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115 S Main St, Lawrenceburg
$899,900
26020101 MLS
Prime Mixed-Use Investment Opportunity on Kentucky's Bourbon Trail. 113, 115 & 117 South Main Street, Lawrenceburg, Kentucky. Don't miss this exceptional downtown investment opportunity in the heart of historic Lawrenceburg, Kentucky. This fully renovated mixed-use property is ideally located on the world-famous Kentucky Bourbon Trail, attracting visitors year-round. The property features three beautifully renovated and professionally decorated studio short-term rental units occupying the entire second floor of 117 South Main Street. At 115 South Main Street is The Lineage Kitchen & Bar, a newly renovated restaurant known for its exceptional food, craft cocktails, and vibrant dining experience. At 113 South Main Street is the Lawrenceburg Tourism Office, providing a stable commercial presence in a highly visible downtown location. Situated in the center of downtown Lawrenceburg, this property is just minutes from several renowned bourbon distilleries, including Wild Turkey Distillery, Four Roses Distillery, Whiskey Thief Distilling Co., and Larrikin Bourbon Company. Its prime location on the Bourbon Trail creates strong demand for short-term lodging while benefiting from consistent pedestrian traffic and year-round tourism. This rare opportunity offers a fully renovated, income-producing mixed-use property with multiple revenue streams generated by three turnkey short-term rental units, an established restaurant space, and a commercial office tenancy. Whether you're looking to expand your investment portfolio or acquire a premier downtown asset in one of Kentucky's fastest-growing tourism markets, this property offers exceptional income potential and long-term appreciation. A true turnkey investment in the heart of Bourbon Country. Owner is a licensed real estate agent in the state of KY.

115 S Main St, Lawrenceburg

331 S Mill St, Lexington
$899,000
5 Beds ⋅ 4 Baths ⋅ 26023535 MLS
Step into a remarkable piece of Lexington's history with this exquisitely restored Federalist-style residence located in the Historic South Hill Neighborhood, part of the James Lemon Rowhouses, built in 1812 and proudly listed on the National Register of Historic Places. This home was originally owned by James Lemon, a native of Ireland, Revolutionary War veteran who was very entrepreneurial, he was a tailor, brick yard owner, and farmer who settled in Fayette County in the early 1800s. In 1825, Lemon hosted the famed Marquis de Lafayette in this very home during his celebrated visit to Lexington--forever tying this residence to the city's historic fabric. While deeply rooted in heritage, the home's recent transformation by Greystone Construction brings it gracefully into the modern era. The chef's kitchen features custom cabinetry, quartz countertops, top-of-the-line appliances, and premium finishes, blending the warmth of history with contemporary sophistication. Both bathrooms have been completely redesigned--the primary suite now includes a custom walk-in tile shower, luxurious soaking tub, designer vanities, and a private laundry room conveniently attached. The guest bath offers its own custom walk-in shower, high-end fixtures, and elegant detailing that echo the home's refined aesthetic. The primary ensuite serves as a luxurious retreat with a coffee and champagne bar, comfortable sitting area, and thoughtful modern touches, including an automated recessed television and motorized window shades--a seamless blend of indulgence and innovation. With two laundry areas and a well-designed layout, the home effortlessly balances historic charm with modern functionality. Enjoy Lexington's beautiful seasons from the covered porches on both the first and second levels, perfect for relaxing mornings or entertaining evenings. Located just steps from downtown's premier restaurants, shops, and cultural destinations, this extraordinary property represents the best of both worlds--a rare fusion of historical prestige and modern luxury in one of Lexington's most storied neighborhoods.

