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$255,000
3 Beds 3 Baths 26019632 MLS
I found your new Home in Woodland Hills Subdivision, just outside Pineville KY. 3 spacious bedrooms, multiple living areas, deep walk-in closets, paved driveway and a 2-car garage to satisfy all your boxes you need to check off with your home search. This is the very last house at the end of the lane. Plenty of vacant yard space. ***Seller will give the buyer option to purchase an additional half-acre lot adjoining the property. This house is well-maintained through the years and offers the new home-owner an opportunity to update the interior to truly make this home theirs. Right at 3,000 sq feet of living space and a 900sqft garage. Will sell with or without adjoining lot, all offers considered. Will qualify for most if not all loan products. Call for your showing today

Pineville

$140,000
2 Beds 1 Baths 26019100 MLS
Motivated Seller! Bring Offers! Charming cornerlot home in the heart of Pineville offering comfort, convenience, and potential. This inviting property features a spacious living room with abundant natural light—perfect for relaxing or entertaining. Ideal for firsttime homebuyers or anyone looking to downsize, the home sits on a generous lot with two adjoining parcels available for purchase together or separately, providing room to expand or invest. There are no restrictions, allowing flexibility for future use. A second structure next door offers additional possibilities—it can serve as storage, be remodeled into a rental, or removed to open up more space. Located close to the hospital, shopping, and local amenities, this property is connected to public sewer and serviced by KU electric. Enjoy smalltown charm with big potential in this versatile Pineville home.

306 3rd St, Pineville

$315,000
4 Beds 2 Baths 26019014 MLS
Large property with finished basement, 4-bedroom 2-bath house has been remodeled from the inside to the out. With a new metal roof (2025) New Front porch (2025) New Gutters (2025) New vinyl fence around this beautiful inground salt water pool (2026) Kitchen has been remodeled (2025) and all the inside has been painted (2025) Setting on a little over 2 acres this property has been surveyed and a new chain link fence installed around the whole property. This is a move-in ready home as most all furniture conveys with the property. Within 5 miles to the New Boone's Ridge Wildlife Park. Weather your looking for some good riding or just a little country get away this property has it all. Conveniently located in between Pineville and Harlan this property makes getting to town a breeze. Call now because this won't last long.

144 Mathel Hill Rd, Pineville

$490,000
26012929 MLS
This convenient store and gas station is on a busy highway between Harlan and Pineville, Kentucky and a short distance to the soon coming Boone's Ridge Wildlife plus is close to ATV trails. This convenient store/gas station comes as a turn key business with the inventory and equipment. The store building is set up with a deli to include the grill and hood with fire suppression system and the capability to expand the deli. This building was built in 2018 and has a 10,000 gallon gas tank and diesel can easily be added. In addition to the restroom, there is an office and storage room. Heat pump is approximately 8 years old, public water, private septic system on property, lots of parking space. Plus This is an amazing opportunity to own your own businesses! Located on Hwy 119 between Harlan and Pineville, KY.

8249 Us-119, Calvin

$110,000
3 Beds 2 Baths 26014433 MLS
Hey Neighbors! If you've been looking for a solid property with room to build some serious sweat equity, you'll want to take a look at this one. Sitting on a spacious corner lot inside the Middlesboro city limits, this 1.5-story brick veneer home offers a massive 1,963 square feet of living space and sits on over half an acre 0.539 acres per (Bell County PVA). With a potential of 4 bedrooms, 2 baths, hardwood floors, and a sturdy metal roof, the foundational pieces are right here waiting for your vision. The home is being sold AS-IS, making it the perfect blank canvas for a dedicated house flipper, an investor looking to grow their rental portfolio, or a handy homeowner wanting to customize their dream space from top to bottom. Several of the rooms are currently unfinished and need to be updated, giving you the unique opportunity to choose your own finishes, layouts, and style without paying for someone else's recent choices. Sit back and sip some sweet tea on the welcoming front porch and plan some landscaping around the spacious yard. Opportunities at this price point with this much square footage don't come around every day in our neck of the woods. So bring your toolbelt, your imagination, and let's go take a peek at this properties potential!

