Kirksville Real Estate | Kirksville Historical Properties for Sale

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

$59,900

2 Beds ⋅ 1 Baths ⋅ 26014504 MLS

Electrical has been completely roughed-in. New Metal Roof. New Windows. The clean-up and work has been started, now you can finish it!! Endless Possibilities.

630 S 21st St, Paducah

$94,900

4 Beds ⋅ 1 Baths ⋅ 26013668 MLS

Opportunity awaits with this 4-bedroom 1-bath brick home built in 1935! Featuring an unfinished basement and plenty of potential, this property is ready for someone with a vision to restore it to its full charm. Whether you're an investor, flipper, or buyer looking for a renovation project, this home offers a great opportunity to add value. Property is being sold AS-IS.

3237 Kentucky 610, Virgie

$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

$175,000

3 Beds ⋅ 2 Baths ⋅ 25508506 MLS

Totally updated 3 bedroom, 1 and half bath home in Whitley City. Kitchen includes granite countertops, upscale appliances, new cabinetry and walk in pantry. Modern bathroom with granite countertop and walk in shower. All seasons sunroom. Large laundry room. Unfinished basement. Covered front porch. New bedroom and new deck. Attached garage and detached garage. Storage building. New carport.

224 S Main, Whitley City

$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

$235,000

3 Beds ⋅ 2 Baths ⋅ 26008037 MLS

This home sits on a corner lot surrounded by mature trees. Such character inside and out. Roomy inside with a new full size bathroom upstairs featuring a tiled shower. Large room upstairs could be used as a bedroom or game area. Spacious kitchen with lots of counterspace. Outside sits a workshop/man cave. Circle driveway for easy access. This home has a charming look and great curb appeal.

10846 Kentucky, Waynesburg

$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

$239,900

2 Beds ⋅ 1 Baths ⋅ 26008765 MLS

Enjoy peaceful country living in this charming 2-bedroom, 1-bath home set on a spacious double lot with beautiful farm views. Inside, you'll find a large family room perfect for relaxing or entertaining, along with an updated kitchen and bathroom that add modern comfort to the home's rustic appeal. A durable metal roof provides long-lasting protection, making this property as practical as it is picturesque. Whether you're looking for a quiet retreat or a place to call home, this property offers the best of rural living. Set up your showing before its gone.

1303 Devils Hollow Rd, Frankfort

$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

$130,000

2 Beds ⋅ 1 Baths ⋅ 26015035 MLS

Fixer Upper Special with Timeless Character! This early 1900s brick home is packed with historic charm and ready for a complete restoration. Offering 2 bedrooms, 1 bathroom, and 1,162 square feet, the home features beautiful original woodwork, a classic fireplace, and an unfinished basement with additional storage or future potential. Situated on a large, shaded lot in Covington, this property offers the opportunity to bring new life to a home with solid character and architectural appeal. A newer roof provides a head start, but the interior requires a full renovation, making it an ideal project for investors, flippers, or buyers looking to restore a piece of history. Bring your vision and transform this diamond in the rough into something truly special. Sold as-is.

3727 Glenn Ave, Covington

$725,000

3 Beds ⋅ 3 Baths ⋅ 26013142 MLS

Great opportunity! Location, Location, Location! Nestled in the highly desirable Edgemoor/Tahoma Terrace neighborhood, this exceptional two-story brick home offers timeless charm, outstanding curb appeal, and a lifestyle that is hard to find. Start your mornings with a cup of coffee on the inviting covered front porch before stepping inside to a spacious foyer that sets the tone for the warmth and character found throughout the home. The main level features a welcoming living room, dining room, kitchen, bedroom, and full bath, providing both comfort and flexibility for everyday living. Upstairs, you'll find an exceptionally spacious primary suite featuring a large soaking tub, oversized walk-in shower, heated floors, and a heated towel rack—creating a true retreat. An additional bedroom, full bath and a large upstairs laundry room add convenience and functionality. Situated on approximately 2/3 of an acre, this property offers an abundance of outdoor living space. Enjoy relaxing evenings on the covered back patio overlooking a fence backyard surrounded by beautifully mature trees and landscaping. This creating a peaceful and private setting perfect for entertaining, gardening, or simply enjoying nature. Additional features include an attached carport, a second two-car carport, and two storage buildings. The large storage building offers a workshop, shelving, and ample storage space. The expansive backyard provides plenty of room for recreation, including the potential for a pickleball court. What truly sets this home apart is its unique layout, offering three spacious bedrooms, 3 full bathrooms. Conveniently located near the University of Kentucky, UK HealthCare, Baptist Health, Kroger Field, Downtown Lexington, The Arboretum, Southland Drive, and an abundance of shopping, dining, and entertainment, this home combines classic character with an unbeatable location. Schedule your private showing today!