331 S Mill St, Lexington

709 Kentucky Ave, Paducah
$899,000
26016684 MLS
Stylish converted downtown commercial space with indoor parking and walking from downtown for you customers. Dramatic, wide entry that flows into a magazine-worthy kitchen and an entertainer's den. 16 foot ceilings throughout. Thoughtfully separated primary suite offers privacy while two additional large bedrooms and 2.5 new baths providecomfort for family or guests. A flexible lounge (currently a bourbon room) can serve as a media room, playroom, client-facing office, or whatever fits your needs. Amazingly designed sunroom has an 18 foot glass retractable door & was built over a former truckwell. Large 3 car garage has alley access and ample unfinished storage above — all with convenient proximity to downtown amenities. Room for indoor basketball, your animals or other needs in central room. Brand new plumbing, electrical, & HVAC's. Roof over living area is also new. Also available for lease at $3500 for per month plus utilities.

709 Kentucky Ave, Paducah

150 Pine Hill Dr, Morehead
$895,000
3 Beds ⋅ 3 Baths ⋅ 26009551 MLS
Exquisite and truly one-of-a-kind Mid-Century Modern home designed by renowned architect Charles P. Graves in the 1950s. Known as "The Glass House," this striking custom residence is primarily constructed of redwood, glass, and terrazzo, featuring expansive windows and sliding doors with glass transoms that fill the home with natural light. Thoughtfully renovated and improved, the home offers 3 bedrooms (with potential for a 4th) on a beautifully landscaped 4-acre lot with sweeping flower beds, rock retaining walls, and scenic views of trees, mountains, the hospital, and downtown Morehead. Private and serene, yet conveniently located near the hospital, shopping, dining, and I-64, this property provides the perfect balance of seclusion and accessibility. Inside, exceptional craftsmanship and custom finishes are evident throughout. The home features a renovated primary suite with an updated bath, three additional bedrooms, and 1.5 additional baths. The spacious living room with fireplace, formal dining room, and gourmet chef's kitchen—complete with custom cabinetry, granite and quartz countertops, island, and state-of-the-art appliances—offer an ideal setting for everyday living and entertaining. Additional spaces include a home office or recreation/workout room, along with abundant storage throughout. Outdoor living is enhanced by expansive decks, a screened-in deck, and large patios—perfect for enjoying the peaceful surroundings. The property also includes a 2-car attached carport, 1-car detached garage, and storage shed. Numerous updates have been completed, including HVAC, roof, kitchen, bathrooms, and more. This is a rare opportunity you don't want to miss.

150 Pine Hill Dr, Morehead

608-612 Broadway St, Paducah
$800,000
26019266 MLS
Introducing The Shamrock: an investment opportunity combining historic elements, modern updates, and limitless potential on the expanding600 block of Broadway. This rare investor package includes two fully renovated condos, plus two framed, unfinished units ready for your custom vision (with plumbing and electric already at the boundary for easy completion). Nearly 6,000 sq ft of commercial space offering endless possibilities: a pub, event venue, creative offices, or multiple businesses. With multiple entrances, dedicated off-street parking, and a prime location just blocks from Paducah's riverfront, dining, galleries, and boutiques—the Shamrock isn't just a building; it's an invitation to help shape what's next for downtown Paducah.

608-612 Broadway St, Paducah

579 W Short St, Lexington
$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

102 E Lexington Ave, Danville
$799,000
5 Beds ⋅ 6 Baths ⋅ 25003424 MLS
A Historic Masterpiece of Unparalleled Value. Step into a world of timeless elegance at 102 East Lexington Ave, the most unique and artistically inspired Colonial estate in downtown Danville. Now newly priced to present an extraordinary opportunity, this 1915 architectural gem seamlessly blends historic grandeur with turnkey modern luxury. Spanning 6,191 square feet across four finished levels, the residence features custom ceiling and wall artistry, 5 bedrooms, and 6 baths. Every corner showcases meticulous preservation alongside structural updates including a newer roof, HVAC, and exterior weatherproofing. Complemented by serene custom gardens and a detached 3-car garage, this iconic cornerstone home is now accessible at an unmatched market value. Experience Danville's finest historic living today.