901 Exeter Ave, Middlesboro

$132,000
26010965 MLS
This property is located in Kettle Island Ky; MLS doesn't recognize the address due to not having a physical 911 address because its vacant land only. Mapping comes from the Bell county ky PVA office and the OnX hunting app. Total acreage being sold is listed as 88 acres, per the PVA records. The parcels do not connect; one parcel has 48 acres and the other has 40 for the combined 88 acres. . This property is approximately 15 minutes from the county seat of Pineville in Bell County KY; Home of the KY mountain laurel festival, nearby you'll find Boone's Ridge which is being developed as a wildlife sanctuary for Elk, deer, bear etc. Kettle Island Ky is a beautiful community with hospitable folks. Come check out all the area has to offer. The land would make a great hunting property, homestead and more.

000 Mill Creek Rd, Pineville

$855,000
2 Beds 2 Baths 26007225 MLS
Prime Multifamily Investment Opportunity Presenting a well-established commercial apartment building in the heart of Middlesboro, Kentucky. Built in 1990, this single-story property offers approximately 15,225 square feet of space ideally suited for residential rental units, providing stable cash flow in a convenient location. Strategically positioned on N 19th Street, the building benefits from easy access to local amenities, employment centers, and essential services in Bell County. Solid 1990 construction with a functional single-story design for easy maintenance and accessibility. This property represents an excellent value-add or turnkey investment for investors seeking entry into Kentucky's multifamily sector. Whether you're looking to maintain current operations or implement updates for higher rents, 725 N 19th Street delivers a solid foundation in a community with long-term housing needs.

725 N 19th St, Middlesboro

$80,000
6 Beds 4 Baths 26007707 MLS
Excellent income-producing opportunity! This property features two 3-bedroom, 2-bath mobile homes on one lot, previously used as rental properties and ideal for investors or owner-occupants seeking additional income. Homes offer approximately 924 sq ft and 1,140 sq ft and feature total electric utilities, central heat & air, and front and rear porches. Conveniently located just 10 minutes from Pineville and Hwy 25E, providing easy access to shopping, dining, and employment while maintaining a quiet country setting. A versatile property with strong rental or multi-family living potential. The stated acreage has been estimated by the (Local Property Valuation Administrator / boundary deed description / Agriculture Soil Conservation Service). The estimate is not the result of a survey and cannot be relied upon for accuracy. The property is selling by its boundary deed description.

6461 Ky-66, Arjay

$145,000
2 Beds 1 Baths 26014101 MLS
Charming 2-bedroom, 1-bath home located just minutes from Downtown Pineville! Offering approximately 1,100 square feet of comfortable living space, this home features a functional floor plan, spacious rooms, and plenty of natural light throughout. A full unfinished basement provides excellent storage space and endless potential for a workshop, hobby area, or future expansion. Step outside and enjoy the brand-new back deck, perfect for relaxing, grilling, or entertaining family and friends. There is also a newly added large outdoor shed which has full sized rolling doors to allow storage of mowers, tools and outdoor equipment. Conveniently situated near local shopping, dining, schools, and everyday amenities, this property combines comfort, value, and location. Whether you're a first-time homebuyer, looking to downsize, or seeking an investment opportunity, this well-maintained home is one you won't want to miss. Schedule your private showing today and discover all that this Downtown Pineville gem has to offer!

522 W Virginia, Pineville

$420,750
26001732 MLS
Outstanding Commercial Opportunity with active STR/Boutique Hotel Seize the chance to utilize 6,250 square feet of exceptional commercial space on the ground and upper levels, strategically located in the bustling town square of Pineville. This high-traffic location (HWY 25E) ensures incredible exposure and easy access, making it an ideal site for your next business venture. Currently, the lower level is 3125 sq ft and is partially designed as a vendor's mall, offering a flexible layout suitable for a wide range of business types, including a lively restaurant, professional office space, medical office, pub, or retail storefronts. A unique feature of this property is the well-established Boone Trace Inn (active STR) on the upper level, which includes 7 private beds equipped with coded entry doors, perfectly positioned to attract visitors and tourists. The common areas are designed for comfort and convenience, featuring a generous gathering room, a fully equipped kitchen, a spacious dining area, and 2.5 baths, all enhancing the property's attractiveness. With an appealing price point under $80 per sf, this property presents an incredible investment opportunity.

