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2247 State Highway 188, Middlesboro
$625,000
4 Beds ⋅ 5 Baths ⋅ 1358708 MLS
Discover exceptional space, privacy, and distinctive character in this impressive 4-bedroom, 4.5-bath home offering 5,426 square feet of living space on a beautiful 0.67-acre lot. Hardwood and tile flooring throughout, along with four fireplaces, add warmth and timeless appeal. The spacious cook's kitchen features a gas cooking range, double ovens, and ample room for preparing meals and gathering with family and friends. A formal dining area provides the perfect setting for entertaining, while a dedicated home office offers a convenient space for working from home. Each bedroom features its own attached bathroom, providing comfort and privacy for family members and guests. The primary suite offers a relaxing retreat, complete with a large copper soaking tub. Outside, enjoy the inviting entertaining area and swimming pool, or unwind in the peaceful backyard overlooking the beautiful creek that borders the property. The private setting offers a serene escape while remaining conveniently located to Middlesboro and Harrogate. Additional features include an oversized two-car garage and overbuilt 2x6 exterior wall construction. With generous living spaces, unique details, and a beautiful creekside setting, this exceptional property combines comfort, functionality, and privacy in a truly inviting home.

2247 State Highway 188, Middlesboro

406 N 25th St, Middlesboro
$285,000
3 Beds ⋅ 2 Baths ⋅ 1358692 MLS
3 Bedrooms 1.5 Baths with not one but 2 bonus sunrooms! This home packs the charm of our older homes of Middlesboro only with an open floor plan you can't find just anywhere! (Speaking of floors, notice how solid these are during your walk through} Oversized rooms throughout the home, tall ceilings, wonderfully preserved doors with working transom windows create a nice, easy, light flow through the home, Gorgeous living room with wood burning fireplace that is sure to keep you super cozy. Lots of extra storage space in the full basement and attic but also hidden in the walls of the home. Outside you'll find the best front porch around. In the back you'll find a screened in porch and a big flat yard in case you need to store a pool or swing set or trampoline. Lots of room to play and grow in this beautifully maintained historic home.

406 N 25th St, Middlesboro

103 Sherwood Rd, Middlesboro
$340,000
5 Beds ⋅ 3 Baths ⋅ 1357377 MLS
Here is your chance to meet 103 Sherwood Rd, the home with a huge personality. New construction and cookie cutter style lovers, I need you to look away. This home is unlike any other. The love this home has been shown truly shines, Updated to suit todays needs, but at the same time holding on to that mid century modern style. In addition to having 5 bedrooms and 3 baths you have a massive bonus room perfect for use as a den, family room, game room or theatre room, depending on your needs, Sitting on approximately half an acre right across from Fords Woods Park. Outside lighting, several brick flower beds, and a patio worth sharing with friends. This home packs a punch I can't even fully explain. You're going to have to see this one yourself, the pictures do not do justice. Buyer/Buyers Agent to verify all information.

103 Sherwood Rd, Middlesboro

107 Ridgewood Circle, Pineville
$225,000
3 Beds ⋅ 2 Baths ⋅ 1355982 MLS
Discover the charm and character of this beautifully remodeled 1,312 sq. ft. Lustron home in a desirable neighborhood in historic Pineville, KY. This unique home blends its distinctive mid-century design with thoughtful modern updates, including new flooring throughout and fire-resistant sheetrock installed throughout much of the home. One bedroom features a newly added private en-suite bath, providing an extra level of comfort and convenience. The kitchen includes a gas cooking range, while a ventless fireplace creates a cozy gathering space. Outside, the property offers two large lots, a new patio area perfect for relaxing or entertaining, and a detached garage providing additional storage and parking. With its rare Lustron construction, updated interior, spacious grounds, and convenient Pineville location, this property offers a unique opportunity to own a piece of local history with modern comforts.

