Tollesboro KY Real Estate & Homes for Sale

Unique 24.2 acre estate, nearly mile of Ohio River frontage! 3BR, 2BA home on a full walkout basement blends rustic charm with modern comfort, offering an open floor plan with knotty pine walls, vaulted ceilings, and full-view windows for panoramic river views! Outdoor amenities include a 26x44 shelter house ideal for events, a charming gazebo, and a vintage 36x48 tobacco barn for storage or commercial use! 3 septic systems and ample parking for 40+ cars! The land itself is tillable riverside acres that offers beauty and numerous building sites! Formerly Moyer Winery and Restaurant, this estate has already demonstrated its potential as a go-to destination! Whether your dream is a private sanctuary, an agricultural undertaking, or a business venture like a marina and campgrounds, B&B, winery, or event space, this property stands as a canvas for your imagination! Own a rare, versatile gem on the iconic Ohio River! Additional 36+ acres of mature woodlands available! Call for details!

Unique 60.495 acre estate featuring nearly mile of Ohio River frontage. 3BR, 2BA home on a full walkout basement blends rustic charm with modern comfort, open floor plan w/knotty pine walls, vaulted ceilings, and full-view windows for panoramic river views. Outdoor amenities include 26x44 shelter house ideal for events, charming gazebo, and vintage 36x48 tobacco barn for storage or commercial use. 3 septic systems and ample parking for 40+ cars, this property is versatile and adaptable for various ventures. The land itself is a blend of tillable riverside acres and mature woodlands that offer both beauty and privacy. Formerly Moyer Winery and Restaurant, this estate has already demonstrated its potential as a go-to destination. Whether your dream is a private sanctuary, an agricultural undertaking, or a business venture like a marina and campgrounds, B&B, winery, or event space, this property stands as a canvas for your imagination. Own a rare, versatile gem on the iconic Ohio River.

Two homes on the great Ohio River! Live in one and have a short-term rental on the other! Plenty of potential! The blue cottage has been updated with a new heat pump, new bath & flooring. Comes complete with your own private dock! A ton of storage for boats & toys in an oversized detached garage and additional storage building. This property is 1.47 acres with several extra camper hookups, great chance to make extra income while enjoying your own oasis on the river!

Unique home located minutes from the river in Manchester! Situated on an acre lot with a private yard and patio space. The first level of this home offers plenty of storage space and a half bath. Upper floor has two bedrooms, plenty of closet space, spacious living area, and an eat-in kitchen featuring a floor to ceiling window looking out onto a second floor deck. Spacious detached garage on the property with a carport space, as well.

River Enthusiasts looking for that perfect getaway on the water look no further. Secluded back a 500ft private drive is this 2 story Cabin nestled on almost 2 acres w/ 400ft of Ohio River Frontage! Property has 3 additional full hook ups with water/electric w/ separate meters camp ground type set-up. Main floor is open w/ kitchen & half bath & 2nd floor w/ living room, kitchen area, & full bath all welcomed by a 10x26 covered deck w/ picturesque views of the River for that sunrise or sunset coffee. Gorgeous setting & just in time for summer!

Home Sweet Home! 3 bed, 2 bath home setting on corner lot with approx. .42 acre. Kitchen features wood cabinetry, pantry, vinyl flooring, and appliances! Nice Dining room and addition room off the kitchen. Full unfinished basement with walkout to back patio. 2 car detached garage.

Investment with tenant on one year lease. Mobile home with a .13 acre lot on a no outlet street, adjacent to cemetery. Two bedrooms converted from a three bedroom. New water heater, new flashing and cool coat on roof. New flooring in bedroom and bathroom. Outbuilding included. *This property is agent-owned.

Your new homestead awaits! 1.5 acres located a short distance from the Ohio river, abundant with wildlife! A 14x40 cabin with 2 bed 1 bath set up started, and 14x24 cabin partially finished as well. A rustic fence, livestock pen and chicken coop provide a perfect touch for this mini farm! Electric and water are already established. Bring your vision and make this the homestead you have always dreamed of! Property does not have a septic installed.

