
Andrea D. Conner, License 221773, Xome Inc., License 239054, [email protected], 844-400-XOME (9663), 1795 Alysheba Way, Suite 102, Lexington, KY 40509


The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Metro Search Multiple Listing Service. Real estate listings held by IDX Brokerage firms other than Xome are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing IDX Brokers. The Broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision. Copyright 2026 Metro Search Multiple Listing Service. All rights reserved.
Andrea D. Conner, License 221773, Xome Inc., License 239054, [email protected], 844-400-XOME (9663), 1795 Alysheba Way, Suite 102, Lexington, KY 40509


The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of the Heart of Kentucky Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than Xome are marked with the Internet Data Exchange Symbol and detailed information about them includes the name of the listing IDX Brokers. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The broker providing the data believes the data to be correct, but advises interested parties to confirm the data before relying on it in a purchase decision. Copyright 2026 Heart of Kentucky MLS, Inc. All rights reserved.



Tollesboro 41189 Real Estate

Tollesboro is located in Kentucky. Tollesboro, Kentucky 41189has a population of 2,331. Tollesboro 41189 is less family-centric than the surrounding county with 17.47% of the households containing married families with children. The county average for households married with children is 22.32%.

The median household income in Tollesboro, Kentucky 41189 is $40,035. The median household income for the surrounding county is $32,402 compared to the national median of $69,021. The median age of people living in Tollesboro 41189 is 39.6 years.

Tollesboro Weather

The average high temperature in July is 86.9 degrees, with an average low temperature in January of 21.6 degrees. The average rainfall is approximately 45.9 inches per year, with 15.2 inches of snow per year.

Tollesboro Map

Tollesboro Real Estate Market Conditions

  • Median sales price

    $203,500
    11%
    change since last quarter
  • # Active listings

    8
    30-day change

Tollesboro Schools and Demographics

Education near Tollesboro, KY

City County
High School Graduates 79.51 77.16
College Degree - 2 year 17.56 8.33
College Degree - 4 year 2.53 8.82
Graduate Degree 0.95 2.21
Expenditures per Student 12,675 12,675
Students per Teacher 13.8 13.8

Elementary Schools near Tollesboro, KY

Grades Students P/T Ratio ZIP
Charles Straub Elementary School PK - 02 826 17 41056
E P Ward Elementary School PK - 06 206 18.2 41093
Flemingsburg Elementary School PK - 06 586 18.6 41041
Garrison Elementary School PK - 06 333 16.5 41141
Laurel Elementary School PK - 06 82 11.3 41179
Lewis County Central Elementary School PK - 05 496 18 41179
Mason County Intermediate School 03 - 05 627 18.2 41056
Tollesboro Elementary School PK - 06 296 15.3 41189

Middle Schools near Tollesboro, KY

Grades Students P/T Ratio ZIP
Lewis County Middle School 06 - 08 457 18.1 41179
Mason County Middle School 06 - 08 556 16.7 41056
Simons Middle School 07 - 08 344 18.9 41041

High Schools near Tollesboro, KY

Grades Students P/T Ratio ZIP
Fleming County High School 09 - 12 704 16.3 41041
Lewis County High School 09 - 12 690 22.6 41179
Mason County High School 09 - 12 828 17.8 41056

Ungraded Schools near Tollesboro, KY

Grades Students P/T Ratio ZIP
Foster Meade Career & Technical Center UG - UG 0 0 41179
Mason County Area Technology Center UG - UG 0 41056

Demographics near Tollesboro, KY 41189

Zip Code City
Neighborhood Type Rural
Population 2,331 13,103
Population Density 39 27
Median Age 39.6 42.6
People per Household 2.6 2.7
Median Household Income 40,035 32,402
Average Income per Capita 20,349 18,882

Real estate near Tollesboro