102 E Lexington Ave, Danville

344 Madison Pl, Lexington
$799,000
5 Beds ⋅ 3 Baths ⋅ 26008570 MLS
Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley House—a rare opportunity to own a piece of Lexington history in one of the city's most sought-after locations. Situated directly across from the iconic Botherum property, this beautifully maintained home blends rich character with thoughtful updates throughout. From the intricate millwork in the formal dining room to the private wraparound porch and spacious deck, every detail invites relaxation and entertaining. The lush backyard offers a serene escape and hot tub, while inside, you'll find a chef-friendly kitchen with gas range and breakfast bar, two soaking tubs, two walk-in showers, and multiple fireplaces adding warmth and elegance to the living spaces. Enjoy city views and starry nights from the third-floor retreat, complete with skylights and a walk-in closet that also makes a great fifth bedroom. An unbeatable location within walking distance to the Central Bank Arena, local dining, and entertainment this home is truly a downtown gem. Charge your vehicle with the electric charger. Currently used as an airbnb!

344 Madison Pl, Lexington

514 W Short St Unit 101, Lexington
$795,000
2 Beds ⋅ 3 Baths ⋅ 26003648 MLS
One of the finest Condo's in the heart of downtown is capturing the eclectic vibe of the urban area with abundance of living & entertaining spaces just steps from Rupp Arena, the new Gatton Park, Fine Dining and much more! This beautifully updated residence offers inviting covered front entry with remote phantom screen, fabulous custom Chef's Kitchen, living room with soaring ceiling, built-ins w/ fireplace, 1st level Primary suite with laundry, walk in closet and luxury bathroom, half bath and large pantry, the second level offers home office, full custom bath, bedroom w/ loft and storage space, the lower level offers a paneled den with exceptional wine cellar and versatile spaces for storage, craft room & utility area. The large shared rear deck offers optimum space for morning coffee, evening cocktails & grilling. Adjacent climate-controlled garage with reserved space and additional guest parking makes this a desirable location. Don't miss this special opportunity.

514 W Short St Unit 101, Lexington

654 Furnace Rd, Stanton
$749,000
26009460 MLS
This is your opportunity to own an Established Gymnastics Gym that also offers parties with bounce equipment!! Business name can be used with new owner. You will be set up and ready to go on day one with equipment and clients. Equipment includes, 42' x 54' Baltic Birch Spring Floor, (9) 42' x 6' 2" Carpet Bonded Foam Mats, (6) 42' x 6' - 1 3/8" Carpet Bonded Foam Mats, 30' Tumble Trak, 7' x 14' Tumble Trak Dismount Mat, 4'x 8' Tumble Trak Soft Mat, 3' x 6' Tumble Trak JR Practice Mat, 10' x 38' x12' Twin Peak Slide Obstacle Course Combo, Cloud 9 Bouncers Castle Slide Combo (18' x 17' x 16'), Avai Landing Mat. Security System with cameras already installed. Built on 8" industrial concrete floor. There is a Men's and Women's restroom located inside at the front of the facility. Back of property offers an additional 60 Amp Electric Service, City Water and City Sewer is available there as well. Perfect spot to add food truck, slushie business or ice cream shop. Don't pass up your opportunity to step in and obtain a well established business that has plenty of room and ways to grow and expand. Schedule your viewing today.

654 Furnace Rd, Stanton

322 W 3rd St, Lexington
$725,000
3 Beds ⋅ 2 Baths ⋅ 26011135 MLS
Historic Thomas January office renovated and rebuilt from foundation up offers modern amenities including tankless water heater, marble kitchen and bathrooms, new heat and air, plumbing, electrical, appliances and salvaged hardwood floors. Property is income producing as Airbnb and VRBO but could be used as single family dwelling. House includes a charming and private courtyard with neighboring Gratz Park and Transylvania University close by. Walking distance to restaurants, Opera House, Rupp Arena, and all downtown has to offer. Three designated parking spaces behind the house and on street parking in front of the house. Opportunity to own one of Lexinton's most unique properties. House being sold AS IS. Inspections welcome.