110 W Kentucky Ave, Pineville

$120,000
5 Beds 4 Baths 26011288 MLS
Investment Opportunity - Fire-Damaged Home at 215 S. 21st Street, Middlesboro, KY Investor Special! This property at 215 S. 21st Street, Middlesboro, KY has sustained significant fire damage and is being offered as-is. This is an excellent opportunity for experienced investors, contractors, or buyers looking for a major renovation or potential rebuild project. Situated in an established neighborhood, the property offers convenient access to schools, shopping, restaurants, and other local amenities. Property Highlights: * Heavily damaged by fire * Sold as-is * Ideal for investors, contractors, or rehab specialists * Potential renovation or redevelopment opportunity * Convenient Middlesboro location Buyers are encouraged to conduct their own inspections and due diligence to determine the best use of the property. If you're looking for your next project, this could be the opportunity you've been waiting for.

215 S 21st St, Middlesboro

$209,900
3 Beds 2 Baths 26013326 MLS
Mountain Views, Privacy & Endless Possibilities! Discover the perfect blend of privacy, space, and convenience at 116 Edgewood Road in Middlesboro. This spacious 2,154-square-foot home offers 3 bedrooms and 2 full bathrooms, nestled on approximately 0.75 acres while remaining within walking distance of downtown amenities. Step inside to find a versatile floor plan with multiple living areas and flexible spaces that can easily accommodate additional bedrooms, home offices, recreation rooms, or multi-generational living. The home's unique layout even presents the potential for conversion into separate living quarters, making it an attractive opportunity for homeowners and investors alike. Enjoy beautiful mountain, city, and park views from your property while experiencing the peace and privacy of a wooded setting where local wildlife is often seen. The home features central heating and cooling, a detached garage, ample parking, durable metal roofing, and city utilities. Recent improvements have already been completed, providing a solid foundation for the next owner to personalize and make their own. Whether you're searching for a spacious family home, an investment opportunity, or a property with room to grow, this unique Middlesboro residence offers exceptional value. Property Highlights 3 Bedrooms | 2 Bathrooms 2,154 Sq. Ft. of Living Space Approximately 0.75 Acres Detached Garage & Additional Parking Mountain, City & Park Views Central Heating & Air Conditioning Flexible Layout with Multi-Use Spaces Potential for Multi-Family or Income-Producing Use Convenient Access to Downtown Middlesboro Don't miss this rare opportunity to own a spacious home with privacy, views, and unlimited potential in the heart of Middlesboro. Schedule your private showing today!

116 Edgewood Rd, Middlesboro

$960,000
2 Beds 2 Baths 26007224 MLS
Prime Multi-Family Investment Opportunity - 508 & 512 Winchester Avenue, Middlesboro, KY This exceptional offering presents two adjacent multi-family apartment buildings totaling 13,392 square feet of living area on a combined 1.23 acres of land. Located at 508 Winchester Ave (6,696 sq ft on 0.55 acres) and 512 Winchester Ave (6,696 sq ft on 0.68 acres), these properties provide a rare chance to acquire substantial rental inventory in one convenient location. Built for efficiency and scale, each building offers significant square footage ideal for multiple residential units, making them well-suited for investors seeking strong cash flow potential in the Middlesboro market. The generous lot sizes allow for ample parking, green space, or future expansion opportunities. Situated along Winchester Avenue, the properties benefit from convenient access to local amenities, major thoroughfares, and the broader Middlesboro community. Whether you're an experienced multifamily investor or looking to expand your portfolio, this paired offering represents a solid foundation for long-term rental income and value appreciation.

