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$725,000
3 Beds 3 Baths 25501400 MLS
Welcome to your dream home in the highly sought-after Fairway neighborhood! This beautifully designed 3-bedroom, 3-bathroom residence offers the perfect blend of style, comfort, and function. Enjoy an expansive open-concept living area that flows seamlessly into a light-filled sunroom—ideal for entertaining or unwinding in peace. The large kitchen is a chef's delight, with ample space for cooking and gathering. Each bedroom offers generous space, while all three full bathrooms are thoughtfully updated. Whether you're hosting friends or enjoying a quiet evening, this home delivers the perfect setting in one of the area's best locations. More photos coming, including a beautiful primary en-suite full bathroom. Remodeled full bathroom upstairs including two bedrooms. Also a library on the first floor of the living room.

242 Henry Clay Blvd, Lexington

$169,900
4 Beds 1 Baths 26013222 MLS
Step back in time and experience the timeless charm and character of this historic home built in 1888. Situated on over 5 acres (5.78 per PVA), this 4-bedroom, 1-bath property offers a rare opportunity to own a piece of history while enjoying the space and privacy of a beautiful rural setting. From the moment you arrive, you'll be drawn to the inviting two-story front porch, perfect for relaxing and taking in the surrounding landscape. Inside, the home showcases a blend of original character and thoughtful updates completed over time, maintaining its historic appeal while providing everyday functionality. Classic design elements reflect the craftsmanship of a bygone era. The expansive acreage provides plenty of room for outdoor activities, gardening, or simply enjoying the peaceful setting. Whether you're looking for a unique residence, a potential restoration project, or a property with historic significance, this one offers endless possibilities. Buyer should verify all aspects of the property to their satisfaction. Property is being sold AS/IS

3808 Little Indian Creek Rd, Woodbine

$165,000
2 Beds 2 Baths 26001738 MLS
Welcome to this charming river front house. Step out your back door and you are immediately at the river. Open floor plan with a wood burning fireplace. Metal cabinets and epoxy floors on the first level are designed to survive in case of a flood. First floor bedroom with enough room for a King sized bed. Upstairs you will find another bedroom and a half bath. Sip your morning coffee on your back patio area or deck over looking the Kentucky River. There is a large carport for your truck and enough room for a boat as well. The large lot will accommodate a fire pit where you can gather with friends and family. This property is in a flood zone. This property was used as a rental and an air b&b. Make it your own or rent it out, the possibilities are endless.

1494 Amster Grove Rd Rd, Winchester

$215,000
3 Beds 1 Baths 26016344 MLS
Turnkey and fully furnished in the Kentucky Lake area. Beautifully updated home featuring the Metal Roof, New Windows, new siding added 3 years ago. A nice new Deck. Perfect for a getaway or permanent residence. Lake access less than 1/4 mile from house is Sportmans boat ramp in the Johnathan Creek area. You will enjoy morning coffee in the screened porch area. Plenty of parking in front of the home. You will enjoy outdoor entertaining and cookouts. This property offers 3BR/1 Bath. The arched doorways add a timeless elegant flow to the home. They pair beautifully with the hardwood floors. there are two bedroom are on the main level. The Basement Interior, and The utility nook now has a stack washer and dryer door walkout onto deck, Bedroom has room for another bunk set if you desire. The window is covered with the wood panel as of now. Providing incredible flexibility for guests or rental potential with no restrictions. This lake cottage comes fully furnished, and is ready to move in.

13100 Us-68 Hwy, Benton

$1,900,000
5 Beds 6 Baths 26010270 MLS
Built by Captain Robert Johnston in 1782, Johnston's Inn once served as a prominent stagecoach stop between Maysville and Lexington and is widely considered by historians to be the oldest home in Bourbon County. Rich in history and character, the property still reflects its original design, where separate front doors welcomed guests into distinct parlors. Set on over 8 acres of gently rolling Bluegrass landscape, this remarkable residence has been thoughtfully renovated to balance historic charm with modern livability. Original details such as blue ash hardwood floors, walnut woodwork, tall ceilings, and generously sized, light-filled rooms have been carefully preserved. The main living spaces include formal living and dining rooms, along with a stunning, fully updated kitchen featuring custom white cabinetry, high-end appliances including a Lofra gas range, and a warm, inviting wood island. The great room showcases an original brick fireplace, once used for cooking in the home's early years. With five bedrooms, each offering its own updated bath with marble tile and antique vanities, the home provides both comfort and character throughout. A charming red "party barn" adds flexibility for gatherings, hobbies, or additional entertaining space. A rare opportunity to own a stunning piece of Kentucky history, Johnston's Inn offers a unique blend of heritage, craftsmanship, and modern convenience in a truly special setting.