322 W 3rd St, Lexington

124 Old Lafayette Ave, Lexington
$715,000
4 Beds ⋅ 3 Baths ⋅ 26019338 MLS
Discover the perfect blend of historic charm, modern updates, and investment potential at 124 Old Lafayette Avenue. Located in Lexington's highly desirable 40502 area, this beautifully maintained home offers 2,134 square feet of inviting living space with 4 bedrooms and 3 full bathrooms. Inside, you'll find beautiful hardwood floors, abundant natural light, and timeless architectural character throughout. The updated kitchen and renovated bathrooms provide modern style and convenience while preserving the home's classic appeal. The spacious floor plan offers comfortable living with plenty of room to relax or entertain. Step outside to enjoy the large back patio, perfect for outdoor gatherings or quiet evenings, while the detached garage adds valuable storage and functionality. This property is also an exceptional turnkey investment opportunity, with tenants already in place through July 2027, providing immediate rental income from day one. Whether you're looking to expand your investment portfolio or secure a future personal residence while generating income in the meantime, this home offers incredible flexibility. Conveniently located just minutes from the University of Kentucky, downtown Lexington, parks, shopping, dining, and entertainment, this property combines location, character, and long-term value.

124 Old Lafayette Ave, Lexington

429 Maple Ave, Danville
$705,000
5 Beds ⋅ 4 Baths ⋅ 26009210 MLS
Situated on prestigious Maple Avenue in Danville, this beautifully restored 1881 Craftsman sits on a rare one-acre lot, seamlessly blending historic charm with modern luxury. Offering 5 bedrooms and 3.5 baths, the home features three finished levels—each with its own dedicated new HVAC system. The light-filled gourmet kitchen showcases bright white finishes, stainless steel appliances, and a gas range, delivering magazine-worthy appeal. Open living and dining spaces highlight stunning stone and glass fireplaces, while a private office with its own fireplace provides an inspiring workspace. A standout feature is the detached 30x50 garage, complete with a fresh epoxy-coated floor, full heating and cooling, oversized doors, and a 15x30 half-story storage area—ideal for hobbies, storage, or a workshop. This home offers a truly exceptional combination of character, design, and modern convenience in one of Danville's most sought-after locations.

429 Maple Ave, Danville

229 W Lexington Ave, Danville
$688,000
4 Beds ⋅ 3 Baths ⋅ 26012408 MLS
A Grand 4-Bedroom, 2.5-Bath Colonial Revival built in 1898 and Beautifully Blending Historic Charm with Modern Convenience. A Welcoming Circular Front Porch sets the tone for what awaits inside--where Craftsmanship and Character shine in every detail. The Grand Foyer features a Stunning Lead Glass Front Door and a Breathtaking Freestanding Circular Oak Staircase and Dramatic Two-Story Leaded Glass Windows, creating an Unforgettable First Impression. Throughout the home, you'll find Original Hardwood Floors, Detailed Trim, Baseboards, and Four Sets of 8-foot Pocket Doors with Exquisite Hardware, preserving the home's rich architectural heritage. Expansive Rooms with 12' Ceilings--with 8 Fireplaces (including 2 w/Gas Logs), every room offers warmth and ambiance. Designed for both everyday living and entertaining, the home includes an Ideal Butler's Pantry and an updated Kitchen featuring Quartz Countertops, Convection/Air-Fryer/Self-Cleaning Gas Range, Dishwasher, Microwave and a Smart Refrigerator. A convenient Main-Level Laundry Room with combination Washer/Dryer adds modern ease. New Detached 2.5 Car Garage with Ample Parking and a New Retaining Wall with Steps leading to the Home. Screened-In Back Porch, Deck with Stairs, and a Large Fenced-In Back Yard. This Move-In Ready Historic Gem offers the best of both worlds--Classic Beauty and today's amenities--all within walking distance to Downtown Danville, known as the "City of Firsts". Enjoy proximity to Centre College, Norton Center for the Arts, The Art Center of the Bluegrass, Ephraim McDowell Regional Medical Center, and quaint shopping and dining. Don't miss this opportunity to own a truly remarkable piece of Kentucky History!

