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$279,000
4 Beds ⋅ 2 Baths ⋅ 26020497 MLS
Nestled in the heart of downtown Middlesboro, this beautifully maintained 1930 home offers over 2,000 square feet of comfortable living space with 4 bedrooms and 2 full baths. The updated kitchen is designed for both style and functionality, featuring custom soft-close cabinetry, under-cabinet lighting, a double oven, and a French-door refrigerator with double freezer drawers. This kitchen also has a fill-pot feature next to the stove. The kitchen's backdown is where you will , find a covered deck—perfect for entertaining family and friends. Situated on a quiet dead-end street, this property combines the convenience of downtown living with the privacy and tranquility you've been looking for. The home offers a flexible floor plan with two bedrooms on the main level with cedar lined closets and two bedrooms upstairs. The foyer entryway offers a closet and space for coats and shoes to conveniently stored. A spacious living room with a fireplace creates a warm gathering space, while the formal dining room and vented sunroom provide additional areas for relaxation and entertaining. The basement includes a two-car garage, workshop, and ample storage space, offering plenty of room for hobbies and organization. Schedule an appointment TODAY!

400 Gloucester Ave, Middlesboro
$438,900
7 Beds ⋅ 4 Baths ⋅ 26013134 MLS
Welcome to Juliet's Place, a beautifully restored 5-bedroom, 3-bathroom residence in the heart of historic Barbourville. Currently operating as a successful short-term rental, this charming property is ideal for investors, multi-generational living, or anyone seeking a move-in ready home with built-in rental income. The main home features 5 spacious bedrooms, 3 full bathrooms and a wheelchair lift, blending vintage charm with modern updates. From the welcoming porch to the hardwood floors, every detail has been thoughtfully curated to offer warmth and comfort. The light-filled kitchen includes some updated appliances, custom cabinetry, and a cozy breakfast nook. Next door, you'll find a separate 2-bedroom, 1-bathroom apartment located above a two-bay garage, perfect for use as a guest suite, short-term rental, or continued long-term rental operation. Whether you continue hosting as a top-rated short-term rental or enjoy the space as a spacious family home, Juliet's Place offers unmatched charm, versatility, and location. Don't miss this rare opportunity in downtown Barbourville! Schedule your private showing today! Owner is a Broker/Agent.

109 Sycamore Dr, Barbourville
$465,000
7 Beds ⋅ 4 Baths ⋅ 26015651 MLS
A truly unique opportunity awaits at 1235 Hallwood Drive in Morehead. Offered for the first time by its original owner, this spacious two-story home with a fully finished basement provides approximately 4,454 square feet of living space, seven bedrooms, four full bathrooms, and an attached two-car garage. Designed with exceptional flexibility, the home is essentially three living spaces in one. Each level features its own complete kitchen, full bathroom, and laundry area, making the property ideal for a large or multigenerational household. The layout may also offer potential for separate rental units, office space, or other income-producing possibilities, subject to applicable zoning and local approvals. The main level includes two primary bedrooms, each with its own private bathroom. The upper level and finished basement provide additional bedrooms, living areas, and functional space. A basement bonus room could potentially serve as an eighth bedroom. Situated on a 0.25-acre lot on Viking Hill, the property is conveniently located directly across from Rowan County Senior High School and McBrayer Elementary, just above Walmart, and only minutes from shopping, dining, healthcare, I64 and other Morehead amenities. Whether you need room for an extended family, independent living quarters, rental possibilities, or a property that can adapt to a variety of residential or professional needs, this one-of-a-kind home offers space and potential rarely found in the area. The owner is ready to downsize, and the property is being sold as-is. Inspections are welcome.

1235 Hallwood Dr, Morehead
$399,000
4 Beds ⋅ 3 Baths ⋅ 26007440 MLS
Stunning Bedford stone, single-family home — one owner — on a rare 1.7-acre flat lot inside Barbourville city limits. This classic residence offers 3 bedrooms, 2.5 baths and a full, partially finished basement, plus a 2-car attached garage. Open floor plan with large, bright rooms and generously sized bedrooms. Custom stone fireplaces in the living room and basement for warm, timeless character. Large inground swimming pool with covered patio and fully fenced pool area — perfect for entertaining. Full basement with exterior access and interior walls up; unfinished space is plumbed for an additional bath — ideal blank canvas for recreation room, in-law suite, or workshop. New roof shingles installed March 2026. Expansive flat yard with plenty of room for gardens, outbuildings, or outdoor activities. Conveniently located within city limits yet offering privacy on a spacious lot. Don't miss this move-in-ready home with high-potential basement space and exceptional outdoor amenities.

1010 N Main St, Barbourville
$900,000
25502860 MLS
PRIME COMMERCIAL SPACE! While one of the buildings has already been sold, the second building is still available! Now, it's your turn to take advantage of the area's growing community and the rare opportunity to own a piece of local history to grow or start your new business in the heart of downtown London. Unlock endless possibilities with versatile spaces designed for office, medical, or creative ventures--perfect for universities to offer satellite/regional campus sites. Or launch a small business, establish a health club, or create a vibrant dance/art studio. A well-known, prestigious landmark, formally known as the library and student center of Sue Bennett College, is the prime spot to offer high visibility and easy access to major transportation routes. Well-maintained, ready to occupy, and the ability to modify according to your needs, the ''old library'', currently being used as a counseling/recovery center, is 13,056 sq ft and includes 9 office spaces, 4 conference rooms, 2 classrooms, fully equipped kitchen, lounge area, 4 restrooms, and storage area. The property includes a parking lot behind the building serving approximately 20-35 spaces, 2 vacant lots, one adjacent to the building and one with 450 ft of road frontage on 5th Steet for other business possibilities. The current zoning of C3 would allow a multitude of business opportunities designed to meet the daily needs of London and Laurel County residents. The city's ongoing development plans and supportive business environment ensure that your investment here will thrive along with the growing local economy. Seize the opportunity to position your business in a locale that offers both prestige and practicality. The building or vacant lots could be sold separately, if interested.