508 & 512 Winchester Ave, Middlesboro

$179,900
2 Beds 2 Baths 26014434 MLS
LUXURY, CHARM, and CHARACTER all in one! Step inside the stunning 2 bedrooms, 1 & 1/2 bath home with bonus areas, more modern update meet timeless craftsmanship. From the moment you arrive, you'll be captivated by the striking exterior, soaring ceilings, Rich hardwood floors, and abundance of natural light throughout. The beautifully updated kitchen features crisp white cabinetry, subway tile backsplash, designer lighting, and black appliances that create a stylish and inviting space for cooking and entertaining. The spacious living room showcases vaulted ceilings, elegant chandelier, and an open, airy feel rarely found in homes of this size. Upstairs the oversize bedrooms offer beautifully architectural details, hardwood flooring, and generous closet space. The updated bathroom provide a spa all like atmosphere with modern finishes and thoughtful design. Outside is where the property truly shines! Relax around the lounge area, or enjoy the expensive multi level decking that creates The perfect setting for entertaining guests. The fence yard provides privacy while the mountain views in stunning somerset skies create a breathtaking backdrop. Whether you're searching for a primary residence, we can get away, or investment property, this one of a kind home offer style comfort inn outdoor living that is hard to find

214 Spruce St, Pineville

$329,000
26011925 MLS
235.967 SURVEYED ACRES Discover ultimate freedom and natural beauty on this property which is next to the Kentucky Government Land Wildlife Management area with 30,661 acres. A rare, unrestricted gem offering endless possibilities, this prime property is a haven for outdoor enthusiasts and those seeking a private multi-use sanctuary. Only 22 miles from Royal Blue Unit of the North Cumberland Wildlife Management Area. The land Features rich vibrant foliage, mature vegetation, and a tranquil flowing creek that provides a steady water source for abundant local wildlife. With a well-established network of internal roads already in place , you can easily navigate and access the entire acreage. This property also has approximately 2,500 feet of road access and city water is available at the road. Whether you are looking for a world-class hunting retreat, a scenic homestead or a secluded site for recreational adventures, this unrestricted property gives you the space and freedom to bring your vision to life.

Hwy 3484, Pineville

$149,999
2 Beds 1 Baths 26015402 MLS
Charming Renovated Ranch in the Heart of Middlesboro! Welcome home to 1010 W Chester Avenue, a cozy and beautifully updated 2-bedroom, 1-bath brick ranch right in the heart of Middlesboro, KY. If you've been looking for that perfect blend of classic hometown charm and worry-free modern living, this is the one you've been waiting for. Step inside this solid traditional brick home and you'll immediately notice the inviting vibe. The entire house has been refreshed with updated paint throughout, creating a bright and airy atmosphere that lets the natural light pour in. Underfoot, you'll love the beautifully restored original hardwood floors paired with updated flooring that ties the whole home together perfectly. The heart of the home features a spacious eat-in kitchen complete with updated cabinets and a brand-new refrigerator added in 2024. For ultimate convenience, a brand-new dedicated laundry room has been added right off the kitchen. Around the corner, the living room serves up the ultimate cozy Appalachian factor with its classic brick, wood-burning fireplace—perfect for those crisp mountain evenings. Key Updates & Features: Brand New Roof (2024): Complete with durable 25-year shingles for total peace of mind. Modernized Kitchen & Bath: Features updated cabinetry, flooring, and a 2024 refrigerator. Convenient Layout: 1,275 sq. ft. of comfortable, main-level living space with an added laundry room and a convenient 1-car attached carport. Level Lot: A nice 50x140 level yard that's easy to maintain and perfect for relaxing. Tucked away on a great level lot near the West End, this property puts you just minutes from local schools, shopping, and all the dining downtown Middlesboro has to offer. Whether you're buying your very first home, downsizing, or looking for a solid investment in Bell County, this move-in-ready gem is ready for its next chapter. Don't wait on this one—call today to schedule your personal tour and let's go take a look!

1010 W Chester, Middlesboro