111 Edgemoor Dr, Lexington

$189,900

3 Beds ⋅ 2 Baths ⋅ 26007247 MLS

Fully renovated and expanded 3-bedroom, 2-bath home with major updates already completed—new roof (2024), new windows (2023), and new siding, plus a completely remodeled kitchen and bathrooms featuring all-new appliances, cabinets, and countertops. The functional layout includes a dedicated dining area, laundry space, and a primary suite with private ensuite bath. A partial unfinished basement—with access through the primary walk-in closet—adds valuable storage, storm shelter, or future usable space. The main home is connected to city water and sewer for everyday convenience. An additional standout feature is the second structure on-site, offering real potential for multi-generational living or added income. With an existing septic tank already in place, it could be reimagined into a guest home, rental, Airbnb, or private workspace. (Currently no active utilities.) Move-in ready with the big-ticket updates already finished—and built-in opportunity to expand your living space or generate income.

140 Worley Hill Top Rd, Stearns

$330,000

4 Beds ⋅ 4 Baths ⋅ 26013927 MLS

ell-maintained building could be converted into a home situated on 2.5 acres with excellent visibility in the heart of Herndon, KY & ample parking. The main level offers approximately 1,518 SF & includes a spacious sanctuary with seating for around 150, a stage, foyer, & two restrooms. Double-pane windows throughout enhance the property's character. The 1,300 SF basement provides multiple rooms suitable for bedrooms, meetings, or flexible use, along with a kitchen area. Exterior features include a large paved parking lot, prominent signage, attractive landscaping, & open green space ideal for outdoor activities. The building is equipped with a durable metal roof and three exterior entrances. Additionally, a newer 2,400 SF metal building on the property offers a large open area for events, a storage/utility space, two restrooms, and a fully functional kitchen, along with 3 exterior entry points. This versatile property is well-suited for a VRBO or community organization.

10926 10926 Lafayette Rd Rd, Herndon

$199,900

5 Beds ⋅ 2 Baths ⋅ 26005006 MLS

Attention investors! As-is listing: Great opportunity to acquire a cash-flowing rental property near downtown Lexington at an attractive price point. This duplex features Unit A with 3-bedroom, 1-bath and Unit B with 2-bedroom, 1 bath. Both units are currently rented and occupied, making it produce income from day one. Rented at $2,330/month, with Unit A bringing in $1,265/mo and Unit B bringing in $1,065/mo. Tenants have been with us since early 2024. This one checks the boxes for investors looking to build or expand their portfolio! Schedule a showing today.

346 Ohio St, Lexington

$990,000

5 Beds ⋅ 5 Baths ⋅ 26012885 MLS

Welcome to the historic John Baughman House, a remarkable Kentucky estate where history, character, and modern living come together. Originally constructed in 1847, this distinguished Greek Revival residence has evolved over generations into an impressive 5-bedroom, 5-bathroom estate offering approximately 5,704 square feet of living space. Situated on 20.27 picturesque acres in Stanford, this unique property offers the privacy and beauty of country living while preserving a tangible connection to Lincoln County's rich history. The original brick residence remains the heart of the home, showcasing the craftsmanship, architectural details, and timeless character that define Kentucky's historic homes. Over the years, thoughtful additions have expanded the property to meet the needs of modern living, including substantial living space above the attached three-car garage. The result is a rare blend of historic charm and contemporary functionality. Inside, you'll find expansive living areas, generous bedrooms, multiple gathering spaces, and the flexibility to accommodate a variety of lifestyles. Whether hosting family and friends, enjoying quiet evenings at home, or simply appreciating the beauty of the surrounding countryside, this home offers both comfort and character at every turn. Beyond the residence, the acreage provides rolling views, mature trees, open green space, and a peaceful setting that feels worlds away from the demands of everyday life. A year-round creek winds through the property, adding to the estate's scenic beauty and serene country setting. Adding to the property's historical appeal is a structure located behind the main residence. Local residents have long identified the building as a former schoolhouse, while historical registry records indicate that a smokehouse once stood to the rear of the property. Regardless of its original purpose, the structure serves as a fascinating reminder of the property's rich past and the generations who once lived and worked here. The John Baughman House remained in the Baughman family for approximately 130 years, preserving a legacy few properties can claim. Built before the Civil War and carefully maintained through generations of ownership, the home stands today as a remarkable example of how history and modern living can coexist. Historic homes come and go. Historic estates of this caliber rarely become available.

2035 Ky-1247, Stanford

$138,000

2 Beds ⋅ 1 Baths ⋅ 26014142 MLS

Home is ready for new owners! Are you looking for a large, fenced yard for your animals or family? Enjoy your summer nights under the covered, front porch and all kitchen appliances stay with this home. If you need extra storage space, there is space off the laundry room and in the newer storage building with multiple shelves. Conveniently located to downtown, restaurants, and the interstate. Schedule your private showing today!

