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Sheila Holmes Howard, ABR

Tollesboro KY Real Estate & Homes for Sale

The median home value in Tollesboro, KY is $239,000. This is higher than the county median home value of $91,500. The national median home value is $308,980. The average price of homes sold in Tollesboro, KY is $239,000. Approximately 70% of Tollesboro homes are owned, compared to 15% rented, while 15% are vacant. Tollesboro real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Tollesboro real estate agent to arrange a tour today!
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Showing Homes Nearby Tollesboro, KY
Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1800428
Type:
Single Family
Lot size:
24.2 Acres
Year built:
1959
A broker reciprocity listing Courtesy: Jeff D Dickey - The Dickey Group Inc, Realtors 9373937222 Jeff D Dickey
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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!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,558
Status:
Active
MLS#:
1781949
Type:
Single Family
Lot size:
60.5 Acres
Year built:
1959
A broker reciprocity listing Courtesy: Jeff D Dickey - The Dickey Group Inc, Realtors 9373937222 Jeff D Dickey
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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.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,059
Status:
Active
MLS#:
1782802
Type:
Single Family
Lot size:
1.04 Acres
Year built:
1956
A broker reciprocity listing Courtesy: Rachel Young - MAX Sells Real Estate, LLC 9375446290 Rachel Young
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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.

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1800360
Type:
Single Family, Manufactured Home
Lot size:
0.07 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Lori Gallowitz - Wilson Realtors, West Union 9375442355 Lori Gallowitz
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Clean & Spacious 3BR, 2 Bath, 14 x 80 Mobile Home. Within minutes from The Ohio River. Just 4 miles from The Twin Islands Campground and 2 miles from A public Access Boat Ramp...

Beds:
3
Baths:
2.00
Sq.Ft.:
1,293
Status:
Active
MLS#:
1801468
Type:
Single Family
Lot size:
0.14 Acres
Year built:
1938
A broker reciprocity listing Courtesy: Rachel Young - MAX Sells Real Estate, LLC 9375446290 Rachel Young
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Very charming home with loads of character minutes from the river! 3 bedrooms, 1 and a 1/2 bathrooms, original hardwood flooring, original built ins, fireplace. Attached garage in the full basement with plenty of storage and covered back porch. This is a lot of home for your money! Don't miss your chance!

Beds:
4
Baths:
2.00
Sq.Ft.:
3,318
Status:
Active
MLS#:
1789313
Type:
Single Family
Lot size:
0.87 Acres
Year built:
1901
A broker reciprocity listing Courtesy: JoAnn Martino - Coldwell Banker Realty, Anders 5134745000 JoAnn Martino
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This exceptional historical brick home near the beautiful Ohio River possesses many gorgeous old house'' details: elaborate ornate woodwork, six fireplaces, each with uniquely decorated mantels and beveled glass mirrors, huge pocket doors, and stunning crystal chandeliers. New hot water heater, A/C unit, and gas furnace. Over 4000 SF with unfinished third floor accessible by staircase, easily finished with tall angled ceilings. Primary bedroom has a walk-in closet and features adjoining sitting room with pocket doors and small closet. Third bedroom has extensive built-in bookcases/can be used as a study or library. Sunny breakfast room off eat-in kitchen. Elaborate stained glass windows/transoms in foyer and formal living room. Walk-out basement. Sitting on a picturesque 0.82-AC corner lot, this one-of-a-kind home also includes a grand circular driveway, detached two-car garage, and small cottage (in need of repair). Sold as-is.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,888
Status:
Active
MLS#:
1798854
Type:
Single Family
Lot size:
1 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Scott Fader - Joseph Walter Realty, LLC 8882271009 Scott Fader 888-227-1009
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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.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,136
Status:
Active
MLS#:
1796147
Type:
Single Family, Ranch
Lot size:
0.49 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Gigi J Dales - Plum Tree Realty 5134435060 Gigi J Dales
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3-bedroom ranch off st rt 41, with 3 homes on same driveway, parking available and carport, needs some updating. walk out off kitchen, big yard.