1975 Georgetown Rd, Paris

$269,000
3 Beds 3 Baths 26015600 MLS
NEW METAL ROOF!! Step back in time in this historic home built in the 1890s. Rich with character and timeless charm, this unique property offers endless possibilities as a private residence, bed-and-breakfast, or elegant wedding and event venue.The home features 3 bedrooms, 2.5 bathrooms. The basement is partially finished and could provide two more bedrooms and a third bathroom. Outdoors, the property has an inground pool, new cedar pool house, updated heat and air, insulated windows, outdoor kitchen area, and entertaining spaces perfect for hosting guests and special occasions. A detached garage/shop provides additional storage, workspace, or business potential. Whether you're dreaming of operating a charming hospitality business, creating a sought-after wedding destination, or simply owning a one-of-a-kind historic estate, this property offers exceptional versatility and appeal.

115 Pierce St, Marion

$674,000
3 Beds 3 Baths 26009629 MLS
$2,500 landscape allowance will be given to buyer and new trees have been planted along the street property line! Location, location — and then some. 2775 Paris Pike has been masterfully reimagined from top to bottom, blending timeless character with the ease and confidence of a brand-new home. Every room has been touched: all-new custom windows and doors throughout, all-new plumbing, a new heat pump (2023), new roof and maintenance-free shaker siding (2025), all-new insulation, and a brand-new septic system. The heart of this home is a stunning kitchen featuring custom cabinetry, new countertops and flooring, a center island, and new KitchenAid appliances — anchored by a custom pantry with a coffee/wine counter, floor-to-ceiling storage cabinets, and a drawer microwave. An original window was replaced with a door opening to a private side patio nestled beneath the magnolias — perfect for al fresco entertaining. The family room impresses with a custom coffered ceiling and beautifully restored original glass pocket doors. First-floor conveniences include a newly added laundry room with custom cabinetry and pull-out organization, a tile-wall half bath, and a main-floor primary suite with custom glass shower, two new vanities with mirrored storage, and a bench with storage below. Upstairs, find two generous bedrooms — one with a custom closet, barn doors, and access to a private patio — plus a serene study/nursery with a custom wood ceiling, a fully remodeled bath with marble flooring and glass shower panel, and new storage cabinetry throughout. The exterior shines just as brightly: modernized columns, a fully replaced front and side porch with widened stairs, and fresh paint inside and out. This is the one you've been waiting for.

2775 Paris Pike, Lexington

$487,000
3 Beds 2 Baths 26014911 MLS
Step back in time and experience the charm of this 120+ year-old farmhouse nestled on 21.7 beautiful acres in the rolling hills of Garrard County, Kentucky. Being sold as two parcels together, this unique property offers endless possibilities for homesteading, hobby farming, or simply enjoying peaceful country living. This quaint 3-bedroom, 2 full bath home is full of character, featuring a welcoming front porch that stretches across the entire front of the home, perfect for soaking in the views and quiet countryside. Inside, you'll find timeless charm paired with a newly added dining room addition, creating extra space for gathering and entertaining. Outside, the property is well-equipped with two barns, a spacious workshop/garage with room for two vehicles, a charming "she"- shed, and an additional storage shed tucked toward the back of the property. Whether you're looking for functional farm space, workshop areas, or room to roam, this property delivers. A rare opportunity to own a piece of Kentucky countryside with acreage, charm, and versatility.