323 W Kentucky Ave, Richmond

$179,995

2 Beds ⋅ 1 Baths ⋅ 26009444 MLS

** Own a Piece of Corbin History with Endless Potential** If you've ever dreamed of owning a piece of Corbin's history, this is your opportunity. Built in 1923, this well-kept home has remained in the same family for over 100 years—a true testament to its care and longevity. Over the years, the property has been thoughtfully maintained, with numerous updates and structural improvements already in place. Situated on approximately **½ acre**, this property offers space, flexibility, and incredible potential for a variety of uses. Whether you're looking for a place to call home or your next investment project, the possibilities here are wide open. This property does contain a state easement. It is conveniently bordered by Gordon Hill Pike, I-75 North, and a quiet, seldom-traveled city street. Located within Corbin city limits and the Corbin City School District, this property is just minutes from I-75 and downtown Corbin, offering both accessibility and convenience. **A rare opportunity with location, history, and unlimited potential—don't miss your chance to make it yours.**

1731 Gordon Hill Pike, Corbin

$1,185,000

6 Beds ⋅ 6 Baths ⋅ 26013914 MLS

Follow the winding, tree-lined driveway to this distinctive circa 1878 estate nestled on just under 12 acres in Gracey, Kentucky. Rich in history and thoughtfully restored, this exceptional property offers more than 4,200 square feet of living space with 6 bedrooms, potential for a 7th bedroom, 4 full bathrooms, and 2 half bathrooms. With its generous living spaces and flexible floor plan, the home provides room for family living, overnight guests, entertaining, or multi-generational living. From the moment you arrive, the character of this remarkable historic home is evident. A full-length covered front porch welcomes you and provides the perfect spot to enjoy a glass of iced lemonade, morning coffee, or a quiet evening while taking in the peaceful surroundings. The home has undergone an extensive, meticulous three-year renovation designed to preserve its historic integrity while incorporating important modern improvements. Updates include a new foundation, updated plumbing and electrical systems, a new roof, a beautifully renovated chef's country kitchen, and updated bathrooms featuring custom period-inspired tile work. The result is a home that blends the craftsmanship and character of another era with the comfort and functionality expected today. The kitchen opens toward a covered rear porch, creating a wonderful extension of the living and entertaining space. After a large family dinner, step outside, relax, and watch the sunset spread across the surrounding farmland. It is the kind of setting where everyday moments become memorable. Throughout the home, original architectural details and craftsmanship remain an important part of its appeal. A master carpenter carefully restored and reworked numerous historic elements, including wood baseboards, wood siding shingles, fireplaces, stained-glass windows, and intricate woodwork. These details have been given renewed life while maintaining the distinctive character that makes this property unlike the typical modern home. Inside, spacious rooms, high ceilings, historic details, and thoughtfully updated spaces create a warm and inviting atmosphere. The combination of substantial living space and multiple bedrooms and baths provides exceptional flexibility for today's lifestyle while preserving the feeling of a true historic estate. Step outside and the nearly 12-acre setting becomes part of the experience. The acreage provides privacy, beautiful views, and plenty of room to enjoy the outdoors. Depending on your interests, the property offers possibilities for horses, hobby farming, gardening, recreation, outdoor gatherings, or simply enjoying the peaceful rhythm of country life. Imagine starting your morning with coffee on the porch while listening to the birds, spending an afternoon exploring the grounds, and ending the day watching the sunset over the farmland. The property's location adds another layer of convenience. Situated in Gracey, it offers a peaceful rural setting while remaining conveniently located near Hopkinsville and Fort Campbell, including access to the Night Stalkers Gate. This combination of historic character, extensive renovations, acreage, and convenient access makes this property a rare find. This is more than a historic home—it is a piece of Kentucky history thoughtfully preserved for its next chapter. From the restored craftsmanship and welcoming porches to the expansive living space and nearly 12 acres of countryside, 11485 Julien Road offers a lifestyle that is increasingly difficult to find. A video tour is available to showcase the home, grounds, renovation details, and many of the unique features that make this estate truly special.

11485 Julien Rd, Gracey

$509,000

3 Beds ⋅ 3 Baths ⋅ 26005663 MLS

This home has been lovingly renovated to bring modern convenience to its next owner while preserving the charm of yester-year. It features 3 bedrooms, 2.5 baths, large kitchen and adjacent flex room with matching floor to ceiling cabinetry that could serve as a mud room, pantry, or drop zone. Additionally, the living room and dining room are open and airy with the refinished original hardwood floors. All new wiring, lighting, plumbing, HVAC, water heater, roof, gutters, insulated windows, tile floors in bathrooms and kitchen, new bathrooms, new kitchen and appliances, paint and more all ready to welcome you. Close to downtown, Jefferson Street corridor, NOLI, shopping, restaurants, arts, entertainment and more. A downtown gem waiting for you to see.

615 Bellaire Ave, Lexington

$140,000

3 Beds ⋅ 1 Baths ⋅ 26003029 MLS

Welcome to 519 Patton Street, a cozy home nestled in the heart of Paris, KY. This delightful property boasts 3 bedrooms and 1 bathroom, offering a perfect blend of comfort and charm.. The two bedrooms are more ideal for office space or nooks while the primary is more spacious, The living area features hardwood floors, while the eat in kitchen is equipped with a gas stove. The updated bathroom boasts contemporary design elements, including a walk-in shower, This home with some TLC can be a great first home or investment property. Don't miss the opportunity to make it yours.