60 Bennett Cir, London
$154,900
3 Beds ⋅ 2 Baths ⋅ 26008369 MLS
AFFORDABLE MANCHESTER HOME |2,450 SQ. FT. OF TOTAL SPACE|WALK-OUT BASEMENT|0.50 ACRE|CITY LOCATION|INVESTMENT POTENTIAL. This charming Manchester ranch offers approximately 1,255 sq. ft. of main-level living space PLUS an additional approximately 1,225 sq. ft. walk-out basement, giving you an abundance of room and possibilities at an affordable price! Step inside to find beautiful original hardwood floors that add warmth and character throughout much of the main level. The inviting room features a free-standing gas-log fireplace, creating a comfortable space for relaxing and entertaining. This main level offers 3 bedrooms, a full bathroom, kitchen, dining area, and a spacious living room, providing a practical layout for everyday living. Downstairs, the full walk-out basement provides approximately 1,225 additional sq. ft., including a half-bath, with plenty of potential for a family room, recreation area, workshop, hobby space, home office, storage, or other needs. With both interior and exterior access, the lower level offers flexibility that's hard to find at this price point. Outside, enjoy approximately .50 acre with a private wooded setting and room to garden, entertain, play, or simply enjoy your own outdoor space. Conveniently located within Manchester city limits, you're close to schools, shopping, employment, dining, and everyday amenities while still enjoying the privacy of your own property. Whether you're a first-time home buyer, growing family, downsizing, investor, or someone looking for a property with room to add value, this home offers an excellent opportunity. The combination of a desirable location, generous square footage, hardwood character, and a walk-out basement makes this property worth seeing! Come take a look and imagine what you could do with all this space!

10 Frog Ave, Manchester
$286,995
5 Beds ⋅ 2 Baths ⋅ 26015249 MLS
Welcome home to this spacious, well-maintained brick ranch that's ready for its next owner! Offering generous living spaces and a functional floor plan, this home provides the perfect blend of comfort, convenience, and everyday practicality. Relax with your morning coffee on the inviting front porch or enjoy the expansive yard, offering plenty of room for children, pets, gardening, or outdoor entertaining. Inside, you'll find spacious bedrooms and an easy-flowing layout designed for comfortable living. The large eat-in kitchen features abundant cabinet space and a dedicated dining area, making it the perfect gathering place for family meals and special occasions. The spacious primary suite offers a peaceful retreat, while the additional bedrooms provide flexibility for family, guests, or a home office. Conveniently located just minutes from the University of the Cumberlands in Williamsburg, this property offers an excellent location for families, faculty, visitors, or investors. With its spacious layout and prime location, it also presents a fantastic opportunity for a bed and breakfast or short-term rental. Located near schools, shopping, dining, and everyday amenities, this home combines comfort, space, and versatility in one exceptional package. Don't miss your opportunity to make this wonderful property your own. Schedule your private showing today!

10 Joan St, Williamsburg
$390,000
4 Beds ⋅ 3 Baths ⋅ 26005438 MLS
Completely Remodeled 2,824 Square Foot Home in the city of Morehead, KY. 4 Bedrooms, 3 Full Baths, Central Heat and Air, Wood Floors, Ceramic Tile, To many Modern Amenities to list them all, New Stainless Steel Appliances, Sun Room. This home was remodeled with Neutral Paint Colors, Modern Kitchen Layout, Open Floor Plan, Extra Large Master Bath, Full Finished Basement with hookups for a Wet Bar. Great Location, close to Downtown Morehead, KY, Morehead State University and St. Claire/UK Regional Medical Center. Co Listing Agent Anthony Henry

609 Crestview Ln, Morehead
$699,900
5 Beds ⋅ 4 Baths ⋅ 25502237 MLS
Beautiful brick home overlooking the city of Williamsburg with an absolutely gorgeous view especially from the upstairs deck. It has five bedrooms two of which are masters with a nice jacuzzi in one and a large screen TV. The main level has a large eat-in-kitchen with plenty of cabinet space, a formal dining room, laundry room, and a large family room with a nice gas fireplace with remote. Upstairs there are two bedrooms, full bath, and a large living room. Downstairs has a eat-in-kitchen, large living room with a gas fireplace, full bath, and a bedroom. Approximately 750 sf of the basement is unfinished and has a roll up door for easy access and to store equipment. Two decks on the back of the house and a front porch. Two car attached garage with a pull down stairs for extra storage. Also, the upstairs has access to the attic that is used for storage as well. This home has over 4200 SF of living space and is move in ready. The big house is priced around $130 SF (well below market price) and the owner has indicated he would sell it separately from the smaller house on the property. Available as well is a 1040 SF +/- brick home that can be used as a guest house with two bedrooms, living room, washer and dryer, and eat-in-kitchen. This house is mostly furnished and would make a great for a mother/father-in-law or both.

110 Locklin Dr, Williamsburg