107 Ridgewood Circle, Pineville

2004 Twin Fawn Tr, Middlesboro
$475,000
5 Beds ⋅ 3 Baths ⋅ 1355491 MLS
This gorgeous cape cod home sits on 4.4 acres with deer visiting often. This home has 5 bedrooms, 2.5 bathrooms, formal living room with fireplace, family room (could be used as formal dining room) a second fireplace in the sunroom, amazing kitchen with island, the kitchen counter tops are granite, the stainless-steel appliances stay, which include double wall ovens, gas range with gas oven (natural gas), side by side refrigerator and dishwasher. Island has a breakfast bar. The kitchen extends into the dining area. The master suite is on the main level with tray ceiling. There is a half bathroom on the main floor for guests. The beautiful staircase leads to 4 bedrooms and one full bathroom upstairs. The laundry room also has a mop sink and is off from the 2-car heated garage. There is a laundry chute in this home, main floor heating is natural gas/heat pump/air, the upstairs has electric heat pump/air, high quality bamboo flooring, crown molding, double pane windows, natural gas, public water, internet available, lots of storage, 2-50 gallon water heaters, new shingle roof installed October 2025, home comes with extra-large storage shed, awesome views from this property. The 12 X 32 detached garage/storage shed has a roll up door for easy access. This home is conveniently located in Middlesboro in the beautiful Vista Venado Subdivision, one mile to shopping and dining, and to hospital.

2004 Twin Fawn Tr, Middlesboro

412 Page School Rd, Pineville
$699,000
3 Beds ⋅ 2 Baths ⋅ 1349199 MLS
Hidden in the mountains of Kentucky is this gorgeous brick ranch style home that is totally secluded. It has 3 bedrooms (including primary suite), 2 full bathrooms, living room with cathedral ceiling adding to the beauty of this home, large kitchen with island and breakfast bar, all appliances stay with home (dishwasher needs repair) the kitchen extends to breakfast area and the formal dining room, large laundry room, primary suite has walk-in closet, plus the bathroom has walk in shower and jacuzzi tub, home has a 2 car attached garage, central heat and air installed new in 2022, city water, private septic system, internet available, double pane windows. Beautiful mountain views. This home sits on 26.8 acres with a pond and creek (ideal for horses or cattle). There are beautiful fields with MULTIPLE HOMES SITES on property, or you could fence the fields for farm animals. This property is level, some rolling and some steep. Lots of wildlife on this property. The driveway is paved with concrete sidewalk at home, large concrete patio and concrete front porch. This is a must see!

412 Page School Rd, Pineville

105 Hwy 190, Pineville
$525,000
3 Beds ⋅ 3 Baths ⋅ 1323427 MLS
TWO HOMES FOR $525,000 - This property is in a perfect location for the golfer in you. Wasioto Winds Golf Course is immediately across the road from this property, and this property has access to Boone Trace Hiking Trail and is close to the Pine Mountain State Park. The main house has 3 full bathrooms and 3 bedrooms (2 bedrooms are suites) there are 2 stone gas log fireplaces, one in the Sunroom and the other in the living room, The living room has a gorgeous wood cathedral ceiling. The shining hardwood floors are an added bonus to the fine home, the amazing kitchen has an abundance of cabinets, there is an island in the kitchen, Kitchen extends to formal dining area and also leads to back covered porch. This home has a large spacious laundry room. There are lots of closets, double pane windows, 2 heat pumps that are serviced regularly, this home sits on a level yard with privacy from back porch, the front porch offers view of the golf course. Home has a handicap ramp for easy entry and has 36 inch doors for wheelchair access. High speed internet is available, public water, paved driveway with extra parking spaces. There is a 2 car garage/workshop and a 2 car carport on property. Gorgeous mountain views. Home has natural gas, cookstove is gas, all kitchen appliances stay with home plus washer and dryer. The second home has 2 bedrooms, one full bathroom, living room, family room and eat-in kitchen, laundry hookup, heat and air are wall units, wrapped porch with great views, septic system, public water. This home is ideal for additional income or to keep a family members close by. This property is close to downtown Pineville, hospitals and medical clinics as well as shopping.

105 Hwy 190, Pineville

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