Cozy cottage sitting on the riverbank of the Great Ohio! Never ending river views, boat dock within walking distance. Take a stroll through the little river community of Wrightsville! The cottage has 2 bedrooms, 1 bathroom, utility room, and an open kitchen and dining area with large windows overlooking the river, covered back patio and hot tub! Many updates including new flooring and large storage addition with electric.

Unique chalet style 3 bedroom 2 full bath home across from golf course and just minutes to Ohio River. Beautiful high ceilings with exposed beams in the kitchen. Home offers central air conditioning, natural gas furnace, wood stove, wood kitchen cabinets, and hardwood floors throughout. This home has an attached 1 car garage and detached 3 car garage with upstairs rec room. This spacious home sits on 1 acre.

Rare Legacy 102+ Ac Property with over 2000 Front Ft. Riverviews, Farm Income, Timber, Fencing, 2 Water Meters, Management Contract Option. SR32 access, 2 barns, tenant house, two ponds, springs, smoke house, corn crib, New Home Plan attached. 45 acs tillable, 40 ac pasture, 17 ac yo,nrt. Survey & Value Opinion Available.

Upgrades, upgrades, upgrades! Inside all new: paint, lighting, carpet, hardwood, granite countertops, farmers sink, huge jacuzzi tub, plumbing fixtures, water heater, HVAC system and gas fireplace. Outdoors you will find brand new: wood deck, concrete sidewalk, landscaping and an incredible 750 ft concrete driveway! Sitting on a sprawling 15 acres, with a 5 acre pasture suitable for horses. Perfect for building stables and even your own arena. With 3 levels, this home offers over 4400 square feet! The spacious 2 car garage provides easy access to the laundry area. Beautiful floor to ceiling windows provide incredible views and tons of natural light.Upstairs boast 3 large bedrooms and bathroom. The basement is HUGE with full bath, built in desk and several storage areas. Words can't capture the feeling of this home. Schedule a showing to experience it for yourself!

Discover just under 5 acres of private country land, surrounded by woods and wildlife, viewable right from your backyard! This charming home offers over 1800+ sq ft of living space with modern farmhouse appeal. Featuring 3 bedrooms, 2.5 baths, and a kitchen that opens to a covered back patio with an above-ground pool and pond, this property provides the perfect blend of comfort and rustic charm.

113 Acre plus farm w/4 bedroom 1 bath farm house. Acreage is mostly in pasture and hay, approx 25 acres of woods. Roilling grass fields, developed springs, partially fenced. Public water services the home.Road frontage (blacktop) Livestock farm has been its use. Abundace of Deer, Turkey and wildlife.

Escape to the river! This fantastic barndominium sits on the banks of the majestic Ohio River, offering approximately 150 ft. of accessible river frontage. Just steps away from relaxing, boating, fishing, and more, this property is a paradise for the river life enthusiasts. The open floor plan provides a spacious living area for gatherings. With a generously sized garage 39' x 38' featuring 8 ft. high doors and a drive-through door, plus an open lean-to/carport 19' x 38', there's ample space for all your toys and storage needs. Invite family and friends to camp out and enjoy the fun with the convenience of a 50 amp camper hook-up. Don't miss out on this unique opportunity to own a slice of riverside bliss!

Discover the home you never thought you'd find! This stunning, well-maintained property boasts incredible curb appeal and beautiful updates. The charming living room features built-in bookcases and a cozy gas fireplace. The gorgeous kitchen is equipped with stainless steel appliances, cherry cabinets, a stylish backsplash, and granite countertops. The partially finished basement offers a spacious family room and abundant storage options. The first-floor primary bedroom includes a walk-in closet and an adjoining full bath, perfect for unwinding after a long day. Relax on the inviting screened porch.