229 W Lexington Ave, Danville

428 W Main St, Georgetown
$675,000
4 Beds ⋅ 3 Baths ⋅ 26028011 MLS
A Legacy of Elegance. A Celebration of Craftsmanship. An Extraordinary Way of Life. Some homes are built to impress. Others are built to endure. Dating to circa 1895, this extraordinary all-brick residence along Georgetown's historic West Main Street offers something increasingly rare: the architectural soul of a bygone era, beautifully preserved and thoughtfully reimagined for modern luxury living. Gracefully situated on a prominent corner lot, this distinguished home reveals a remarkable appreciation for craftsmanship at every turn. Original quarter-sawn oak hardwood floors, elegant architectural millwork, and beautifully detailed transoms connecting the formal living and dining rooms celebrate an era when artistry was integral to architecture. Even the European-inspired crown chimney caps evoke centuries-old design traditions. At the heart of the residence awaits a kitchen that transcends the ordinary. Custom cherry cabinetry, handcrafted by an artisan from historic Shaker Village and preserved in its natural, unstained beauty, is complemented by exquisite marble countertops, a farmhouse sink, and a striking decorative tin ceiling produced by the same company responsible for the celebrated tin ceilings at Churchill Downs. A stunning marble tile inlay accents the original hardwood flooring, while an exceptional culinary suite featuring eight gas burners, two gas ovens, and a separate electric wall oven provides professional-caliber versatility for the passionate home chef and entertainer. The home's thoughtfully designed main level blends formal elegance with everyday comfort. Gracious living and dining rooms provide beautiful settings for entertaining, while a spacious, climate-controlled sunroom invites year-round enjoyment. A private main-level suite offers wonderful flexibility for guests or multigenerational living, complemented by beautifully appointed bathrooms, including a preserved cast-iron clawfoot soaking tub and a custom tiled shower. A thoughtfully designed drop zone provides a convenient transition from the outdoor living spaces. Upstairs, three spacious bedrooms offer peaceful retreats, including one transformed into an extraordinary boutique-inspired dressing room. A beautifully finished bathroom with travertine tile and a walk-in shower, along with conveniently located second-floor laundry, brings modern practicality to this historic residence. The finished third floor introduces additional versatility, with dedicated spaces currently enjoyed as a private fitness studio and home office. For the collector and connoisseur, the lower level holds another exceptional surprise: a custom wine cellar accommodating approximately 1,000 bottles, creating an intimate destination for a treasured collection. Beyond the home's elegant interiors lies a private outdoor sanctuary designed to rival a boutique resort. A stunning fiberglass saltwater pool, complete with tanning ledge and surrounded by beautiful travertine pavers, anchors an extraordinary setting for relaxation and entertaining. An outdoor kitchen, tranquil koi pond, heated greenhouse, flourishing chef's garden, and inviting gathering area with a gas fireplace create an enchanting environment where afternoons effortlessly become memorable evenings. Thoughtful infrastructure improvements, including replacement of the original clay sewer lines, further reflect the care invested in preserving and enhancing this remarkable property. And just beyond your doorstep, historic downtown Georgetown beckons with charming restaurants, local boutiques, inviting cafés, and neighborhood favorites, all contributing to an exceptional walkable lifestyle. This is not simply a beautifully restored historic home. It is a residence of character, provenance, and uncommon distinction where nearly 130 years of history meet the art of living exceptionally well. An extraordinary opportunity to become the next steward of one of Georgetown's truly special homes.

428 W Main St, Georgetown

217 S Main St, Nicholasville
$630,000
5 Beds ⋅ 5 Baths ⋅ 26026997 MLS
Completely Renovated 5BR/5BA Luxury Home — 4,600+ Sq Ft in the Heart of Nicholasville Professional pictures coming soon! Welcome to 217 South Main Street — a stunning luxury home offering over 4,600 square feet of beautifully renovated living space, right in the heart of Nicholasville, Kentucky. This 5-bedroom, 5-bathroom home has been completely transformed from top to bottom, delivering a true turnkey experience with high-end finishes throughout, including a convenient first floor primary bedroom. The kitchen shines with gorgeous quartz countertops and a stylish tile backsplash, while the bathrooms feature luxury tile finishes that elevate every detail. Refinished flooring flows throughout the home, bringing a fresh, polished feel to every room. Outside, you'll love the massive back deck — perfect for entertaining or simply relaxing — along with a newly fenced-in backyard offering privacy and space to enjoy the outdoors. With this much space, style, and quality craftsmanship, this home truly has it all. Don't miss your chance to own this one-of-a-kind luxury home in the heart of Nicholasville — schedule your showing today!