519 Patton St, Paris

$119,900

3 Beds ⋅ 1 Baths ⋅ 26016391 MLS

Seller willing to consider reasonable offers. Move-in ready and full of charm! This 3 bedroom, 1 bath home features beautiful wood floors that add warmth and character throughout. Brand new heating and air and the roof is only 2 years old, offering energy efficiency and peace of mind for years to come. The functional layout provides a comfortable living area, spacious bedrooms, and great natural light. The kitchen comes complete with stove and refrigerator, making this home truly ready for its next owner. Whether you're a first-time buyer, downsizing, or looking for a strong investment opportunity, this property checks the boxes. Conveniently located in Paducah near shopping, dining, and everyday amenities. Affordable, well-maintained, and ready to go — schedule your showing today!

612 Elizabeth St, Paducah

$159,900

2 Beds ⋅ 1 Baths ⋅ 26013521 MLS

Nestled on 1.66 beautiful acres, this well-maintained property offers the perfect blend of charm, space, and future potential. The home features two spacious living areas, a well-equipped kitchen with abundant solid wood cabinetry, extensive countertop prep space, and a large dining area, along with 2 bedrooms and 1 full bath. In addition, the home offers two versatile flex rooms that could easily serve as additional bedrooms, a home office, hobby space, playroom, or whatever best suits your needs. Hardwood flooring and beautiful trim work add warmth and character throughout, while updated windows provide energy efficiency and an abundance of natural light. Outside, you'll find two barns and an additional storage shed, offering excellent space for storage, workshops, hobbies, or livestock. A separate entrance at the rear of the property, complete with an additional septic tank, presents exciting opportunities for future development, a second residence, RV hookup, or other investment ventures. Conveniently located just 11 minutes from downtown Barbourville and within a 5-minute walk of the local elementary school, this property combines peaceful country living with easy access to everyday amenities. Whether you're searching for a move-in-ready home, room to grow, or a property with endless possibilities, this one deserves a place on your must-see list!

276 Evergreen Rd, Flat Lick

$150,000

4 Beds ⋅ 2 Baths ⋅ 26007046 MLS

Opportunity, flexibility, and location come together at 603 Jamestown Street. This 4-bedroom, 2-bath property offers the kind of versatility today's buyers and investors are searching for with commercial and residential zoning in a highly convenient Columbia location. Positioned just minutes from Lindsey Wilson College, this property presents exciting potential for a variety of uses—whether you're looking for a primary residence, student housing opportunity, long-term rental, short-term income property, or even a live/work investment. With generous living space and a functional layout, the home offers room to create value while meeting a wide range of needs. Inside, you'll find a floorplan well-suited for both everyday living and income-producing potential, with 4 bedrooms and 2 full baths providing the space and flexibility that renters, homeowners, and business-minded buyers alike can appreciate. Its location near local dining, shopping, downtown Columbia, and campus access only adds to the appeal, making this a property with both lifestyle convenience and investment upside. Whether you're looking to live in it, lease it, or leverage its new commercial zoning for future opportunity, 603 Jamestown Street is a property full of potential in one of Columbia's most strategic locations.

603 Jamestown St, Columbia

$1,499,900

5 Beds ⋅ 5 Baths ⋅ 26001175 MLS

An extraordinary opportunity to own one of downtown Versailles' most iconic residences— a wonderful multi-generational home, designed for living together - without compromise. A stately front porch framed by impressive columns and a classic fan-lighted front door welcomes you into a grand entry hall with fireplace. Throughout the home, soaring ceilings, gleaming hardwood floors, and oversized windows create a light-filled and timeless atmosphere. The formal living and dining rooms flank the entry hall, each showcasing exquisite woodwork and inviting fireplaces. A graceful curved front staircase—adorned with carved spindles, a hand-crafted rail, and a striking leaded-glass window on the landing—anchors the home with architectural distinction. The second level offers four bedrooms, two full baths, and a half bath. A former bedroom adjacent to the primary suite has been thoughtfully converted into a generous walk-in closet and opens to a charming second-story balcony overlooking the front yard of the home. A permanent staircase leads to the third-floor attic, offering excellent potential for future finishing. A rear staircase returns to the kitchen and rear entry hall, while an inviting sunroom provides tranquil views of the backyard. A seamless first -level addition showcases an impressive great room, a spacious primary suite with a tiled bath featuring a zero-entry shower, a walk-in closet, a private office and a screened patio. The presence of the original primary suite on the second level makes this home an ideal option for multi-generational buyers. At the rear of the property, you'll find a three-car garage, workshop, laundry room, walk-in pantry, and a second home office. Above the garage, a private guest suite features a full kitchen, living area, bedroom, and full bath. Set on 1.41 acres with room for future pool, the estate also includes a historic icehouse, smokehouse, and a separate guest house (approximately 650 sq ft per level, 2nd level non-conforming) offering a living room, kitchen, bedroom, and full bath. A whole-house generator services both the main residence and guest house. The property is being sold as-is, presenting a rare opportunity to steward a truly remarkable historic estate in the heart of Versailles.