1566 Old Danville Rd, Lancaster

$279,000
5 Beds 3 Baths 26010558 MLS
CHARMING VICTORIA HOME. Experience the timeless allure of this late-1800s Victorian masterpiece, where historic character meets expansive modern living. Boasting over 2,404 finished square feet—plus a versatile 600-square-foot finished attic space—this impressive residence offers a total of five spacious bedrooms, providing ample room for family, guests, or a dedicated home office. The primary bedroom is currently under renovation, offering the rare opportunity to add your final personal touch to the suite. While the primary bedroom bath has been completely remodeled with a walk in shower, bluetooth speakers, Step into your personal sanctuary with this top-of-the-line intelligent toilet. A seamless one-piece, skirted design, this smart fixture features a motion-activated lid that opens upon approach and an automatic, high-efficiency flush for ultimate sanitation. The integrated bidet offers customizable warm water cleaning, heated seating for year-round comfort, and an automatic air purifier to keep the atmosphere fresh and serene. The heart of the home flows through classic spaces designed for both grand entertaining and quiet retreats. Enjoy the traditional elegance of the parlor, a formal dining room for holiday gatherings, and a comfortable living room. Outside, the large wrap-around porch serves as the perfect vantage point for beautiful neighborhood views, while the screened-in porch and fenced in courtyard beautiful elegance to the home.

207 Arthur Hts, Middlesboro

$89,499
2 Beds 1 Baths 26014733 MLS
Investor opportunity with the major renovations already completed! This home has been extensively updated on the interior, allowing the next owner to focus primarily on the exterior and landscaping while building additional equity. Recent improvements include new flooring, new HVAC system, new water heater, brand-new kitchen with new cabinetry and countertops, new appliances, updated bathroom, fresh paint, and modern finishes throughout. The clean, move-in ready interior offers comfortable living space with a functional floor plan suitable as a primary residence, rental property, or investment. Outside, the home offers excellent potential for cosmetic improvements and curb appeal enhancements. Two detached storage buildings provide additional space for tools, equipment, or storage. This property is just minutes from shopping, restaurants, and other city amenities. Whether you're looking for your next rental, flip, or affordable home with the costly interior updates already complete, this property is ready for its next owner. Schedule your private showing today!

471 Ky-3439, Barbourville

$550,000
6 Beds 5 Baths 26012329 MLS
$25,000 Price Improvement on this Rare Downtown Property... Main home + 3 Apartments along with 2 lots totaling 1 ACRE !!! For the first time since its solid construction in 1948 this unique and pristinely well maintained property is being offered by an original family member! Nestled on a quiet street just a short walk from historic Fountain Square, this is a dream set up for both owner occupants or investors for either short term or long term rentals in this bustling tourism mecca. Sit on your spacious front porch and enjoy the mature landscaping and perennial gardens before stepping into the fully renovated main home. You will love the more than spacious rooms, walk in closets with more than ample storage. The real magic is the massive income potential: the property sits on an expansive ONE ACRE footprint comprised of 2 separately deeded lots! Included are 3 additional rental units bringing the property total to 6 bedrooms, 5 full bathrooms and 4 kitchens. Perfect for lucrative Airbnb portfolio right next to downtown festivals, farmers market, local restaurants, theater , government buildings and library. Complete with a 2-car detached garage with a bonus loft and all in close proximity to our beautiful Lake Cumberland, I-75 and the Cumberland Parkway. Opportunities like this in the heart of downtown are virtually unheard of. Don't miss out, schedule your tour today!

126 Crawford Ave, Somerset

$425,000
3 Beds 2 Baths 26008669 MLS
"Hello, I'm 130 East Union. I've stood proudly for more than a century, and while my current owners may have covered some of my walls with wallpaper over the years, beneath it all I'm still the same grand home I've always been. Did you notice my beautiful original doors? They've been welcoming family, friends, and neighbors for generations, and they're still here to welcome you home today. Where else can you find bedrooms this massive, original hardwood flooring, and beautiful original wood trim that has survived the test of time? I sit on approximately 3.8 acres, giving me the feel of a mini farm while still being conveniently close to town. I've hosted family gatherings, raised children, and created memories for more than 100 years. My fireplaces, spacious rooms, and timeless character tell a story that simply can't be replicated in today's construction. And did I mention that I have three extremely large walk-in closets? Homes of my era weren't known for abundant closet space, making this a rare feature that you'll appreciate every day. With a little vision and love, I can once again showcase the craftsmanship and charm that make historic homes so special. I'm ready for my next chapter and for a new family to create memories within my walls. If you're looking for space, character, acreage, and a home with a story to tell, I'd love to meet you. Please help me find my next owner and continue the legacy I've been building for over a century."