Beds:
2
Baths:
3.00
Sq.Ft.:
2,230
Status:
Active
MLS#:
1791999
Type:
Single Family, Ranch
Lot size:
13.72 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Rachel Young - MAX Sells Real Estate, LLC 9375446290 Rachel Young
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Gorgeous brick home sitting on 13.712 Acres! Immaculate home with 2 bedrooms, could easily be 3 bedrooms and 3 full bathrooms. Many features including tons of storage, breakfast nook & formal dining, living room with fireplace and stunning built in storage, 9ft ceilings, covered porches front and back, full walkout basement that features a living area, hobby room and workshop, primary suite with large closet and full bathroom. A 2 car attached garage, barn with stalls, fenced in pastures for horses or other animals, and a pond. This property has too many features to mention!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,064
Status:
Active
MLS#:
1796742
Type:
Farm
Lot size:
102.38 Acres
Year built:
1901
A broker reciprocity listing Courtesy: Gail Coughlin - Coldwell Banker Realty 5138918500 Gail Coughlin
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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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,514
Status:
Active
MLS#:
1798994
Type:
Single Family, Ranch
Lot size:
3.65 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Nicole L Blodgett - Huff Realty 5134743500 Nicole L Blodgett
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Check out this conveniently located property just a few minutes from the town of West Union or Manchester! The newly remodeled, Ranch, brick home features 4 bedrooms, 2.5 baths, spacious living and kitchen areas and full walkout basement all situated on 3.652 rolling acres with a small pond. New flooring throughout. Very motivated seller. USDA qualifying area.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,489
Status:
Active
MLS#:
1797859
Type:
Single Family
Lot size:
15 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Heather J Purtee-Smart - MAX Sells Real Estate, LLC 9375446290 Heather J Purtee-Smart
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This one-of-a-kind property is situated minutes between Maysville and West Union, and convenient 20 minutes to the Appalachian Highway. The long concreted driveway allows for a smooth arrival to the home, 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. The main level includes gorgeous floor to ceiling windows for beautiful views, a cozy gas fireplace, hardwood floors throughout and a great primary suite with an incredible jetted tub, separate shower, double closets and double vanity. Upstairs boast 3 large bedrooms and bathroom, all new carpet and paint throughout! The basement is HUGE with full bath, built in desk and several storage areas! More updates include NEW HVAC system, water heater, granite countertops, farmer sink, sidewalks, deck, concrete drive. This house is like new!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,072
Status:
Active
MLS#:
1788514
Type:
Single Family
Lot size:
0.18 Acres
Year built:
1835
A broker reciprocity listing Courtesy: Karen B Earick - Howard Hanna Real Estate Servi 5137188029 Karen B Earick
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Location & View all in one setting! Nice, well-maintained circa 1835 home has been updated and cared for over time. 3 bedroom, 2 bath home with a city park and full river view, not to mention the Simon Kenton bridge with Maysville, KY less than 3 minutes away! Public boat launch across the street and a 1.5 story detached garage to store your boat, kayak or jet skis in makes this a great full time or weekend home. 4 fireplaces, (2 with gas logs, 2 non-working) original staircase, front & back porches. Perfect place to sit a spell and enjoy the view! Note: Sold As Is at Seller Request/Appliances are included unless buyer prefers them removed.

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1798595
Type:
Single Family, Ranch
Lot size:
0.6 Acres
A broker reciprocity listing Courtesy: David E Campbell - Sibcy Cline Anderson 5134744800 David E Campbell
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This home is located in Aberdeen's most desirable subdivision, Huntington Park and is comprised of 1.5 lots. This brick home features a portico, three car garage, large yard, covered back porch, and shed. 3 bedrooms, 2.5 baths, formal living and family rooms, walkout kitchen with a bright breakfast nook, wood cabinets, planning desk and lots of counter space. The split house plan provides privacy for the primary bedroom/bath, bedrooms 2&3 share a Jack-and-Jill bath. Both full baths have double vanities and primary features a spa tub with separate shower and water closet. There is a central vac system throughout, 9 ft ceilings and vaulted in the primary. This home is beautiful and turnkey, ready for you to move in!!!

Beds:
3
Baths:
2.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1797331
Type:
Single Family
Lot size:
4.03 Acres
Year built:
2022
A broker reciprocity listing Courtesy: Heather J Purtee-Smart - MAX Sells Real Estate, LLC 9375446290 Heather J Purtee-Smart
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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!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,560
Status:
Active
MLS#:
1794736
Type:
Single Family, Ranch
Lot size:
7.7 Acres
Year built:
2008
A broker reciprocity listing Courtesy: Christopher T Stratton - Ring Real Estate Co., Georgeto 9373783800 Christopher T Stratton
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One of a kind cedar sided cabin sitting on 7.7 acres just minutes from West Union! This home features 4 bedrooms, 2 full baths, and a covered front porch with beautiful views.