160 Elm St, Versailles

$135,000

2 Beds ⋅ 1 Baths ⋅ 26010030 MLS

CHARMING 2 BEDROOM/ONE BATH HOME! This charming 2 bedroom, 1 bath home offers a perfect blend of comfort and convenience, completely outside of the flood zone. Enjoy leisurely mornings on the large covered front porch or entertain guest on the back deck overlooking your private fully fenced in yard - perfect for pets or gardening. This move in ready property also features a detached 2 -car carport, providing ample shaded parking and storage. Don't miss this gem, conveniently located close to all the local amenities. Plus only a 10 minutes drive to LMU main campus.

2002 Winchester Ave, Middlesboro

$290,900

3 Beds ⋅ 1 Baths ⋅ 26016144 MLS

SOOOOO Many possibilities are just a home away with this Rosemont/Southland area charmer! The Living Room is large enough for a range of placements but cozy enough to be near the fireplace on a cold December night. The Dining Room is adjacent and the Kitchen beyond that. Two bedrooms and the full bath round out the back of the house. The upstairs is nicely finished as one large space that could be another bedroom, den, mancave, craft/sewing room or a number of possibilities. Heating and air conditioning are accomplished with a number of 'splits' giving you the option of using them only where you need them, saving resourses and your energy dollars! Outside awaits more enjoyment with a large screened porch, a flat front yard with mature and newer trees, shading the house in the hottest part of the day. The backyard features a large one car garage with plenty of side storage/workshop space and a carport to the left for andother vehicle, ATV, boat or camper. Plus a raised bed garden space with rich soil provides a great space for flowers or home grown tomatoes. Sooo many great choices and alternatives in this house at such great value; don't let this one slip away!

2100 Clays Mill Rd, Lexington

$590,000

2 Beds ⋅ 1 Baths ⋅ 26015758 MLS

Motivated Seller! This property has been in the same family since 1948. Beautiful setting in Franklin County near Versailles, Georgetown and Lexington. Enjoy the large country kitchen, the quiet and the spacious rooms. The house has stairs to a second-floor attic which could be converted into more than storage space. The basement could also be converted into living space. You will find new windows, new HVAC system, new hot water heater and new bathroom fixtures. On the property is a second building that was an apartment at one time and still has a septic tank connected and could have water connected. The home comes with a 1-year home warranty from America's Preferred Home Warranty, Inc which allows the new owner to pick their preferred repair companies. Selling the property AS IS. Inspections welcome.

1116 Duckers Rd, Midway

$369,000

3 Beds ⋅ 2 Baths ⋅ 26006034 MLS

Welcome to this private and spacious brick home nestled on 5 beautiful acres-perfect for relaxing, entertaining or country living. This property features a three-bedroom, two-bath brick home. The bonus room upstairs is currently being used as a bedroom. It also includes a two-car detached garage, large 16'x34' shed, offering plenty of storage, and a small pond. If you are looking for rural charm or mini-hobby farm, then call today for your private showing. Don't let this rare find get away!

7581 Mcwhorter Rd, London

$340,000

4 Beds ⋅ 2 Baths ⋅ 26008225 MLS

Full of history and charm, this 1905 home sits on one of Winchester's most beloved and cherished streets, a place where homes like this are held onto for generations. It offers a rare opportunity to own a piece of the past while creating something truly your own. The inviting, oversized front porch sets the tone, perfect for quiet mornings, evening conversations, and the simple moments that make a house a home. Out back, the large, lush yard provides a peaceful setting with plenty of space to gather, garden, or unwind. Inside, the main level offers generous and flexible living space, including a first-floor bedroom, formal living room, den, dining room, kitchen, full bath, and utility area. The standout sunroom is a bright and airy retreat, heated and cooled, with vaulted ceilings, skylights, and beautiful views of the backyard year-round. Upstairs features three bedrooms and a full bath, continuing the home's classic layout (note: no central heat and air on the second floor). An oversized one-car attached garage and ample driveway parking add everyday practicality, something not often found in homes of this era. Being offered as an estate sale, this home has been lovingly cared for over the years and reflects a lifetime of memories. It now awaits its next chapter, someone who will appreciate its history, honor its character, and bring new vision to what it can become.

443 S Maple St, Winchester

$155,900

1 Beds ⋅ 2 Baths ⋅ 26007407 MLS

Step back in time and discover the possibilities in this classic 1930-built home full of character and opportunity! With solid bones and vintage details, this property is the perfect canvas for investors, renovators, or anyone dreaming of restoring a piece of history. Featuring spacious rooms, original architectrual touches, and a layout just waiting to be reimagined. This home offers incredible potential to create something truly special. While its in good condition it is ready for some TLC, the price reflects the opportunity to build equity and customize to your taste. Whether you're looking to flip, rent, or make this your forever home, this property is packed with promise. Bring your vision and make it shine again! Opportunities like this don't come around often, so schedule your showing today!!!