217 S Main St, Nicholasville

202 E Pike St, Cynthiana
$599,900
25507877 MLS
Discover a rare investment opportunity in the heart of historic downtown Cynthiana with 202 E Pike Street, a 16,524 sq ft, three-story commercial building offering unmatched versatility and nearly half a million dollars in improvements already completed. Fully restored where it counts and primed for redevelopment, this landmark property blends historic character with modern upgrades. Originally built in 1914, the building has hosted some of Cynthiana's most iconic businesses over the past century. Today, it features a turnkey business with new bathrooms, cabinetry, a bare commercial kitchen space, upgraded electrical, a 3-ton commercial HVAC unit, new water heater, and newly installed storefront windows on both Pike and Walnut Street. Major capital improvements from 2020-2025 include a new roof, extensive masonry work, full window replacements, leak remediation, structural repairs, and professional cleaning of the upper floors. Buyers will also receive blueprints, proof of all contracted work, vendor lists, and a washer/dryer in the basement. The top two floors offer extraordinary redevelopment potential. Whether envisioned as boutique hotel units, Airbnb suites, long-term apartments, or additional commercial spaces, the income possibilities are significant. With high demand for downtown lodging, excellent visibility, corner frontage (2 legal addresses with separate entrances), and extremely low inventory for comparable assets in Harrison County, 202 E Pike Street stands as a premier opportunity for investors, developers, or business owners seeking a transformative, income-producing property in a thriving Kentucky community. Selling the building only, not the business or any items owned or related to the business. Kitchen Equipment including the 3 compartment sink, commercial hood, commercial refrigerators & freezers including the walk in freezer does not convey with the property.

202 E Pike St, Cynthiana

380 Amsden Ave, Versailles
$590,000
26007550 MLS
**Exceptional commercial investment opportunity in the heart of downtown Versailles!** Located at **380 Amsden Avenue**, this versatile property offers over **7,500 sq. ft. of space on approximately 1.15 acres**, providing an outstanding opportunity for an investor, owner-user, or business looking for a substantial footprint in a convenient location. The main level offers expansive commercial space with a flexible layout that could accommodate a variety of potential uses. Above the commercial space are **three currently occupied apartments and one on the main level**, including **two 2-bedroom units and two 1-bedroom units**, providing an established source of rental income while offering additional investment potential. Conveniently located near the hospital, downtown Versailles, shopping, dining, and other area amenities, the property combines commercial possibilities with income-producing residential units in one unique offering. Whether you're looking for space for your own business, an investment property with multiple income streams, or a property with future redevelopment potential, **380 Amsden Avenue offers tremendous possibilities in a highly desirable Versailles location.** Apartment financials are available upon request.

380 Amsden Ave, Versailles

5 S Carol Malone Blvd, Grayson
$550,000
25003145 MLS
Prime Downtown Location on the outskirts of town, on your way to the popular Grayson Lake, only 10 minutes further down the road. 3.45 acres consist of 2.96 acres zoned commercial and .49 acres of vacant residential lot. The residential lot had a house at one point but has been gone for a long time. Buyer can pursue having the lots combined to 3.45 total acres for commercial or Buyer can submit offer for just 2.96 acres by itself. Seller is also open to a land build to suit lease contract. Land is across from Dollar General. The 2.96 acres was appraised April 2023, it appraised for $706,500. That did not include the extra .49 acres that we are including. Buyer will get immediate equity. Property is priced to sell. Owner/Agent

5 S Carol Malone Blvd, Grayson