Impeccable home, nestled in the hills of Adams County! This Dutch Builders home has been finished to perfection (2,170 sq ft main level) with 3 bedrooms-all with walk in closets, 2 full baths-including the primary with a walk in shower with 2 shower heads and separate soaker tub, open concept living, dining and kitchen, separate laundry, and attached 2 car garage. Off the laundry you will find a full basement (2,170 sq ft downstairs) with poured walls, plumbing roughed in for an additional bathroom, and doors leading to the outside, great for entertaining! This space has many possibilities! Did I mention the stocked pond the home overlooks?!?! This is a one of a kind property! Modern updates to tranquil country living! Opportunities like this don't come along often!

You will love to arrive here! Livable and loveable ranch home on a nice open 1.2 +/- acres. Great features include three bedrooms, three full baths, and equipped kitchen. Enjoy relaxing in the Four Seasons Room, designed to be enjoyed all year round, and offers the perfect versatile space. Rear patio is ideal for a barbecue, unwinding with a book, or enjoying a peaceful evening under the stars, this patio offers the perfect setting. It has a great location and is within minutes from a public boat ramp for easy access to boating on the Ohio River.

Escape to this charming 4-bedroom, 2-bathroom home nestled on 7.7 acres of serene countryside. This delightful property features beautiful hickory flooring and poplar trim, doors, and walls throughout. The spacious covered front porch is perfect for a rocking chair or porch swing, offering an ideal spot to relax and soak in the tranquility of country living.

2 for 1 First is a 2 bedroom newer home on 3.8 acres of wooded acreage. Home is a newer build with living and kitchen great room, 1 full bath and a utility room.2nd is an over 100 year old log cabin w/1 room and loft area.Rock bottom creek flows past both. Hard woods all around. Proper is located in the foot hills not far from the Ohio River. Fairly secluded setting. Newer home is in move in ready condition. Log cabin is in need of restoration. Possibilities are several. White Tail Country or getaway to escape the busy life.

Experience country charm on this beautifully maintained 5-acre property, offering an idyllic setting. The home features 3 spacious bedrooms with ample closet space, providing comfort and convenience. Step outside to discover a park-like oasis, perfect for relaxation and recreation. Complete with a versatile barn with garage attached, this property is a must-see!

Stunning 98 Acre Southern Brown County Hill Country Farm Located Just South of the Famed Eagle Creek Wildlife Area! Welcome to C&J Farm, Boasting Breathtaking Views in Every Direction! This Updated 3 Bed Farmhouse is as Cozy as They Come Year Round, With a 4-Season Room That Doesn?t Disappoint! Step Out Back Onto the Deck Overlooking Gorgeous Rolling Hay Fields & Your 1 Acre 25? Deep Lake. Property Boasts 4 Distinct Fields Totaling Nearly 20 Acres Currently in Hay, But Ideal for Plots/Row Crops for the Serious Hunter. Gentle Rolling Hills Transition to Mixed Hardwoods, Scrub & Seasonal Creek Bottoms w/Trails Throughout. Incredible Deer & Turkey Hunting w/Great Access on Over 2800? of Road Frontage. Adjoins Large Acreage Farms, Minutes from Ripley & Maysville. Endless Options w/This Ultra-Rare Opportunity in a HIGHLY Sought After Area, Sitting on Ultra Quiet One Lane Road! Nothing About This Gem Disappoints!

This beautiful river front home is the perfect place to relax and live the Ohio River lifestyle. This three bedroom, two bathroom open concept home is updated with the finest finishes. Upper and lower decks, walk-out basement and impeccable landscaping makes this home one of the most desirable homes on the water.

Check out this cozy home sitting on over 4 acres on the edge of town! This property boasts a 3 bedroom home, office, ample storage space, covered & enclosed porches, many updates since 2016 including new HVAC, insulation, shed, fencing for pets and a new 28x30 garage with concrete & electric, and 2 storage sheds. The property has wooded acreage that extends down to state highway 247 with a concrete pad that could be used for another home or camper. A lot to offer for the price!

Affordable home located in a quiet neighborhood. This home could be an investment or a permanent residence. 3 bedrooms, Approximately 960 sq feet. Spacious detached garage for additional storage space. Conveniently located close to shopping and restaurants. Perfect for first-time homebuyers, small families, or those looking to downsize. Don't miss the opportunity to own this charming home.