101 Alabama St, Winchester

$210,000

3 Beds ⋅ 1 Baths ⋅ 26015266 MLS

Location, character, and convenience come together in this charming 3-bedroom, 1-bath home in the heart of highly sought-after Germantown! Offering approximately 1,400 square feet of comfortable living space, this home blends classic appeal with important modern updates, making it the perfect place to call home. Inside, you'll find spacious living areas filled with natural light, a generously sized primary bedroom featuring two closets, and a functional layout designed for everyday living. Peace of mind comes with newer windows and updated mechanical systems, allowing you to move in with confidence. Outside, you'll appreciate the rare combination of a detached garage, attached carport, and convenient rear alley access with additional off-street parking—a valuable feature in this vibrant neighborhood. Enjoy one of Louisville's most walkable locations, just minutes from the Highlands, Butchertown, and NuLu, where you'll find some of the city's best local restaurants, breweries, coffee shops, boutiques, and entertainment. Whether you're spending the evening at a neighborhood favorite or exploring nearby parks and festivals, you'll love the lifestyle this location offers. Don't miss your opportunity to own a well-maintained home in one of Louisville's most desirable neighborhoods. Schedule your private showing today!

1138 Reutlinger Ave, Louisville

$115,000

3 Beds ⋅ 2 Baths ⋅ 25502431 MLS

Two story home in Stearns Ky. Colonial style home with upper level that has kitchenette area, two bedrooms and bathroom and separate entrance. Perfect for rental income. Main level has living room, dining room, kitchen, bedroom, bathroom and laundry room. Unfinished basement. Detached two bay garage with basement area under garage and attic storage. Spacious yard with approx 1 acre.

138 Tim Stephens Rd, Stearns

$1,050,000

3 Beds ⋅ 4 Baths ⋅ 25009221 MLS

Original farm house to the prestigious Chandamere Subdivision. A beautiful country setting for an amazing home with updates and character throughout. Don't miss this opportunity to purchase this wonderful property.

50 Chandamere Way, Nicholasville

$144,900

3 Beds ⋅ 1 Baths ⋅ 26016410 MLS

Charming 3-bedroom, 1-bath home situated on a spacious quarter-acre lot in Gilbertsville. This property offers a practical layout with comfortable living space, making it a solid option for a primary residence, rental investment, or downsizing opportunity. The fenced yard provides privacy and room for outdoor activities. Conveniently located with easy access to local amenities, Kentucky Lake, and surrounding areas. A straightforward, affordable property with potential to personalize and add value. Schedule your showing today!

278 Lone Valley Rd, Gilbertsville

$800,000

3 Beds ⋅ 5 Baths ⋅ 26013475 MLS

Rare opportunity to own a piece of downtown Lexington history at 579 W Short Street. Ideally located in the heart of the city, this unique property places you within walking distance of Lexington's finest restaurants, shopping, entertainment, parks, and local attractions, offering the true downtown living experience. This three-story historic home is ready for its next chapter. The property has been extensively prepared for renovation, with much of the heavy lifting already completed, including updated electrical and plumbing systems, as well as excavation of the basement to create taller ceilings and expanded usable space. With the home gutted and ready for finishing, buyers have the unique opportunity to design and customize the interior to their own vision while preserving the character and charm of a historic downtown residence. Adding to the property's appeal is a detached two-car garage with a one-bedroom apartment above, offering excellent potential for rental income, guest quarters, a home office, or mother-in-law suite. With valuable yard space, off-street parking, income-producing possibilities, and an unbeatable downtown location, this is a rare chance to create a one-of-a-kind residence or investment property in one of Lexington's most sought-after areas. Bring your vision and transform this historic gem into something truly extraordinary.

579 W Short St, Lexington

$69,999

2 Beds ⋅ 1 Baths ⋅ 26009843 MLS

Nestled in the hills of Arjay, Kentucky, this one-of-a-kind property offers the chance to own a true piece of Appalachian history. Originally built as a coal camp house, the home still holds its original structure at the core, with additions added over the years to create additional living space while maintaining its historic character. Homes like this carry a story you simply can't recreate, making it a unique opportunity for the right buyer. Surrounded by beautiful mountain views, the property offers a peaceful setting in a small, established neighborhood. Whether you're enjoying the scenery or looking for a quiet place to call home, this location provides that tucked-away Eastern Kentucky feel. This home is a fixer-upper and will need some TLC, but it is currently livable making it a great option for someone looking to renovate over time, invest, or restore a piece of local history. With a little vision and effort, this property has the potential to truly shine. Buyer to verify all aspects of the property.