130 E Union Rd, Carlisle

$109,000
5 Beds 1 Baths 26001213 MLS
Motivated seller! Opportunity to purchase a large 5 BR house in the historic community of Lynch. The primary bedroom is on the first floor. Several pieces of furniture will convey, including bedroom items. The bathroom has updated features, including a roll-in shower for wheelchair access. Upstairs has 4 spacious bedrooms. Other features include a recently updated security system and a generator to supply the house if needed. The back of the property includes a grassy area overlooking the creek and faces the mountain. The property is very close to Portal 31, Bulldog Room, Jerry Edwards Park, Lamp House Coffee/Cafe, Lynch Country Club, Benham Schoolhouse Inn & Restaurant, and Benham Coal Museum. Take a short drive up Black Mountain to some incredible views at the new overlook, or to Cumberland's Sleepy Hollow Golf Course, Kingdom Come State Park, and Southeast Community College.

249 W Main St, Lynch

$251,000
2 Beds 3 Baths 26008708 MLS
This 2 bedroom, 2.5 bath, fully-furnished home in East Bernstadt offers a comfortable mix of space, character, and a peaceful setting, all within approximately 8.5 miles of downtown London. Situated on a full acre, the property features a large, covered wraparound porch that provides plenty of room for outdoor seating, dining, or simply enjoying the surrounding views. A detached gazebo adds an additional outdoor space that could be used for relaxing or entertaining. Inside, the home offers approximately 2,458 square feet with a functional layout and a spacious kitchen that includes ample cabinetry and workspace. The living areas feel open yet comfortable, with a mix of finishes that give the home a warm, lived-in feel. Upstairs, you'll find a small bonus room that works well as a home office, hobby space, or additional sleeping area if needed. An exterior RV hookup also adds flexibility for guests. The setting offers a balance of privacy and usability, with open yard space and mature trees, while still being a short drive to town for shopping, dining, and daily conveniences.

630 Dollie Miller Rd, East Bernstadt

$199,900
4 Beds 2 Baths 25506494 MLS
Welcome to the intersection of character and affordability! This home is a blank slate w so much to offer. The front yard positions the home comfortably away from the street yet isn't too much to care for. The view of the back yard from the over-sized deck offers a large natural space with tall trees. The detached garage is perfect for a vehicle, storage, shop or she-shed. The character of this home hits you the moment you enter. You'll find hardwood floors and 2" blinds throughout. The kitchen offers granite countertops, black and stainless appliances, beautiful cabinets and a peninsula bar top. There's a large living room, formal dining room, kitchen and primary suite on the first floor with three additional bedrooms and another full bath on the second. And don't forget the full unfinished basement offering total flexibility to use however you wish. The neutral colors and great condition put this home comfortably in the "move-in ready" category so what are you waiting for?

311 Jefferson St, Glasgow

$140,000
2 Beds 1 Baths 26016500 MLS
Beautifully remodeled 1.5-story home full of charm and modern updates! This move-in ready property features 2 bedrooms plus a versatile bonus area upstairs perfect for a home office, nursery, toys, etc. The stylish living and kitchen space showcases crisp white finishes, shiplap accents, exposed wood beam detail, wide vinyl plank flooring and abundant natural light. You'll love the bright, open feel! The modern kitchen offers updated cabinetry, stainless steel appliances, open shelving, and tasteful designer touches blended with cozy character. Outside, the home offers attractive curb appeal with fresh landscaping, covered entryways, and a large deck for gathering and entertaining. Every detail of this home creates a warm and welcoming atmosphere of elegance, comfort, and timeless charm!" Help me SHARE this adorable house. SHARE with your friends and family. SHARE with someone that lives out of town/state, but has family here and would like to have a 2nd home in the "Best Town on Earth." SHARE with someone that wants an investment property, Airbnb, rental, etc. This one is move-in ready, immediate possession! Don't miss this adorable dream house.

75 W Mclaughlin Ave, Madisonville