Beds:
3
Baths:
1.00
Sq.Ft.:
2,064
Status:
Active
MLS#:
1797702
Type:
Farm
Lot size:
68.86 Acres
A broker reciprocity listing Courtesy: Sean A Graham - Coldwell Banker Realty 5138918500 Sean A Graham 513-609-9031
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Gorgeous 69 acre farm with everything you've been looking for! Property features 20 wooded acres, 2 pastures, hay field, a pond & several creeks. All fenced except 15 acres. Outbuildings include a working barn w/ electric, goat barn, chicken coup, smoke house and oversized 2 car, det. garage w/ workshop! Farmhouse has 3 bedrooms w/ 1st floor primary & huge finished attic for 3rd bed. Vaulted sun room w/ & wood beams. Updates include NEW ROOF (& Furnace '16, Electric '20).

Beds:
2
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1799770
Type:
Single Family, Ranch
Lot size:
3.87 Acres
Year built:
2015
A broker reciprocity listing Courtesy: D. Craig Wilson - Wilson Realtors, West Union 9375442355 D. Craig Wilson
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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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,944
Status:
Active
MLS#:
1795001
Type:
Single Family
Lot size:
28.36 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Cody Colwell - Ring Real Estate Co., Georgeto 9373783800 Cody Colwell
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If you are looking for your own private retreat, then look no further! This beautifully updated farmhouse on a very private 28.3 +/- acres tract of woods is waiting for you. Updated kitchen with granite countertops, stainless steel appliances, and subway tile backsplash. You can walk out the back door to sit on the stone patio and listen to the creek trickle by. If you love the outdoors, then this is the place for you! There is also a 24'x40' pole barn with a concrete floor and electric, a swinging bridge to walk across the creek, a large fenced garden area with fruit trees, and a tiny house/cabin perfect for a weekend visitor!

Beds:
3
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1800507
Type:
Single Family, Ranch
Lot size:
0.28 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Jay Anderson - Ron's Realty Buy Kallam, Georg 9373784109 Jay Anderson
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A 3 bedroom 1 bathroom with large family room would make a great starter home It sits on a corner lot in west union

Beds:
3
Baths:
1.00
Sq.Ft.:
960
Status:
Active
MLS#:
1799925
Type:
Single Family, Ranch
Lot size:
0.28 Acres
Year built:
1973
A broker reciprocity listing Courtesy: Jay Anderson - Ron's Realty Buy Kallam, Georg 9373784109 Jay Anderson
View additional info

HERE A starter home. features 3 bedroom one bath. Home comes with attached garage, carport and 8 x 10 shed. The home has a newer metal roof. NEEDS A LITTLE tLC

Beds:
3
Baths:
2.00
Sq.Ft.:
2,250
Status:
Active
MLS#:
1795573
Type:
Single Family, Ranch
Lot size:
1.32 Acres
Year built:
1978
A broker reciprocity listing Courtesy: David E Campbell - Sibcy Cline Anderson 5134744800 David E Campbell
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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.

Beds:
2
Baths:
1.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
1798810
Type:
Single Family
Lot size:
0.43 Acres
Year built:
2023
A broker reciprocity listing Courtesy: Emily A Collier - Keller Williams Advisors 5137669200 Emily A Collier
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This beautiful riverfront property offers an abundance of opportunities, from a short term rental property to a tiny forever home the choice is yours! The inside is currently framed as a 2 bedroom 1 bathroom, but you can easily customize it to your wants. Currently has septic and all utilities on the property and ready to hook up. These river front properties are highly sought after, you don't want to miss this one.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
1793324
Type:
Single Family, Ranch
Lot size:
0.9 Acres
Year built:
2019
A broker reciprocity listing Courtesy: Rachel Young - MAX Sells Real Estate, LLC 9375446290 Rachel Young
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Like brand new, quality built, rambling ranch home in quiet restricted neighborhood! Open living, dining and kitchen, great for entertaining! Master bedroom with adjoining bath, clawfoot tub, split floorplan with 2 beds & bath on other side. Front & back covered porches. 2 car attached garage! Must see to appreciate!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,920
Status:
Active
MLS#:
1793911
Type:
Single Family, Ranch
Year built:
2023
A broker reciprocity listing Courtesy: Amanda Fite - Wilson Realtors, West Union 9375442355 Amanda Fite
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This exquisite 3-bedroom, 2-bathroom residence is designed for both style and practicality, featuring a contemporary open concept layout. The kitchen is complete with quartz countertops and wood cabinetry that add a touch of elegance. The open design seamlessly connects the kitchen to the living space, perfect for entertaining friends and family. This property comes with an attached garage, providing not only shelter for your vehicle but also extra space for storage or a workshop. Don't miss out on the opportunity to call this house your home.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than the owner of this site are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. Copyright 2024 MLS of Greater Cincinnati, Inc. All rights reserved.

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