204 Greencamp Rd, Arjay

$96,700

3 Beds ⋅ 1 Baths ⋅ 25005839 MLS

This beautiful home has hardwood floors, plenty of windows to let in the natural light, a large kitchen and great yard with lots of storage buildings! All that and being within walking distance to shopping and restaurants in the city of Evarts is a great find! Will you be the next to call it home? Schedule a showing and find out!

101 Dizney, Evarts

$54,999

3 Beds ⋅ 1 Baths ⋅ 25505897 MLS

This 4.75+/- acre property offers plenty of potential. The land provides a mix of open and wooded areas with room for a large garden, small farm, or your dream home site. A house currently sits on the property but is considered to have little to no value. With some clearing and vision, this could be the perfect spot for your next project or peaceful country retreat.

821 Runnells Branch Rd, Hindman

$14,500

3 Beds ⋅ 1 Baths ⋅ 25505009 MLS

0.15 +/- acre lot available in Floyd County.

920 Ky-306, Bevinsville

$297,500

4 Beds ⋅ 2 Baths ⋅ 26013682 MLS

Radiantly beautiful on the outside, and warm and soulful on the inside -- this early 1900s-era craftsman located in the heart of Parksville, KY is the total package. A tremendous, breezy wrap-around porch, (with 2 built-in porch swings), makes for the kind of genial grand entrance that farmhouse-lovers dream about. Nestled on just under 1 acre with a spacious 3-car detached garage, this is a picturesque homestead setting, with room out back for a garden, play area and/or workshop. Inside, the beautiful formal entryway features exquisite crown-moulding, original hardwood floors and custom millwork characteristic of past decades when homes were built to last. All rooms are large and spacious, with the option for a first-floor Primary Bedroom. Six ornate tiled fireplaces adorn the home and add to its breathtaking character. A 1950s-retro kitchen is the heart of the floor plan, featuring metal cabinets popularized in post-war America due to their sleek, modern, hygienic and low-maintenance design. The back den offers lots of natural light and casual, comfortable living. Believed to be a "Sears Catalog" build, this property was lovingly cared for by its owner. This is the first time it's been on the market since the 1940s. A home inspection has been conducted by the seller and is available upon request. Call today to set up your showing!

6590 Alum Springs Rd, Danville

$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

$163,900

3 Beds ⋅ 1 Baths ⋅ 26016182 MLS

Offering nearly 1,500 square feet of living space, this home features spacious rooms throughout, including a first-floor primary bedroom for added convenience. The main level also includes a laundry area, eat-in kitchen, and separate dining room. Upstairs, you'll find two additional bedrooms, providing plenty of space for family, guests, or a home office. Enjoy outdoor living on the large deck overlooking the extra lot with mature trees, offering added privacy and room to relax. Situated on a quiet dead-end street, this property provides a peaceful setting while remaining just minutes from town. A wonderful opportunity to enjoy comfortable living with extra outdoor space in a convenient location. Save time and money as a completed home inspection with necessary repairs has been completed making it ready for any government backed home loan.

518 Graham Ave, Harrodsburg

$239,900

3 Beds ⋅ 2 Baths ⋅ 26013350 MLS

"Motivated sellers—bring your offers!" Step into this charming 3-bedroom, 2-bath home that's full of character and timeless appeal. From the beautiful hardwood floors to the inviting living spaces, this older home offers warmth and personality you simply don't find in newer construction. The spacious living room provides plenty of room to relax or entertain, while the separate dining room is perfect for family meals and special gatherings. The large kitchen offers abundant space for cooking, storage, and everyday living. Outside, you'll enjoy a fully fenced backyard that's ideal for children, pets, gardening, or outdoor entertaining. Sip your morning coffee on the welcoming covered front porch or unwind on the back deck overlooking the private yard. This home offers the perfect combination of classic charm, generous living space, and inviting outdoor areas. All this in a great location, just minutes from Lexington, the horse capital of the world, with beautiful Kentucky horse farms! And just 45 minutes from the famous Red River Gorge! This home is right in the center of it all, city life and the beautiful outdoors! Don't miss this wonderful opportunity to make this charming home your own!

377 Crescent Ave, Winchester

$280,000

3 Beds ⋅ 3 Baths ⋅ 26011097 MLS

Space, updates, and charm all come together in this spacious 2,260 square foot 1.5-story home located in the heart of Winchester! Recently updated and full of character, this property offers a flexible layout with room for everyone. The main level offers a welcoming living room, large family room, dining area, kitchen, laundry room, full guest bath, and a spacious primary suite complete with a private bath. Upstairs you'll find two additional generously sized bedrooms along with a convenient half bath. Enjoy relaxing mornings on the covered front porch made for rocking chairs or unwind on the covered rear porch overlooking the backyard. Additional features include two carports, storage building, rear drive access, fresh paint, some new flooring, central heat and air, and much more! Don't miss your opportunity to own this move-in ready home with space, updates, and charm throughout. Schedule your showing today! This is a Fannie Mae HomePath property.

209 Boone Ave, Winchester

$519,900

4 Beds ⋅ 5 Baths ⋅ 26013378 MLS

Step into the timeless elegance of this stunning Southern antebellum-style home, where classic charm meets modern luxury. Boasting four spacious bedrooms and five beautifully appointed bathrooms, this grand residence offers an unparalleled level of sophistication and comfort. A breathtaking foyer and entryway welcome you with a sweeping staircase, and exquisite architectural details, setting the tone for the elegance that flows throughout the home. The formal living room exudes Southern charm, featuring intricate moldings, and large windows that bathe the space in natural light. The formal dining room is perfect for hosting memorable gatherings, with ample space for entertaining in style. Designed for both beauty and function, this home seamlessly blends historic inspiration with modern amenities, creating a warm and inviting atmosphere. Whether you're enjoying a quiet evening on the spacious screened in porch or hosting lavish celebrations, this extraordinary estate is a true embodiment of Southern grace and hospitality. Owner/Agent

600 Boone Ave, Winchester

$1,250,000

4 Beds ⋅ 5 Baths ⋅ 26010321 MLS

A rare and storied offering, this extraordinary estate—originally constructed in 1858 by the prominent Caldwell family—stands as one of Kentucky's most remarkable historic residences. Set gracefully on 5.12 picturesque acres, this nearly 8,000 SF masterpiece seamlessly blends pre-Civil War history with timeless luxury and architectural grandeur. Known as the "Logan Caldwell House" on the National Register of Historic Places, the home is rich in heritage -- having served as a hospital during the Civil War -- and has been beautifully preserved through the generations. From its commanding proportions to its irreplaceable craftsmanship, every inch of the property reflects an era of elegance rarely seen today. A symmetrical circular drive makes for a dramatic entrance, while classic, stately blackboard fencing outlines the property with timeless Kentucky charm. A stunning drive-through portico and breezeway connect the main residence to the attached 2+-car garage. Above the garage, unfinished living quarters with roughed-in plumbing offer incredible potential for a private guest suite, caretaker's quarters, farmhand residence, studio, or additional flex space. Beyond the residence itself, the grounds unfold into a breathtaking private retreat complete with a romantic peony garden, a stone well house, a barn (horse stables), an additional 2-car garage/workshop, a potential accessory dwelling, and sweeping green space framed by mature trees and pastoral scenery. Surrounded by hundreds of acres of privately-owned farmland, the property enjoys an unmatched sense of privacy, tranquility, and iconic Kentucky countryside views in every direction. The stunning rear wraparound porch captures picturesque panoramic vistas, offering the perfect setting for quiet mornings, elegant garden parties, and unforgettable sunsets. An outdoor entertaining area complete with a built-in grill and outdoor kitchen station further elevates the estate's exceptional lifestyle appeal, creating the perfect backdrop for al fresco dining. Inside, soaring ceilings, original hardwood floors, intricate millwork, grand staircases, and historic fireplaces create an atmosphere of sophistication and authenticity. Expansive formal and informal living spaces are filled with natural light and rich character. The beautifully remodeled kitchen serves as the heart of the home — thoughtfully designed with timeless finishes that honor the estate's historic character while offering elevated modern functionality. Custom cabinetry designed by renowned Barber Cabinetry Company is paired with granite countertops, a dedicated vegetable prep sink, and a stunning hand-carved wood range hood that anchors the space with warmth and craftsmanship. A cozy gas fireplace creates an inviting atmosphere, while dramatic walls of windows surround the kitchen and dining area, framing breathtaking views of the backyard landscape and filling the space with natural light throughout the day. Adding to the estate's extraordinary character is a rare stacked-stone basement that naturally maintains an approximately 62-degree temperature year-round — an ideal environment for a luxury wine cellar, bourbon collection, tasting room, or additional preservation space befitting a property of this caliber. Despite its peaceful estate setting, the property is conveniently located just 15 minutes from Downtown Danville — home to the prestigious Centre College and Ephraim McDowell Regional Medical Center — providing easy access to dining, shopping, healthcare, and one of Kentucky's most charming and culturally rich communities. Properties of this magnitude and historical significance seldom become available. More than a home, this is a legacy estate—a once-in-a-lifetime opportunity to own a beautifully preserved piece of Kentucky history where timeless grandeur, luxury, and heritage converge.

430 Irvin Rd, Danville

$235,000

3 Beds ⋅ 2 Baths ⋅ 26014761 MLS

3 bedroom, 2 bathroom home with plenty of space and character! This inviting property features an updated kitchen, a cozy fireplace, beautiful built-ins, and a spacious sitting area just off the living room—perfect for relaxing or entertaining. Upstairs, you'll find a bonus room that offers flexibility for a home office, playroom, or guest space. Additional highlights include a basement for extra storage, a 1-car detached garage, a covered front porch, and a new roof for added peace of mind. Step outside to your own backyard retreat featuring an inground saltwater pool with a new pool liner, making this home ideal for both everyday enjoyment and entertaining family and friends!

116 Mooreland Dr, Hopkinsville

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